2019–20 Greek Football Cup#Semi-Finals

{{smalldiv|1=

Notes:

:1.{{Note|1}}Grevena Aerata, Meliteas Meliti and Thriamvos Serviana withdrew from the competition. Their respective FCA Cup finalists were invited instead, but in each case, did not accept the bid to enter either.

:2.{{Note|2}}Asteras Itea, winners of the 2018−19 Phocis FCA Cup, withdrew from the competition and their spot was filled by 2018−19 finalists Apollon Efpalio.

:3.{{Note|3}}Alexandros Kilkis, winners of the 2018−19 Kilkis FCA Cup, withdrew from the competition and their spot was filled by 2018−19 finalists PAONE Eptalofos.

:4.{{Note|4}}Katastari, winners of the 2018−19 Zakynthos FCA Cup, withdrew from the competition and their spot was filled by 2018−19 finalists Zakynthos.

}}

The draw for this round took place on 9 August 2019.{{cite web|url=https://www.sport24.gr/football/ellada/GreekCup/kupello-elladas-ta-zeygaria-ths-prwths-fashs.5575039.html|title=Κύπελλο Ελλάδας: Τα ζευγάρια της πρώτης φάσης (Greek)|publisher=sport24.gr|date=9 August 2019}} The majority of fixtures were held on 24, 25 and 28 August 2019.{{cite web|url=https://www.onsports.gr/podosfairo/story/644999/kypello-elladas-se-doseis-ta-paixnidia-tis-a-fasis|title=Κύπελλο Ελλάδας: Σε... δόσεις τα παιχνίδια της Α΄ φάσης (Greek)|publisher=onsports.gr|date=23 August 2019}}

Two of the fixtures, Kalamata–Atromitos Patras and Enosis Vathyllos-Pansamiakos–Aiolikos were postponed in light the bids of Kalamata and Aiolikos to enter the Football League. Kalamata were eventually greenlighted to play in the Football League by decision of the HFF, taking the place of Nestos Chrysoupoli, who withdrew their participation.{{cite web|url=https://www.fosonline.gr/podosfairo/football-league/article/62930/h-kalamata-sti-football-league|title=Η Καλαμάτα στη Football League!|lang=el|publisher=fosonline.gr|date=19 August 2019}} As such, despite being drawn against Atromitos Patras, they advanced to the Third Round draw on walkover. Likewise, Atromitos advanced to the next round on walkover.

{{OneLegStart}}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|24 August 2019

{{OneLegResult| Tilikratis || 3–1 | Sellana }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|25 August 2019

{{OneLegResult| Pellana || 2–0 | Atromitos Agios Georgios }}

{{OneLegResult| Pallixouriakos || 0–1 | Xenophon Krestena }}

{{OneLegResult| Thinaliakos || 2–1 | Potamia }}

{{OneLegResult| Megas Alexandros Iasmos || 0–3 ({{w/o}}) | Pandramaikos }}

{{OneLegResult| Ethnikos Alexandroupoli || 0–7 | Aetos Orfano }}

{{OneLegResult| Panserraikos || 2–2 {{pso|4–3}} | Orfeas Xanthi }}

{{OneLegResult| PAONE Eptalofos || 0–4 | Karitsa }}

{{OneLegResult| Makedonikos Foufas || 3–2 | Megas Alexandros Kallithea }}

{{OneLegResult| Edessaikos || 1–2 | Thermaikos }}

{{OneLegResult| PO Elassona || 0–0 {{pso|4–2}} | Souli Paramythia }}

{{OneLegResult| APO Atalanti || 2–0 | Meteora }}

{{OneLegResult| Apollon Efpalio || 3–0 | Omiros Neochori }}

{{OneLegResult| Korinthos || 2–0 | Leonidio }}

{{OneLegResult| Nea Artaki || 2–2 {{pso|2–3}} | Ethnikos Piraeus }}

{{OneLegResult| Episkopi || 1–0 | Atsalenios }}

{{OneLegResult| Acharnaikos || 0–3 | AEEK SYNKA }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|28 August 2019

{{OneLegResult| Doxa Arta || 2–0 | Zakynthos }}

{{OneLegResult| Ypato || 5–0 | Panargiakos }}

{{OneLegResult| Panthiraikos || 3–0 | Ilisiakos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|17 September 2019

{{OneLegResult| Enosis Vathyllos-Pansamiakos || 0–0 {{pso|2–4}} | Aiolikos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|N/A

{{OneLegResult| Kalamata ||bye | }}

{{OneLegResult| Atromitos Patras ||bye | }}

|}

{{smalldiv|1=

Notes:

1. {{Note|1}} Megas Alexandros Iasmos withdrew from the competition.

}}

{{footballbox

|date = 24 August 2019

|time = 17:00 EEST

|team1 = Tilikratis

|score = 3–1

|report = https://int.soccerway.com/matches/2019/08/24/greece/cup/ao-tylikratis-lefkada/sellana/3129757/

|team2 = Sellana

|goals1 =

• Kolovos {{goal|53}}
• Katagis {{goal|65|pen.}}
• Georgousis {{goal|84}}

|goals2 =

• Bakratsas {{goal|86}}

|stadium = Lefkada Stadium

|location = Lefkada

|attendance =

|referee = Aristotelis Kostoulas (Arta)

}}

----

{{footballbox

|date = 25 August 2019

|time = 16:00 EEST

|team1 = Pellana

|score = 2–0

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/pellana/atromitos-agios-georgios/3129762/

|team2 = Atromitos Agios Georgios

|goals1 =

• Mikelatos {{goal|35}}
• Platanas {{goal|45}}

|goals2 =

|stadium = Sparta Municipal Stadium

|location = Sparta

|attendance =

|referee = Nikolaos Avgerinos (Arcadia)

}}

----

{{footballbox

|date = 25 August 2019

|time = 16:00 EEST

|team1 = Pallixouriakos

|score = 0–1

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/pallixouriakos/xenophon-krestena/3129758/

|team2 = Xenophon Krestena

|goals1 =

|goals2 =

• Anamourlidis {{goal|36}}

|stadium = Agios Antonios Municipal Stadium

|location = Lixouri

|attendance =

|referee = Konstantinos Kalamaris (Aetoloacarnania)

}}

----

{{footballbox

|date = 25 August 2019

|time = 16:30 EEST

|team1 = Thinaliakos

|score = 2–1

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/thinaliakos/potamia/3129756/

|team2 = Potamia

|goals1 =

• Agoras {{goal|34}}
• Mouzakitis {{goal|77}}

|goals2 =

• Genitsaropoulos {{goal|71}}

|stadium = Thinaliakos Municipal Stadium

|location = Corfu

|attendance =

|referee = Marios Sintoris (Thesprotia)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Megas Alexandros Iasmos

|score = 0–3
(Awarded)

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/m-alexandros-iasmos/pandramaikos/3129750/

|team2 = Pandramaikos

|goals1 =

|goals2 =

|stadium = Iasmos Municipal Stadium

|location = Iasmos

|attendance =

|referee =

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Ethnikos Alexandroupoli

|score = 0–7

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/ethnikos-alexandroupoli/aetos-orfani/3129751/

|team2 = Aetos Orfano

|goals1 =

|goals2 =

• Fousteris {{goal|2||41}}
• Karagiannidis {{goal|8}}
• Tsiloglou {{goal|9||53}}
• Kampatzis {{goal|64}}
• Savvatianos {{goal|87}}

|stadium = Fotis Kosmas Stadium

|location = Alexandroupolis

|attendance =

|referee = Christos Kakoulidis (Thrace)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Panserraikos

|score = 2–2

|aet = yes

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/panserraikos-fc/orfeas-puma-xanthis/3129752/

|team2 = Orfeas Xanthi

|goals1 =

• Papavasileiou {{goal|38||116}}

|goals2 =

• Xantinidis {{goal|53}}
• Soukrioglou {{goal|120}}

|stadium = Serres Municipal Stadium

|location = Serres

|attendance =

|referee = Georgios Takidis (Kilkis)

|penalties1 =

• Papavasileiou {{penmiss}}
• Psaltis {{pengoal}}
• Gourtsas {{pengoal}}
• Obosu {{pengoal}}
• Zeris {{pengoal}}

|penaltyscore = 4–3

|penalties2 =

• {{pengoal}} Katranitsas
• {{pengoal}} Karagiozis
• {{penmiss}} Soukrioglou
• {{pengoal}} Halil Ibram
• {{penmiss}} Makrakis

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = PAONE Eptalofos

|score = 0–4

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/paone/karitsa/3129767/

|team2 = Karitsa

|goals1 =

|goals2 =

• Alexiou {{goal|31||77}}
• Gika {{goal|47}}
• Costa {{goal|74}}

|stadium = Kilkis Municipal Stadium

|location = Kilkis

|attendance =

|referee = Michail Michoulias (Macedonia)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Makedonikos Foufas

|score = 3–2

|aet = yes

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/makedonikos-foufas/m-alexandros-kallithea/3129768/

|team2 = Megas Alexandros Kallithea

|goals1 =

• Topalis {{goal|52||59|pen.}}
• Mavromatidis {{goal|117}}

|goals2 =

• Hasaj {{goal|87||90}}

|stadium = Emilios Theofanidis Stadium

|location = Ptolemaida

|attendance =

|referee = Konstantinos Sidiropoulos (Pella)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Edessaikos

|score = 1–2

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/edessaikos/thermaikos-thermis/3129753/

|team2 = Thermaikos

|goals1 =

• Pantelidis {{goal|24}}

|goals2 =

• Achalinopoulos {{goal|70}}
• Stefanidis {{goal|76}}

|stadium = Municipal Stadium of Edessa

|location = Edessa

|attendance =

|referee = Vasileios Polychroniou (Kastoria)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = PO Elassona

|score = 0–0

|aet = yes

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/elassona-fc/souli-paramythia/3129754/

|team2 = Souli Paramythia

|goals1 =

|goals2 =

|stadium = Elassona Municipal Stadium

|location = Elassona

|attendance =

|referee = Stylianos Leonidas (Trikala)

|penalties1 =

• Lagos {{pengoal}}
• Chamos {{pengoal}}
• Pepkolaj {{pengoal}}
• Athanasoulis {{pengoal}}

|penaltyscore = 4–2

|penalties2 =

• {{pengoal}} Georgakis
• {{penmiss}} Mokos
• {{pengoal}} Dokos
• {{penmiss}} Karaboikis

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = APO Atalanti

|score = 2–0

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/atalanti/meteora-kalambakas/3129755/

|team2 = Meteora

|goals1 =

• Chaikalis {{goal|41}}
• Dimos {{goal|63|pen.}}

|goals2 =

|stadium = Atalanti Municipal Stadium

|location = Atalanti

|attendance =

|referee = Marios Pogas (Euboea)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Apollon Efpalio

|score = 3–0

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/apollo-efpaliou/omiros-neochori/3130412/

|team2 = Omiros Neochori

|goals1 =

• Roubatos {{goal|4}}
• Papandreou {{goal|55||60}}

|goals2 =

|stadium = Malamata Stadium

|location = Efpalio

|attendance =

|referee = Nikolaos Papakonstantinou (Messinia)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Korinthos

|score = 2–0

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/pas-korinthos/leonidio/3129761/

|team2 = Leonidio

|goals1 =

• Panteleou {{goal|9}}
• Tsokos {{goal|87}}

|goals2 =

|stadium = Korinthos Stadium

|location = Corinth

|attendance =

|referee = Alexandros Fokas (Achaea)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Nea Artaki

|score = 2–2

|aet = yes

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/nea-artaki/pae-ethnikos-pireaus/3129763/

|team2 = Ethnikos Piraeus

|goals1 =

• Papadakis {{goal|32}}
• Spanos {{goal|75}}

|goals2 =

• Moustafidis {{goal|7}}
• Tsiavos {{goal|49}}

|stadium = Nea Artaki Municipal Stadium

|location = Nea Artaki

|attendance =

|referee = Stefanos Xirogiannis (Boeotia)

|penalties1 =

• Balabanis {{penmiss}}
• Georgiou {{penmiss}}
• Vezyrtzoglou {{penmiss}}
• Mavropoulos {{penmiss}}
• Karantakis {{pengoal}}
• Papadakis {{pengoal}}

|penaltyscore = 2–3

|penalties2 =

• {{penmiss}} Grammatikopoulos
• {{penmiss}} Makrostergios
• {{penmiss}} Tsiavos
• {{pengoal}} Skenderaj
• {{pengoal}} Lamprakis
• {{pengoal}} Daoulias

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Episkopi

|score = 1–0

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/ao-episkopis-rethymno/atsalenios-po/3129764/

|team2 = Atsalenios

|goals1 =

• Karvouniaris {{goal|27}}

|goals2 =

|stadium = Theodoros Vardinogiannis Stadium

|location = Heraklion

|attendance =

|referee = Michail Tampouratzis (Lasithi)

}}

----

{{footballbox

|date = 25 August 2019

|time = 17:00 EEST

|team1 = Acharnaikos

|score = 0–3

|report = https://int.soccerway.com/matches/2019/08/25/greece/cup/ao-acharnaikos-fc/aeek-inka/3129766/

|team2 = AEEK SYNKA

|goals1 =

|goals2 =

• Singh {{goal|26}}
• Pangalos {{goal|52}}
• Tsitas {{goal|81}}

|stadium = Acharnes Stadium

|location = Acharnes

|attendance =

|referee = Aristidis Aliagas (West Attica)

}}

----

{{footballbox

|date = 28 August 2019

|time = 16:00 EEST

|team1 = Doxa Arta

|score = 2–0

|report = https://int.soccerway.com/matches/2019/08/28/greece/cup/doxa-arta/zakynthos-aps/3129769/

|team2 = Zakynthos

|goals1 =

• Thanasis {{goal|7}}
• Ikonomou {{goal|44}}

|goals2 =

|stadium = Arta Stadium

|location = Arta

|attendance =

|referee = Dimitrios Chouliaras (Preveza-Lefkada)

}}

----

{{footballbox

|date = 28 August 2019

|time = 17:00 EEST

|team1 = Ypato

|score = 5–0

|report = https://int.soccerway.com/matches/2019/08/28/greece/cup/ipato/panargeaikos-agros/3129760/

|team2 = Panargiakos

|goals1 =

• Spiliotis {{goal|1||48}}
• Kakkavas {{goal|10}}
• Potouridis {{goal|24}}
• Cadú {{goal|39}}

|goals2 =

|stadium = Thebes Municipal Stadium

|location = Thebes

|attendance =

|referee = Vasilios Stamos (Elis)

}}

----

{{footballbox

|date = 28 August 2019

|time = 17:00 EEST

|team1 = Panthiraikos

|score = 3–0

|report = https://int.soccerway.com/matches/2019/08/28/greece/cup/panthiraikos/ao-ilisiakos-zografou/3129765/

|team2 = Ilisiakos

|goals1 =

• Valavanopoulos {{goal|6||37}}
• Perialis {{goal|12}}

|goals2 =

|stadium = Municipal Panthiraikos Stadium

|location = Santorini

|attendance =

|referee = Lampros Tsagarakis (Chania)

}}

----

{{footballbox

|date = 17 September 2019

|time = 16:00 EEST

|team1 = Enosis Vathyllos-Pansamiakos

|score = 0–0

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/17/greece/cup/pansamiakos-vathyllou/aiolikos-mitilini/3130413/

|team2 = Aiolikos

|goals1 =

|goals2 =

|stadium = Karlovasi Municipal Stadium

|location = Karlovasi

|attendance =

|referee = Pantelis Tzamoutzantonis (Chios)

|penalties1 =

• {{pengoal}}
• {{pengoal}}

|penaltyscore = 2–4

|penalties2 =

• {{pengoal}} Kritikos
• {{pengoal}} Parellis
• {{pengoal}} Valios
• {{pengoal}} Sofiannis

}}

The draw for this round took place on 27 August 2018.{{cite web|url=http://www.novasports.gr/podosfairo/ellada/kupello-/arthro-greek-cup/476691/ta-zeugaria-sti-deuteri-fasi-tou-kupellou/|title=Τα ζευγάρια στη δεύτερη φάση του Κυπέλλου (Greek)|publisher=novasports.gr|date=27 August 2019}}

{{OneLegStart}}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|31 August 2019

{{OneLegResult| PO Elassona || 1–1 {{pso|5–3}} | Tilikratis }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|1 September 2019

{{OneLegResult| Thinaliakos || 1–0 | Apollon Efpalio }}

{{OneLegResult| Aetos Orfano || 4–2 | Thermaikos }}

{{OneLegResult| Pellana || 1–0 | AO Ypato }}

{{OneLegResult| Pandramaikos || 2–1 {{aet}} | Makedonikos Foufas }}

{{OneLegResult| Xenophon Krestena || 2–1 | Doxa Arta }}

{{OneLegResult| AE Karitsa || 1–2 | Panserraikos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|4 September 2019

{{OneLegResult| Episkopi || 2–0 | Ethnikos Piraeus }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|8 September 2019

{{OneLegResult| Panthiraikos|| 1–0 | AEEK SYNKA }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|15 September 2019

{{OneLegResult| APO Atalanti || 1–0 | Atromitos Patras }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|2 October 2019

{{OneLegResult| Aiolikos || 2–0 | Korinthos }}

|}

{{footballbox

|date = 31 August 2019

|time = 16:30 EEST

|team1 = PO Elassona

|score = 1–1

|aet = yes

|report = https://int.soccerway.com/matches/2019/08/31/greece/cup/elassona-fc/ao-tylikratis-lefkada/3155662/

|team2 = Tilikratis

|goals1 =

• Pepkolaj {{goal|33}}

|goals2 =

• Kolovos {{goal|45}}

|stadium = Elassona Municipal Stadium

|location = Elassona

|attendance =

|referee = Vangelis Lathyris (Phtiotis)

|penalties1 =

• Chamos {{pengoal}}
• Pepkolaj {{pengoal}}
• Petani {{pengoal}}
• Panagiotou {{pengoal}}
• Souglis {{pengoal}}

|penaltyscore = 5–3

|penalties2 =

• {{penmiss}} Katagis
• {{pengoal}} Kolovos
• {{pengoal}} Toska
• {{pengoal}} Kyvelidis
• {{pengoal}} Tsiantis

}}

----

{{footballbox

|date = 1 September 2019

|time = 16:30 EEST

|team1 = Thinaliakos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/thinaliakos/apollo-efpaliou/3155661/

|team2 = Apollon Efpalio

|goals1 =

• Koudas {{goal|73|pen.}}

|goals2 =

|stadium = Thinaliakos Municipal Stadium

|location = Corfu

|attendance =

|referee = Leonidas Tzovas (Epirus)

}}

----

{{footballbox

|date = 1 September 2019

|time = 16:30 EEST

|team1 = Aetos Orfano

|score = 4–2

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/aetos-orfani/thermaikos-thermis/3155659/

|team2 = Thermaikos

|goals1 =

• Apostolidis {{goal|11||79}}
• Doumanis {{goal|32|pen.|55}}

|goals2 =

• Mavromatis {{goal|39}}
• Kravvaris {{goal|84}}

|stadium = Ofrynio Municipal Stadium

|location = Kavala

|attendance =

|referee = Vasilios Chorozoglou (Drama)

}}

----

{{footballbox

|date = 1 September 2019

|time = 16:30 EEST

|team1 = Pellana

|score = 1–0

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/pellana/ipato/3155665/

|team2 = AO Ypato

|goals1 =

• Sikalopoulos {{goal|30}}

|goals2 =

|stadium = Sparta Municipal Stadium

|location = Sparta

|attendance =

|referee = Georgios Markantonatos (Elis)

}}

----

{{footballbox

|date = 1 September 2019

|time = 16:30 EEST

|team1 = Pandramaikos

|score = 2–1

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/pandramaikos/makedonikos-foufas/3155658/

|team2 = Makedonikos Foufas

|goals1 =

• Giannikis {{goal|26}}
• Beroukas {{goal|95}}

|goals2 =

• Mavromatidis {{goal|28}}

|stadium = Drama Municipal Stadium

|location = Drama

|attendance =

|referee = Panagiotis-Rafail Tsiaras (Kavala)

}}

----

{{footballbox

|date = 1 September 2019

|time = 16:30 EEST

|team1 = Xenophon Krestena

|score = 2–1

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/xenophon-krestena/doxa-arta/3156871/

|team2 = Doxa Arta

|goals1 =

• Batzakas {{goal|35}}
• Moutsos {{goal|56}}

|goals2 =

• Thanasis {{goal|37}}

|stadium = Krestena Municipal Stadium

|location = Krestena

|attendance =

|referee = Nikolaos Chronas (Achaea)

}}

----

{{footballbox

|date = 1 September 2019

|time = 20:00 EEST

|team1 = AE Karitsa

|score = 1–2

|report = https://int.soccerway.com/matches/2019/09/01/greece/cup/karitsa/panserraikos-fc/3155660/

|team2 = Panserraikos

|goals1 =

• Alexiou {{goal|75}}

|goals2 =

• Gourtsas {{goal|23|pen.|86}}

|stadium = Katerini Stadium

|location = Katerini

|attendance =

|referee = Athanasios Boutsikos (Macedonia)

}}

----

{{footballbox

|date = 4 September 2019

|time = 16:30 EEST

|team1 = Episkopi

|score = 2–0

|report = https://int.soccerway.com/matches/2019/09/04/greece/cup/ao-episkopis-rethymno/pae-ethnikos-pireaus/3155667/

|team2 = Ethnikos Piraeus

|goals1 =

• Foukarakis {{goal|41}}
• Lima {{goal|85}}

|goals2 =

|stadium = Gallos Stadium

|location = Rethymno

|attendance =

|referee = Marios Viskadouros (Heraklion)

}}

----

{{footballbox

|date = 8 September 2019

|time = 16:30 EEST

|team1 = Panthiraikos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/09/08/greece/cup/panthiraikos/aeek-inka/3155666/

|team2 = AEEK SYNKA

|goals1 =

• Perialis {{goal|73}}

|goals2 =

|stadium = Panthiraikos Municipal Stadium

|location = Santorini

|attendance =

|referee = Georgios Balachoutis (Piraeus)

}}

----

{{footballbox

|date = 15 September 2019

|time = 16:00 EEST

|team1 = APO Atalanti

|score = 1–0

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/atalanti/atromitos-patras/3155664/

|team2 = Atromitos Patras

|goals1 =

• Tsakanikas {{goal|84}}

|goals2 =

|stadium = Atalanti Municipal Stadium

|location = Atalanti

|attendance =

|referee = Dimitrios Psychoulas (Boeotia)

}}

----

{{footballbox

|date = 2 October 2019

|time = 15:00 EEST

|team1 = Aiolikos

|score = 2–0

|report = https://int.soccerway.com/matches/2019/10/02/greece/cup/aiolikos-mitilini/pas-korinthos/3155663/

|team2 = Korinthos

|goals1 =

• Bourous {{goal|70}}
• Lazaridis {{goal|90}}

|goals2 =

|stadium = Mytilene Municipal Stadium

|location = Mytilene

|attendance =

|referee = Aristidis Aliagas (West Attica)

}}

The draw for this round took place on 9 September 2019.{{cite web|url=https://www.sport24.gr/football/ellada/GreekCup/kupello-elladas-h-klhrwsh-ths-triths-fashs.5593246.html|title=Κύπελλο Ελλάδας: Η κλήρωση της τρίτης φάσης (Greek)|publisher=sport24.gr|date=9 September 2019}} A total of 24 teams are involved in the Round 3 draw: The 12 2019−20 Football League teams entering in this round, and the twelve winners of the previous round.

12 single-match fixtures were determined, of which the winners will qualify to the next Round. The majority of fixtures were held on 14, 15 and 18 September.{{cite web|url=http://www.metrosport.gr/article/kipello-elladas-to-programma-ton-agonon-tis-g-fasis|title=Κύπελλο Ελλάδας: Το πρόγραμμα των αγώνων της γ' φάσης (Greek)|publisher=metrosport.gr|date=10 September 2019}}

{{OneLegStart}}

|colspan="3" style="background-color:#D0D0D0" align=center|14 September 2019

|-

{{OneLegResult| Aetos Orfano || 2–1 | Thesprotos }}

{{OneLegResult| PO Elassona || 0–1 {{aet}} | Enosis Aspropyrgos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|15 September 2019

{{OneLegResult| Episkopi || 1–2 | Trikala }}

{{OneLegResult| Panthiraikos || 0–0 {{pso|5–4}} | OF Ierapetra }}

{{OneLegResult| Thinaliakos || 0–1 {{aet}} | Kavala }}

{{OneLegResult| Pandramaikos || 0–3 | Ionikos }}

{{OneLegResult| Xenophon Krestena || 1–2 | Egaleo }}

{{OneLegResult| Panserraikos || 2–0 | Triglia }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|18 September 2019

{{OneLegResult| Pellana || 0–2 | Ialysos }}

{{OneLegResult| Veria || 2–0 | Diagoras }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|25 September 2019

{{OneLegResult| APO Atalanti || 2–3 {{aet}} | Olympiacos Volos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|16 October 2019

{{OneLegResult| Aiolikos || 1–0 | Niki Volos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|N/A

{{OneLegResult| Kalamata ||bye | }}

|}

{{footballbox

|date = 14 September 2019

|time = 16:00 EEST

|team1 = Aetos Orfano

|score = 2–1

|report = https://int.soccerway.com/matches/2019/09/14/greece/cup/aetos-orfani/thesprotos-igoumenitsa-fc/3164409/

|team2 = Thesprotos

|goals1 =

• Servilakis {{goal|21|o.g.}}
• Apostolidis {{goal|62}}

|goals2 =

• Konstantinou {{goal|47}}

|stadium = Ofrynio Municipal Stadium

|location = Ofrynio

|attendance =

|referee = Konstantinos Poulikidis (Drama)

}}

----

{{footballbox

|date = 14 September 2019

|time = 16:00 EEST

|team1 = PO Elassona

|score = 0–1

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/14/greece/cup/elassona-fc/panaspropyrgiakos--doxa-enosis/3164433/

|team2 = Enosis Aspropyrgos

|goals1 =

|goals2 =

• Nikolakakis {{goal|103}}

|stadium = Elassona Municipal Stadium

|location = Elassona

|attendance =

|referee = Dimitris Theocharis (Thessaly)

}}

----

{{footballbox

|date = 15 September 2019

|time = 15:00 EEST

|team1 = Episkopi

|score = 1–2

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/ao-episkopis-rethymno/trikala/3164405/

|team2 = Trikala

|goals1 =

• Tsirigotis {{goal|69}}

|goals2 =

• Aleksić {{goal|45+3|pen.}}
• Tsipras {{goal|67}}

|stadium = Theodoros Vardinogiannis Stadium

|location = Heraklion

|attendance =

|referee = Georgios Patemtzis (Heraklion)

}}

----

{{footballbox

|date = 15 September 2019

|time = 16:00 EEST

|team1 = Panthiraikos

|score = 0–0

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/panthiraikos/ierapetra/3164404/

|team2 = OF Ierapetra

|goals1 =

|goals2 =

|stadium = Panthiraikos Municipal Stadium

|location = Santorini

|attendance =

|referee = Konstantinos Bairaktaris (Athens)

|penalties1 =

• Kontis {{pengoal}}
• Birbili {{pengoal}}
• Paligeorgos {{pengoal}}
• Manariotis {{pengoal}}
• Lluka {{pengoal}}

|penaltyscore = 5–4

|penalties2 =

• {{penmiss}} Katsikokeris
• {{pengoal}} Chrysofakis
• {{pengoal}} Shehu
• {{pengoal}} Karagiannis
• {{pengoal}} Anastasopoulos

}}

----

{{footballbox

|date = 15 September 2019

|time = 16:00 EEST

|team1 = Thinaliakos

|score = 0–1

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/thinaliakos/ao-kavala/3164406/

|team2 = Kavala

|goals1 =

|goals2 =

• Sarigiannidis {{goal|94|o.g.}}

|stadium = Kerkyra Stadium

|location = Corfu

|attendance =

|referee = Giannis Panos (Grevena)

}}

----

{{footballbox

|date = 15 September 2019

|time = 16:00 EEST

|team1 = Pandramaikos

|score = 0–3

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/pandramaikos/pae-ionikos-nikaias/3164407/

|team2 = Ionikos

|goals1 =

|goals2 =

• Tientcheu {{goal|13}}
• Kritikos {{goal|53}}
• Dagras {{goal|88}}

|stadium = Doxa Drama Stadium

|location = Drama

|attendance =

|referee = Nikolaos Maropoulos (Imathia)

}}

----

{{footballbox

|date = 15 September 2019

|time = 16:00 EEST

|team1 = Xenophon Krestena

|score = 1–2

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/xenophon-krestena/aigaleo-fc/3164432/

|team2 = Egaleo

|goals1 =

• Boutsikakis {{goal|61|pen.}}

|goals2 =

• Papanikolas {{goal|83}}
• Petropoulos {{goal|90}}

|stadium = Pyrgos Municipal Stadium

|location = Pyrgos

|attendance =

|referee = Panagiotis Kaddas (Achaea)

}}

----

{{footballbox

|date = 15 September 2019

|time = 20:00 EEST

|team1 = Panserraikos

|score = 2–0

|report = https://int.soccerway.com/matches/2019/09/15/greece/cup/panserraikos-fc/triglia-fc/3164408/

|team2 = Triglia

|goals1 =

• Papavasileiou {{goal|25}}
• Gourtsas {{goal|49}}

|goals2 =

|stadium = Serres Municipal Stadium

|location = Serres

|attendance =

|referee = Panagiotis Tsopoulidis (Xanthi)

}}

----

{{footballbox

|date = 18 September 2019

|time = 15:00 EEST

|team1 = Pellana

|score = 0–2

|report = https://int.soccerway.com/matches/2019/09/18/greece/cup/pellana/ialisos/3164410/

|team2 = Ialysos

|goals1 =

|goals2 =

• Sérginho {{goal|26|pen.}}
• Natsiopoulos {{goal|42}}

|stadium = Sparta Municipal Stadium

|location = Sparta

|attendance =

|referee = Athanasios Roussos (Corinth)

}}

----

{{footballbox

|date = 18 September 2019

|time = 16:00 EEST

|team1 = Veria

|score = 2–0

|report = https://int.soccerway.com/matches/2019/09/18/greece/cup/veria-fc/diagoras-gs-rodos/3164411/

|team2 = Diagoras

|goals1 =

• Simoni {{goal|50||59}}

|goals2 =

|stadium = Veria Municipal Stadium

|location = Veria

|attendance =

|referee = Stavros Tsimenteridis (Kozani)

}}

----

{{footballbox

|date = 25 September 2019

|time = 16:00 EEST

|team1 = APO Atalanti

|score = 2–3

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/25/greece/cup/atalanti/ask-olympiakos/3172912/

|team2 = Olympiacos Volos

|goals1 =

• Chaikalis {{goal|13}}
• Malissovas {{goal|53}}

|goals2 =

• Skopelitis {{goal|10}}
• Koutsianikoulis {{goal|20}}
• Randy {{goal|118}}

|stadium = Atalanti Municipal Stadium

|location = Atalanti

|attendance =

|referee = Andreas Gamaris (Athens)

}}

----

{{footballbox

|date = 16 October 2019

|time = 16:00 EEST

|team1 = Aiolikos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/10/16/greece/cup/aiolikos-mitilini/niki-volos/3173119/

|team2 = Niki Volos

|goals1 =

• Sofianis {{goal|13}}

|goals2 =

|stadium = Mytilene Municipal Stadium

|location = Mytilene

|attendance =

|referee = Konstantinos Katikos (Athens)

}}

The draw for this round took place on 17 September 2019.{{cite web|url=https://www.sdna.gr/podosfairo/kypello-elladas/article/638340/i-klirosi-gia-tin-4i-fasi-toy-kypelloy-elladas|title=Η κλήρωση για την 4η φάση του Κυπέλλου Ελλάδας (Greek)|publisher=sdna.gr|date=17 September 2019}} A total of 24 teams were involved in the Round 4 draw: The 12 2019−20 Super League 2 teams entering in this round, and the twelve winners of the previous round.

12 single-match fixtures were determined, of which the winners qualified to the next Round. The majority of fixtures were held on 24, 25 and 26 September.

{{OneLegStart}}

|colspan="3" style="background-color:#D0D0D0" align=center|24 September 2019

{{OneLegResult| Ionikos || 1–2 | Panachaiki }}

{{OneLegResult| Veria || 3–0 | Levadiakos }}

{{OneLegResult| Trikala || 1–0 | Doxa Drama }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|25 September 2019

{{OneLegResult| Egaleo || 0–2 | Ergotelis }}

{{OneLegResult| Kavala || 2–0 | Chania }}

{{OneLegResult| Kalamata || 0–0 {{pso|4–3}} | Karaiskakis }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|26 September 2019

{{OneLegResult| Panthiraikos || 1–2 | Platanias }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|2 October 2019

{{OneLegResult| Ialysos || 1–0 | Kerkyra }}

{{OneLegResult| Aetos Orfano || 0–1 | Apollon Larissa }}

{{OneLegResult| Enosis Aspropyrgos || 0–2 | PAS Giannina }}

|-

|colspan="3" style="background-color:#D0D0D0" align="center" |9 October 2019

{{OneLegResult| Olympiacos Volos || 1–0 | Apollon Pontus }}

|-

|colspan="3" style="background-color:#D0D0D0" align="center" |23 October 2019

{{OneLegResult| Aiolikos || 1–0 | Apollon Smyrnis }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|N/A

{{OneLegResult| Panserraikos ||bye | }}

|}

{{footballbox

|date = 24 September 2019

|time = 16:00 EEST

|team1 = Ionikos

|score = 1–2

|report = https://int.soccerway.com/matches/2019/09/24/greece/cup/pae-ionikos-nikaias/panahaiki-2005/3172859/

|team2 = Panachaiki

|goals1 =

• Manalis {{goal|40}}

|goals2 =

• Moraitis {{goal|17}}
• Kynigopoulos {{goal|77}}

|stadium = Neapoli Stadium

|location = Nikaia

|attendance =

|referee = Alexandros Tsakalidis (Chalkidiki)

}}

----

{{footballbox

|date = 24 September 2019

|time = 16:00 EEST

|team1 = Veria

|score = 3–0

|report = https://int.soccerway.com/matches/2019/09/24/greece/cup/veria-fc/levadiakos-fc/3172862/

|team2 = Levadiakos

|goals1 =

• Simoni {{goal|53}}
• Penta {{goal|61}}
• Pasas {{goal|71}}

|goals2 =

|stadium = Veria Stadium

|location = Veria

|attendance =

|referee = Spyros Zabalas (Epirus)

}}

----

{{footballbox

|date = 24 September 2019

|time = 16:00 EEST

|team1 = Trikala

|score = 1–0

|report = https://int.soccerway.com/matches/2019/09/24/greece/cup/trikala/doxa-dramas/3172854/

|team2 = Doxa Drama

|goals1 =

• Papageorgiou {{goal|43}}

|goals2 =

|stadium = Trikala Municipal Stadium

|location = Trikala

|attendance =

|referee = Konstantinos Tsetsilas (Grevena)

}}

----

{{footballbox

|date = 25 September 2019

|time = 16:00 EEST

|team1 = Egaleo

|score = 0–2

|report = https://int.soccerway.com/matches/2019/09/25/greece/cup/aigaleo-fc/ergotelis/3172855/

|team2 = Ergotelis

|goals1 =

|goals2 =

• Barata {{goal|72}}
• Bourselis {{goal|79}}

|stadium = Stavros Mavrothalassitis Stadium

|location = Aigaleo

|attendance =

|referee = Panagiotis Koukoulas (Lesbos)

}}

----

{{footballbox

|date = 25 September 2019

|time = 16:00 EEST

|team1 = Kavala

|score = 2–0

|report = https://int.soccerway.com/matches/2019/09/25/greece/cup/ao-kavala/kissamikos-pogs/3172858/

|team2 = Chania

|goals1 =

• Gromitsaris {{goal|17|o.g.}}
• Katharios {{goal|31}}

|goals2 =

|stadium = Anthi Karagianni Stadium

|location = Kavala

|attendance =

|referee = Fotis Polychronis (Pieria)

}}

----

{{footballbox

|date = 25 September 2019

|time = 16:00 EEST

|team1 = Kalamata

|score = 0–0

|aet = yes

|report = https://int.soccerway.com/matches/2019/09/25/greece/cup/ps-pae-kalamata/ae-karaiskakis/3172853/

|team2 = Karaiskakis

|goals1 =

|goals2 =

|stadium = Theodoros Kolokotronis Stadium

|location = Tripoli

|attendance =

|referee = Konstantinos Andrianos (Achaea)

|penalties1 =

• Osmanagić {{pengoal}}
• Kouiroukidis {{pengoal}}
• Babis {{pengoal}}
• Intzidis {{penmiss}}
• Rakić {{pengoal}}

|penaltyscore = 4–3

|penalties2 =

• {{pengoal}} Kapias
• {{penmiss}} Vlachos
• {{pengoal}} Meçe
• {{pengoal}} Kyvelidis
• {{penmiss}} Tsoutsis

}}

----

{{footballbox

|date = 26 September 2019

|time = 11:00 EEST

|team1 = Panthiraikos

|score = 1–2

|report = https://int.soccerway.com/matches/2019/09/26/greece/cup/panthiraikos/platanias/3172860/

|team2 = Platanias

|goals1 =

• Manariotis {{goal|26}}

|goals2 =

• Loukinas {{goal|45|pen.|75}}

|stadium = Panthiraikos Municipal Stadium

|location = Santorini

|attendance =

|referee = Fotis Ntaoulas (West Attica)

}}

----

{{footballbox

|date = 2 October 2019

|time = 14:30 EEST

|team1 = Ialysos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/10/02/greece/cup/ialisos/pae-ao-kerkyra/3172968/

|team2 = Kerkyra

|goals1 =

• Avgenikou {{goal|26}}

|goals2 =

|stadium = Municipal Stadium Ekonomideio

|location = Ialysos

|attendance =

|referee = Efstratios Macheras (Athens)

}}

----

{{footballbox

|date = 2 October 2019

|time = 16:00 EEST

|team1 = Aetos Orfano

|score = 0–1

|report = https://int.soccerway.com/matches/2019/10/02/greece/cup/aetos-orfani/apollon-larisas/3172857/

|team2 = Apollon Larissa

|goals1 =

|goals2 =

• Bastakos {{goal|30}}

|stadium = Anthi Karagianni Stadium

|location = Kavala

|attendance =

|referee = Apostolos Tzoumalakis (Serres)

}}

----

{{footballbox

|date = 2 October 2019

|time = 16:00 EEST

|team1 = Enosis Aspropyrgos

|score = 0–2

|report = https://int.soccerway.com/matches/2019/10/02/greece/cup/panaspropyrgiakos--doxa-enosis/pas-giannina/3172861/

|team2 = PAS Giannina

|goals1 =

|goals2 =

• Naumets {{goal|18}}
• Pamlidis {{goal|38}}

|stadium = Aspropyrgos Municipal Stadium

|location = Aspropyrgos

|attendance =

|referee = Konstantinos Andrianos (Achaea)

}}

----

{{footballbox

|date = 9 October 2019

|time = 16:00 EEST

|team1 = Olympiacos Volos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/10/09/greece/cup/ask-olympiakos/apollon-kalamaria-fc/3172856/

|team2 = Apollon Pontus

|goals1 =

• Rokas {{goal|57}}

|goals2 =

|stadium = Alkazar Stadium

|location = Larissa

|attendance =

|referee = Konstantinos Panytsidis (Kozani)

}}

----

{{footballbox

|date = 23 October 2019

|time = 16:00 EEST

|team1 = Aiolikos

|score = 1–0

|report = https://int.soccerway.com/matches/2019/10/23/greece/cup/aiolikos-mitilini/apollon-smirnis/3173531/

|team2 = Apollon Smyrnis

|goals1 =

• Bourous {{goal|42|pen.}}

|goals2 =

|stadium = Mytilene Municipal Stadium

|location = Mytilene

|attendance =

|referee = Pantelis Tzamoutzantonis (Chios)

}}

The draw for this round took place on 16 October 2019.{{cite web|url=https://www.sport24.gr/football/ellada/GreekCup/kupello-elladas-ta-enteka-zeygaria-ths-5hs-fashs.5619156.html|title=Κύπελλο Ελλάδας: Τα έντεκα ζευγάρια της 5ης φάσης (Greek)|publisher=sport24.gr|date=16 October 2019}} A total of 22 teams are involved in the Round 5 draw: The 8 2019−20 Super League teams, who finished in places 6–13 in the 2018−19 season entering the competition in this round, the twelve winners of the previous round, the champion of the 2018–19 Football League (Volos), and the single club advancing on walkover in Round 4 (Panserraikos).{{cite web|url=https://capitano.gr/articles/ti-ischyei-sthn-epomenh-fash-toy-kypelloy|title=Τι ισχύει στην επόμενη φάση του Κυπέλλου (Greek)|publisher=capitano.gr|date=25 September 2019}}

As of this phase onward, teams play against each other over two legs on a home-and-away basis, except for the one-match final.

In the draw for Round 5, the nine Super League teams are seeded, and the 13 clubs advancing from previous Rounds are unseeded. The seeded teams are drawn against the unseeded teams, with the seeded teams hosting the second leg. The remaining 4 unseeded clubs will be drawn against one another with the team being drawn last hosting the second leg.

A total of 11 fixtures were determined, of which the winners will qualify to the Round of 16. The first leg matches will be held on 29, 30 and 31 October, while the 2nd leg matches will be held 3, 4 and 5 December 2019.

{{TwoLegStart}}

{{TwoLegResult| Apollon Larissa || 2–4 | Xanthi|| 2–1 | 0–3 }}

{{TwoLegResult| Panserraikos || 2–2 {{pso|2–4}} | Volos || 1–1 | 1–1 {{aet}}}}

{{TwoLegResult| PAS Giannina || 3–1 | Veria || 1–0 | 2–1 }}

{{TwoLegResult| Olympiacos Volos || 0–9 | Panionios ||0–3 |0–6 }}

{{TwoLegResult| Kalamata || 3–1 | AEL || 3–0 | 0–1 }}

{{TwoLegResult| Kavala || 2–4 | OFI|| 2–0 | 0–4 }}

{{TwoLegResult| Panachaiki || 1–5 | Panathinaikos || 1–3 | 0–2 }}

{{TwoLegResult| Platanias || 2–4 | Asteras Tripolis || 0–1 | 2–3 {{aet}}}}

{{TwoLegResult| Ialysos || 1–9 | Panetolikos || 0–4 | 1–5 }}

{{TwoLegResult| Aiolikos || 0–6 | Lamia || 0–3 | 0–3 }}

{{TwoLegResult| Trikala || 4–2 | Ergotelis || 3–2 | 1–0 }}

|}

{{footballbox

|date = 29 October 2019

|time = 15:00 EET

|team1 = Apollon Larissa

|score = 2–1

|report = https://int.soccerway.com/matches/2019/10/29/greece/cup/apollon-larisas/ao-xanthi/3179697/

|team2 = Xanthi

|goals1 =

• Nazim {{goal|50}}
• Brebos {{goal|83}}

|goals2 =

• Lisgaras {{goal|45}}

|stadium = Filippoupoli Stadium

|location = Larissa

|attendance =

|referee = Alexandros Katsikogiannis (Epirus)

}}

{{footballbox

|date = 4 December 2019

|time = 17:15 EET

|team1 = Xanthi

|score = 3–0

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/ao-xanthi/apollon-larisas/3180328/

|team2 = Apollon Larissa

|goals1 =

• Barrientos {{goal|2}}
• William {{goal|42}}
• Sturgeon {{goal|49}}

|goals2 =

|stadium = Xanthi FC Arena

|location = Xanthi

|attendance =

|referee = Ioannis Papadopoulos (Macedonia)

}}

Xanthi won 4–2 on aggregate.

----

{{footballbox

|date = 29 October 2019

|time = 17:15 EET

|team1 = Panserraikos

|score = 1–1

|report = https://int.soccerway.com/matches/2019/10/29/greece/cup/panserraikos-fc/volos-nfc/3179701/

|team2 = Volos

|goals1 =

• Giannarakis {{goal|70}}

|goals2 =

• Tsaousis {{goal|90}}

|stadium = Serres Municipal Stadium

|location = Serres

|attendance =

|referee = Georgios Vreskas (Pieria)

}}

{{footballbox

|date = 5 December 2019

|time = 17:15 EET

|team1 = Volos

|score = 1–1

|aet = yes

|report = https://int.soccerway.com/matches/2019/12/05/greece/cup/volos-nfc/panserraikos-fc/3180336/

|team2 = Panserraikos

|goals1 =

• Mantzis {{goal|37}}

|goals2 =

• Conci {{goal|90|pen.}}

|stadium = Panthessaliko Stadium

|location = Volos

|attendance =

|referee = Dimitris Maloutas (Imathia)

|penalties1 =

• Tsokanis {{pengoal}}
• Chica {{pengoal}}
• Tsaousis {{penmiss}}
• Torres {{pengoal}}
• Lyratzis {{pengoal}}

|penaltyscore = 4–2

|penalties2 =

• {{pengoal}} Triantafyllou
• {{penmiss}} Conci
• {{pengoal}} Kasmeridis
• {{penmiss}} Polyzos

}}

Volos won 4–2 on penalties.

----

{{footballbox

|date = 29 October 2019

|time = 19:30 EET

|team1 = PAS Giannina

|score = 1–0

|report = https://int.soccerway.com/matches/2019/10/29/greece/cup/pas-giannina/veria-fc/3179704/

|team2 = Veria

|goals1 =

• Pamlidis {{goal|47}}

|goals2 =

|stadium = Zosimades Stadium

|location = Ioannina

|attendance =

|referee = Meletis Gioumatzidis (Pella)

}}

{{footballbox

|date = 4 December 2019

|time = 19:30 EET

|team1 = Veria

|score = 1–2

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/veria-fc/pas-giannina/3180338/

|team2 = PAS Giannina

|goals1 =

• Melikiotis {{goal|41}}

|goals2 =

• Pamlidis {{goal|37}}
• Pilios {{goal|90+4|pen.}}

|stadium = Veria Stadium

|location = Veria

|attendance =

|referee = Mattheos Vournelis (Macedonia)

}}

PAS Giannina won 3–1 on aggregate.

----

{{footballbox

|date = 30 October 2019

|time = 15:00 EET

|team1 = Olympiacos Volos

|score = 0–3

|report = https://int.soccerway.com/matches/2019/10/30/greece/cup/ask-olympiakos/panionios-nfc/3179695/

|team2 = Panionios

|goals1 =

|goals2 =

• Emmanouilidis {{goal|57|pen.|88}}
• Ikonomidis {{goal|64}}

|stadium = Alcazar Stadium

|location = Larissa

|attendance =

|referee = Stathis Gortsilas (Macedonia)

}}

{{footballbox

|date = 4 December 2019

|time = 17:15 EET

|team1 = Panionios

|score = 6–0

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/panionios-nfc/ask-olympiakos/3180330/

|team2 = Olympiacos Volos

|goals1 = *Doumtsios {{goal|2}}

• Tsiloulis {{goal|21||25||53}}
• Camara {{goal|73}}
• Papanikolaou {{goal|89}}

|goals2 =

|stadium = Nea Smyrni Stadium

|location = Nea Smyrni

|attendance =

|referee = Alexandros Katsikogiannis (Epirus)

}}

Panionios won 9–0 on aggregate.

----

{{footballbox

|date = 30 October 2019

|time = 15:00 EET

|team1 = Kalamata

|score = 3–0

|report = https://int.soccerway.com/matches/2019/10/30/greece/cup/ps-pae-kalamata/ae-larisa/3179700/

|team2 = AEL

|goals1 =

• Alexopoulos {{goal|39||72||90}}

|goals2 =

|stadium = Kalamata Municipal Stadium

|location = Kalamata

|attendance =

|referee = Dimitris Maloutas (Imathia)

}}

{{footballbox

|date = 4 December 2019

|time = 19:30 EET

|team1 = AEL

|score = 1–0

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/ae-larisa/ps-pae-kalamata/3180337/

|team2 = Kalamata

|goals1 =

• Warda {{goal|50}}

|goals2 =

|stadium = AEL FC Arena

|location = Larissa

|attendance =

|referee = Stathis Gortsilas (Macedonia)

}}

Kalamata won 3–1 on aggregate.

----

{{footballbox

|date = 30 October 2019

|time = 17:15 EET

|team1 = Kavala

|score = 2–0

|report = https://int.soccerway.com/matches/2019/10/30/greece/cup/ao-kavala/ofi-heraklion-fc/3179698/

|team2 = OFI

|goals1 =

• Koutsoubas {{goal|6}}
• Papadopoulos {{goal|38}}

|goals2 =

|stadium = Anthi Karagianni Stadium

|location = Kavala

|attendance =

|referee = Dimitrios Karantonis (Imathia)

}}

{{footballbox

|date = 4 December 2019

|time = 15:00 EET

|team1 = OFI

|score = 4–0

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/ofi-heraklion-fc/ao-kavala/3180332/

|team2 = Kavala

|goals1 =

• Tsilianidis {{goal|39}}
• Neira {{goal|51||55}}
• Figueiredo {{goal|90}}

|goals2 =

|stadium = Theodoros Vardinogiannis Stadium

|location = Heraklion

|attendance =

|referee = Stefanos Koubarakis (Thrace)

}}

OFI won 4–2 on aggregate.

----

{{footballbox

|date = 31 October 2019

|time = 15:00 EET

|team1 = Platanias

|score = 0–1

|report = https://int.soccerway.com/matches/2019/10/31/greece/cup/platanias/asteras-tripolis/3179702/

|team2 = Asteras Tripolis

|goals1 =

|goals2 =

• Tasoulis {{goal|26}}

|stadium = Perivolia Municipal Stadium

|location = Chania

|attendance =

|referee = Alexandros Tsamouris (Piraeus)

}}

{{footballbox

|date = 4 December 2019

|time = 15:00 EET

|team1 = Asteras Tripolis

|score = 3–2

|aet = yes

|report = https://int.soccerway.com/matches/2019/12/04/greece/cup/asteras-tripolis/platanias/3180335/

|team2 = Platanias

|goals1 =

• Iglesias {{goal|91||102|pen.}}
• Fernández {{goal|120+1}}

|goals2 =

• Loukinas {{goal|14}}
• Bianconi {{goal|102}}

|stadium = Theodoros Kolokotronis Stadium

|location = Tripoli

|attendance =

|referee = Dimitrios Karantonis (Imathia)

}}

Asteras Tripolis won 4–2 on aggregate.

----

{{footballbox

|date = 31 October 2019

|time = 15:00 EET

|team1 = Ialysos

|score = 0–4

|report = https://int.soccerway.com/matches/2019/10/31/greece/cup/ialisos/panaitolikos-agrinio/3179696/

|team2 = Panetolikos

|goals1 =

|goals2 =

• Sjöstedt {{goal|20}}
• Dálcio {{goal|53}}
• Román {{goal|85}}
• Tahar {{goal|88}}

|stadium = Municipal Stadium Ekonomideio

|location = Ialysos

|attendance =

|referee = Georgios Tasis (Epirus)

}}

{{footballbox

|date = 3 December 2019

|time = 13:45 EET

|team1 = Panetolikos

|score = 5–1

|report = https://int.soccerway.com/matches/2019/12/03/greece/cup/panaitolikos-agrinio/ialisos/3180329/

|team2 = Ialysos

|goals1 =

• Bajrovic {{goal|58||73|pen.}}
• Biai {{goal|60}}
• Jovanović {{goal|85}}

|goals2 =

• Petavrakis {{goal|77}}

|stadium = Panetolikos Stadium

|location = Agrinio

|attendance =

|referee = Vangelis Manouchos (Argolida)

}}

Panetolikos won 9–1 on aggregate.

----

{{footballbox

|date = 31 October 2019

|time = 17:15 EET

|team1 = Aiolikos

|score = 0–3

|report = https://int.soccerway.com/matches/2019/10/31/greece/cup/aiolikos-mitilini/lamia/3179694/

|team2 = Lamia

|goals1 =

|goals2 =

• Romanić {{goal|15}}
• Tyronne {{goal|45}}
• Saliakas {{goal|70}}

|stadium = Mytilene Municipal Stadium

|location = Mytilene

|attendance =

|referee = Vangelis Manouchos (Argolida)

}}

{{footballbox

|date = 5 December 2019

|time = 15:00 EET

|team1 = Lamia

|score = 3–0

|report = https://int.soccerway.com/matches/2019/12/05/greece/cup/lamia/aiolikos-mitilini/3180331/

|team2 = Aiolikos

|goals1 =

• Vlachomitros {{goal|13}}
• Vasilogiannis {{goal|16||69}}

|goals2 =

|stadium = Lamia Municipal Stadium

|location = Lamia

|attendance =

|referee = Vasilis Fotias (Pella)

}}

Lamia won 6–0 on aggregate.

----

{{footballbox

|date = 31 October 2019

|time = 19:30 EET

|team1 = Trikala

|score = 3–2

|report = https://int.soccerway.com/matches/2019/10/31/greece/cup/trikala/ergotelis/3179703/

|team2 = Ergotelis

|goals1 =

• Eleftheriadis {{goal|54}}
• Peláez {{goal|81}}
• Tsipras {{goal|89}}

|goals2 =

• Tsipras {{goal|67|o.g.}}
• Iatroudis {{goal|70}}

|stadium = Trikala Municipal Stadium

|location = Trikala

|attendance =

|referee = Athanasios Dragousis (Kilkis)

}}

{{footballbox

|date = 3 December 2019

|time = 17:15 EET

|team1 = Ergotelis

|score = 0–1

|report = https://int.soccerway.com/matches/2019/12/03/greece/cup/ergotelis/trikala/3180334/

|team2 = Trikala

|goals1 =

|goals2 =

• Vertzos {{goal|7}}

|stadium = Pankritio Stadium

|location = Heraklion

|attendance =

|referee = Andreas Vlachos (East Attica)

}}

Trikala won 4–2 on aggregate.

Each tie in the knockout phase, apart from the final, was played over two legs, with each team playing one leg at home. The team that scored more goals on aggregate over the two legs advanced to the next round. If the aggregate score was level, the away goals rule was applied, i.e. the team that scored more goals away from home over the two legs advanced. If away goals were also equal, then extra time was played. The away goals rule was again applied after extra time, i.e. if there were goals scored during extra time and the aggregate score was still level, the visiting team advanced by virtue of more away goals scored. If no goals were scored during extra time, the winners were decided by a penalty shoot-out. In the final, which were played as a single match, if the score was level at the end of normal time, extra time was played, followed by a penalty shoot-out if the score was still level.
The mechanism of the draws for each round is as follows:

• In the draw for the Round of 16, the five Super League clubs finishing in places 1–5 in the previous season are seeded, while the clubs advancing from the Fifth Round are unseeded.
  The seeded teams are drawn against the unseeded teams, with the seeded teams hosting the second leg. The remaining 6 unseeded clubs will be drawn against one another with the team being drawn last hosting the second leg.
• In the draws for the quarter-finals onwards, there are no seedings and teams from the same group can be drawn against each other.

{{16TeamBracket|legs=2/2/2/1|aggregate=y|nowrap=y

| RD1=Round of 16

| RD2=Quarter-finals

| RD3=Semi-finals

| RD4=Final

| RD1-team01 = Volos

| RD1-team02 = Atromitos

| RD1-score01-1 = 0

| RD1-score02-1 = 3

| RD1-score01-2 = 2

| RD1-score02-2 = 0

| RD1-score01-agg = 2

| RD1-score02-agg = 3

| RD1-team03 = Xanthi

| RD1-team04 = Aris

| RD1-score03-1 = 0

| RD1-score04-1 = 1

| RD1-score03-2 = 1

| RD1-score04-2 = 2

| RD1-score03-agg = 1

| RD1-score04-agg = 3

| RD1-team05 = AEK Athens

| RD1-team06 = Asteras Tripolis

| RD1-score05-1 = 1

| RD1-score06-1 = 1

| RD1-score05-2 = 0

| RD1-score06-2 = 2

| RD1-score05-agg = 1

| RD1-score06-agg = 3

| RD1-team07 = Panetolikos (a)

| RD1-team08 = Panionios

| RD1-score07-1 = 0

| RD1-score08-1 = 0

| RD1-score07-2 = 1

| RD1-score08-2 = 1

| RD1-score07-agg = 1

| RD1-score08-agg = 1

| RD1-team09 = OFI

| RD1-team10 = PAOK

| RD1-score09-1 = 0

| RD1-score10-1 = 3

| RD1-score09-2 = 1

| RD1-score10-2 = 4

| RD1-score09-agg = 1

| RD1-score10-agg = 7

| RD1-team11 = PAS Giannina

| RD1-team12 = Panathinaikos

| RD1-score11-1 = 1

| RD1-score12-1 = 0

| RD1-score11-2 = 1

| RD1-score12-2 = 3

| RD1-score11-agg = 2

| RD1-score12-agg = 3

| RD1-team13 = Trikala

| RD1-team14 = Lamia

| RD1-score13-1 = 0

| RD1-score14-1 = 1

| RD1-score13-2 = 1

| RD1-score14-2 = 1

| RD1-score13-agg = 1

| RD1-score14-agg = 2

| RD1-team15 = Kalamata

| RD1-team16 = Olympiacos

| RD1-score15-1 = 0

| RD1-score16-1 = 2

| RD1-score15-2 = 1

| RD1-score16-2 = 4

| RD1-score15-agg = 1

| RD1-score16-agg = 6

| RD2-team01 = Atromitos

| RD2-team02 = Aris

| RD2-score01-1 = 0

| RD2-score02-1 = 0

| RD2-score01-2 = 0

| RD2-score02-2 = 1

| RD2-score01-agg = 0

| RD2-score02-agg = 1

| RD2-team03 = AEK Athens

| RD2-team04 = Panetolikos

| RD2-score03-1 = 1

| RD2-score04-1 = 1

| RD2-score03-2 = 4

| RD2-score04-2 = 0

| RD2-score03-agg = 5

| RD2-score04-agg = 1

| RD2-team05 = PAOK

| RD2-team06 = Panathinaikos

| RD2-score05-1 = 2

| RD2-score06-1 = 0

| RD2-score05-2 = 1

| RD2-score06-2 = 0

| RD2-score05-agg = 3

| RD2-score06-agg = 0

| RD2-team07 = Lamia

| RD2-team08 = Olympiacos

| RD2-score07-1 = 0

| RD2-score08-1 = 0

| RD2-score07-2 = 2

| RD2-score08-2 = 3

| RD2-score07-agg = 2

| RD2-score08-agg = 3

| RD3-team01 = Aris

| RD3-team02 = AEK Athens {{aet}}

| RD3-score01-1 = 1

| RD3-score02-1 = 2

| RD3-score01-2 = 2

| RD3-score02-2 = 2

| RD3-score01-agg = 3

| RD3-score02-agg = 4

| RD3-team03 = PAOK

| RD3-team04 = Olympiacos

| RD3-score03-1 = 3

| RD3-score04-1 = 2

| RD3-score03-2 = 0

| RD3-score04-2 = 2

| RD3-score03-agg = 3

| RD3-score04-agg = 4

| RD4-team01 = AEK Athens

| RD4-team02 = Olympiacos

| RD4-score01 = 0

| RD4-score02 = 1

}}

The draw took place on 16 December 2019.{{cite web|title=Κύπελλο Ελλάδος: Τα ζευγάρια των «16»|trans-title=Greek Cup Round of 16 draw results|url=https://www.onsports.gr/podosfairo/story/658341/kypello-elladas-zoria-gia-dikefaloys-ta-zeygaria-ton-16|language=el|work=onsports.gr|date=16 December 2019|access-date=5 January 2023}}

{{TwoLegStart}}

{{TwoLegResult| Volos || 2–3 | Atromitos || 0–3 | 2–0 }}

{{TwoLegResult| PAS Giannina || 2–3 | Panathinaikos || 1–0 | 1–3 }}

{{TwoLegResult| Asteras Tripolis || 1–3 | AEK Athens || 1–1 | 0–2 }}

{{TwoLegResult| Kalamata || 1–6 | Olympiacos || 0–2 | 1–4 }}

{{TwoLegResult| OFI || 1–7 | PAOK || 0–3 | 1–4 }}

{{TwoLegResult| Trikala || 1–2 | Lamia || 0–1 |1–1 }}

{{TwoLegResult| Xanthi || 1–3 | Aris || 0–1 |1–2 }}

{{TwoLegResult| Panetolikos || 1–1 (a) | Panionios ||0–0 | 1–1 {{aet}}}}

|}

{{footballbox

|date = 7 January 2020

|time = 19:30 EET

|team1 = Volos

|score = 0–3

|report = https://int.soccerway.com/matches/2020/01/07/greece/cup/volos-nfc/pae-aps-atromitos-athens/3194283/

|team2 = Atromitos

|goals1 =

|goals2 =

• Goutas {{goal|2}}
• Vellios {{goal|63||76}}

|stadium = Panthessaliko Stadium

|location = Volos

|attendance =

|referee = Vangelis Manouchos (Argolida)

}}

{{footballbox

|date = 14 January 2020

|time = 17:15 EET

|team1 = Atromitos

|score = 0–2

|report = https://int.soccerway.com/matches/2020/01/14/greece/cup/pae-aps-atromitos-athens/volos-nfc/3194291/

|team2 = Volos

|goals1 =

|goals2 =

• Guarrotxena {{goal|13|pen.|22|pen.}}

|stadium = Peristeri Stadium

|location = Peristeri

|attendance =

|referee = Alexandros Tsamouris (Piraeus)

}}

Atromitos won 3–2 on aggregate.

----

{{footballbox

|date = 8 January 2020

|time = 17:15 EET

|team1 = PAS Giannina

|score = 1–0

|report = https://int.soccerway.com/matches/2020/01/08/greece/cup/pas-giannina/panathinaikos-fc/3194284/

|team2 = Panathinaikos

|goals1 =

• Pamlidis {{goal|28}}

|goals2 =

|stadium = Zosimades Stadium

|location = Ioannina

|attendance =

|referee = Fotis Fotiadis (Kastoria)

}}

{{footballbox

|date = 15 January 2020

|time = 17:15 EET

|team1 = Panathinaikos

|score = 3–1

|report = https://int.soccerway.com/matches/2020/01/15/greece/cup/panathinaikos-fc/pas-giannina/3194292/

|team2 = PAS Giannina

|goals1 =

• Donis {{goal|56}}
• Schenkeveld {{goal|58}}
• Macheda {{goal|72|pen.}}

|goals2 =

• Pantelakis {{goal|24}}

|stadium = Olympic Stadium

|location = Marousi

|attendance =

|referee = Ioannis Papadopoulos (Macedonia)

}}

Panathinaikos won 3–1 on aggregate.

----

{{footballbox

|date = 16 January 2020

|time = 17:30 EET

|team1 = Asteras Tripolis

|score = 1–1

|report = https://int.soccerway.com/matches/2020/01/16/greece/cup/asteras-tripolis/aek-athens-fc/3194285/

|team2 = AEK Athens

|goals1 =

• Crespi {{goal|20}}

|goals2 =

• Oliveira {{goal|33|pen.}}

|stadium = Theodoros Kolokotronis Stadium

|location = Tripoli

|attendance =

|referee = Stathis Gortsilas (Macedonia)

}}

{{footballbox

|date = 30 January 2020

|time = 19:00 EET

|team1 = AEK Athens

|score = 2–0

|report = https://int.soccerway.com/matches/2020/01/30/greece/cup/aek-athens-fc/asteras-tripolis/3194293/

|team2 = Asteras Tripolis

|goals1 =

• Mantalos {{goal|14}}
• Albanis {{goal|17}}

|goals2 =

|stadium = Olympic Stadium

|location = Marousi

|attendance = 4,508

|referee = Dimitris Maloutas (Imathia)

}}

AEK Athens won 3–1 on aggregate.

----

{{footballbox

|date = 8 January 2020

|time = 15:00 EET

|team1 = Kalamata

|score = 0–2

|report = https://int.soccerway.com/matches/2020/01/08/greece/cup/ps-pae-kalamata/olympiakos-cfp/3194286/

|team2 = Olympiacos

|goals1 =

|goals2 =

• Ranđelović {{goal|6}}
• Christodoulopoulos {{goal|53}}

|stadium = Kalamata Municipal Stadium

|location = Kalamata

|attendance =

|referee = Alexandros Katsikogiannis (Epirus)

}}

{{footballbox

|date = 15 January 2020

|time = 17:30 EET

|team1 = Olympiacos

|score = 4–1

|report = https://int.soccerway.com/matches/2020/01/15/greece/cup/olympiakos-cfp/ps-pae-kalamata/3194294/

|team2 = Kalamata

|goals1 =

• Lovera {{goal|3||68}}
• Guerrero {{goal|17||51}}

|goals2 =

• El Idrissi {{goal|66}}

|stadium = Karaiskakis Stadium

|location = Piraeus

|attendance =

|referee = Aristidis Vatsios (West Attica)

}}

Olympiacos won 6–1 on aggregate.

----

{{footballbox

|date = 7 January 2020

|time = 21:30 EET

|team1 = OFI

|score = 0–3

|report = https://int.soccerway.com/matches/2020/01/07/greece/cup/ofi-heraklion-fc/paok-fc/3194287/

|team2 = PAOK

|goals1 =

|goals2 =

• Limnios {{goal|24}}
• Bisewar {{goal|32}}
• Akpom {{goal|64}}

|stadium = Theodoros Vardinogiannis Stadium

|location = Heraklion

|attendance =

|referee = Athanasios Sezos (Kilkis)

}}

{{footballbox

|date = 15 January 2020

|time = 15:00 EET

|team1 = PAOK

|score = 4–1

|report = https://int.soccerway.com/matches/2020/01/15/greece/cup/paok-fc/ofi-heraklion-fc/3194295/

|team2 = OFI

|goals1 =

• Lamprou {{goal|12}}
• Pelkas {{goal|23|pen.|55}}
• Świderski {{goal|80}}

|goals2 =

• Korovesis {{goal|27}}

|stadium = Toumba Stadium

|location = Thessaloniki

|attendance =

|referee = Georgios Vreskas (Pieria)

}}

PAOK won 7–1 on aggregate.

----

{{footballbox

|date = 9 January 2020

|time = 19:30 EET

|team1 = Trikala

|score = 0–1

|report = https://int.soccerway.com/matches/2020/01/09/greece/cup/trikala/lamia/3194288/

|team2 = Lamia

|goals1 =

|goals2 =

• Romanić {{goal|51}}

|stadium = Trikala Municipal Stadium

|location = Trikala

|attendance =

|referee = Dimitris Maloutas (Imathia)

}}

{{footballbox

|date = 14 January 2020

|time = 18:30 EET

|team1 = Lamia

|score = 1–1

|report = https://int.soccerway.com/matches/2020/01/15/greece/cup/lamia/trikala/3194296/

|team2 = Trikala

|goals1 =

• Bianconi {{goal|11|pen.}}

|goals2 =

• Pelkas {{goal|33}}

|stadium = Lamia Municipal Stadium

|location = Lamia

|attendance =

|referee = Fotis Fotiadis (Kastoria)

}}

Lamia won 2–1 on aggregate.

----

{{footballbox

|date = 8 January 2020

|time = 20:30 EET

|team1 = Xanthi

|score = 0–1

|report = https://int.soccerway.com/matches/2020/01/08/greece/cup/ao-xanthi/aris-thessaloniki-fc/3194289/

|team2 = Aris

|goals1 =

|goals2 =

• Ideye {{goal|57}}

|stadium = Xanthi FC Arena

|location = Xanthi

|attendance =

|referee = Stefanos Koubarakis (Thrace)

}}

{{footballbox

|date = 14 January 2020

|time = 18:30 EET

|team1 = Aris

|score = 2–1

|report = https://int.soccerway.com/matches/2020/01/14/greece/cup/aris-thessaloniki-fc/ao-xanthi/3194297/

|team2 = Xanthi

|goals1 =

• Sasha {{goal|42}}
• Ideye {{goal|59}}

|goals2 =

• Faucher {{goal|22}}

|stadium = Kleanthis Vikelidis Stadium

|location = Thessaloniki

|attendance =

|referee = Aristomenis Koutsiaftis (Arta)

}}

Aris won 3–1 on aggregate.

----

{{footballbox

|date = 8 January 2020

|time = 19:30 EET

|team1 = Panetolikos

|score = 0–0

|report = https://int.soccerway.com/matches/2020/01/08/greece/cup/panaitolikos-agrinio/panionios-nfc/3194290/

|team2 = Panionios

|goals1 =

|goals2 =

|stadium = Panetolikos Stadium

|location = Agrinio

|attendance =

|referee = Alexandros Tsamouris (Piraeus)

}}

{{footballbox

|date = 15 January 2020

|time = 17:15 EET

|team1 = Panionios

|score = 1–1

|aet = yes

|report = https://int.soccerway.com/matches/2020/01/15/greece/cup/panionios-nfc/panaitolikos-agrinio/3194298/

|team2 = Panetolikos

|goals1 =

• Domingues {{goal|119}}

|goals2 =

• Bajrovic {{goal|116}}

|stadium = Nea Smyrni Stadium

|location = Nea Smyrni

|attendance =

|referee = Dimitris Maloutas (Imathia)

}}

Panetolikos won on away goals.

The draw took place on 23 January 2020.{{cite web|title=Κύπελλο Ελλάδος: Αυτά είναι τα ζευγάρια στα προημιτελικά|trans-title=Greek Cup Quarter-finals draw results|url=https://www.onsports.gr/podosfairo/story/662493/kypello-elladas-ayta-einai-ta-zeygaria-sta-proimitelika|language=el|work=onsports.gr|date=23 January 2020|access-date=5 January 2023}}

{{TwoLegStart}}

{{TwoLegResult| Aris || 1–0 | Atromitos || 0–0 | 1–0 }}

{{TwoLegResult| Panetolikos || 1–5 | AEK Athens || 1–1 | 0–4 }}

{{TwoLegResult| PAOK || 3–0 | Panathinaikos || 2–0 | 1–0 }}

{{TwoLegResult| Lamia || 2–3 | Olympiacos || 0–0 | 2–3 }}

|}

{{footballbox

|date = 6 February 2020

|time = 19:00 EET

|team1 = Aris

|score = 0–0

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = Atromitos

|goals1 =

|goals2 =

|stadium = Kleanthis Vikelidis Stadium

|location = Thessaloniki

|attendance =

|referee = Aristidis Vatsios (West Attica)

}}

{{footballbox

|date = 13 February 2020

|time = 19:00 EET

|team1 = Atromitos

|score = 0–1

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = Aris

|goals1 =

|goals2 =

• Daniel Larsson {{goal|15}}

|stadium = Peristeri Stadium

|location = Peristeri

|attendance =

|referee = Georgios Vreskas (Pieria)

}}

Aris won 1–0 on aggregate.

----

{{footballbox

|date = 5 February 2020

|time = 17:00 EET

|team1 = Panetolikos

|score = 1–1

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = AEK Athens

|goals1 =

• Dauda {{goal|60}}

|goals2 =

• Svarnas {{goal|32}}

|stadium = Panetolikos Stadium

|location = Agrinio

|attendance =

|referee = Vangelis Manouchos (Argolida)

}}

{{footballbox

|date = 19 February 2020

|time = 18:15 EET

|team1 = AEK Athens

|score = 4–0

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = Panetolikos

|goals1 =

• Oliveira {{goal|7}}
• Krstičić {{goal|36}}
• Albanis {{goal|80}}
• Livaja {{goal|88}}

|goals2 =

|stadium = Olympic Stadium

|location = Marousi

|attendance = Behind closed doors

|referee = Petros Tsagarakis (Chania)

}}

AEK Athens won 5–1 on aggregate.

----

{{footballbox

|date = 5 February 2020

|time = 21:30 EET

|team1 = PAOK

|score = 2–0

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = Panathinaikos

|goals1 =

• Vieirinha {{goal|34|pen.}}
• Varela {{goal|72}}

|goals2 =

|stadium = Toumba Stadium

|location = Thessaloniki

|attendance =

|referee = Sandro Schärer (Switzerland)

}}

{{footballbox

|date = 12 February 2020

|time = 20:00 EET

|team1 = Panathinaikos

|score = 0–1

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|team2 = PAOK

|goals1 =

|goals2 =

• Świderski {{goal|12}}

|stadium = Olympic Stadium

|location = Marousi

|attendance =

|referee = Michael Fabbri (Italy)

}}

PAOK won 3–0 on aggregate.

----

{{footballbox

|date = 4 February 2020

|time = 18:00 EET

|team1 = Lamia

|score = 0–0

|team2 = Olympiacos

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|goals1 =

|goals2 =

|stadium = Lamia Municipal Stadium

|location = Lamia

|attendance =

|referee = Georgios Vreskas (Pieria)

}}

{{footballbox

|date = 12 February 2020

|time = 18:00 EET

|team1 = Olympiacos

|score = 3–2

|team2 = Lamia

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000479

|goals1 =

• Hassan {{goal|60}}
• Cissé {{goal|72||77}}

|goals2 =

• Adejo {{goal|45}}
• Villalba {{goal|90|pen.}}

|stadium = Karaiskakis Stadium

|location = Piraeus

|attendance =

|referee = Aristomenis Koutsiaftis (Arta)

}}

Olympiacos won 3–2 on aggregate.

The draw took place on 20 February 2020.{{cite web|title=Κλήρωση Κυπέλλου Ελλάδας: Αυτά είναι τα ζευγάρια των ημιτελικών|trans-title=Greek Cup Semi-finals draw results|url=https://www.cnn.gr/sports/story/208319/klirosi-kypelloy-elladas-ayta-einai-ta-zeygaria-ton-imitelikon|language=el|work=cnn.gr|date=20 February 2020|access-date=5 January 2023}}

{{TwoLegStart}}

{{TwoLegResult| PAOK || 3–4 | Olympiacos || 3–2 | 0–2 }}

{{TwoLegResult| AEK Athens || 4–3 | Aris || 2–1 | 2–2 {{aet}}}}

|}

{{footballbox

|date = 4 March 2020

|time = 21:30 EET

|team1 = PAOK

|score = 3–2

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000483

|team2 = Olympiacos

|goals1 =

• Pelkas {{goal|10||69|pen.}}
• Mišić {{goal|12}}

|goals2 =

• Hassan {{goal|3}}
• Guilherme {{goal|8}}

|stadium = Toumba Stadium

|location = Thessaloniki

|attendance =

|referee = Javier Estrada Fernández (Spain)

}}

{{footballbox

|date = 24 June 2020

|time = 21:30 EEST

|team1 = Olympiacos

|score = 2–0

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000483

|team2 = PAOK

|goals1 =

• Masouras {{goal|65}}
• Camara {{goal|85}}

|goals2 =

|stadium = Karaiskakis Stadium

|location = Piraeus

|attendance = Behind closed doors

|referee = Bjorn Kuipers (Netherlands)

}}

Olympiacos won 4–3 on aggregate.

----

{{footballbox

|date = 4 March 2020

|time = 18:30 EET

|team1 = AEK Athens

|score = 2–1

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000483

|team2 = Aris

|goals1 =

• Mantalos {{goal|8}}
• Vranjes {{goal|57}}

|goals2 =

• Gama {{goal|11|pen.}}

|stadium = Olympic Stadium

|location = Marousi

|attendance = 9,142

|referee = Artur Soares Dias (Portugal)

}}

{{footballbox

|date = 24 June 2020

|time = 19:00 EEST

|team1 = Aris

|score = 2–2

|aet = yes

|report = https://www.epo.gr/Competition.aspx?a_id=48081&Competition=2689&Season=2000000180&Country=82&Round=2000000483

|team2 = AEK Athens

|goals1 =

• Mancini {{goal|57}}
• Diguiny {{goal|90+3}}

|goals2 =

• Livaja {{goal|90+6||102}}

|stadium = Kleanthis Vikelidis Stadium

|location = Thessaloniki

|attendance = Behind closed doors

|referee = Danny Makkelie (Netherlands)

}}

AEK Athens won 4–3 on aggregate.

{{main|2020 Greek Football Cup final}}

{{:2020 Greek Football Cup final}}

{{Reflist}}

• [https://www.fosonline.gr/podosfairo/kypello/article/53326/epo-etsi-tha-diexaxthei-to-kypello-elladas-ti-sezon-2019-20 The 2019–20 Greek Cup format (in Greek)]

{{Greek Cup Seasons}}

{{Football in Greece}}

{{2019–20 in European football (UEFA)}}

{{2019–20 in Greek football}}

{{DEFAULTSORT:2019-20 Greek Football Cup}}

Cup

Category:Greek Football Cup seasons

Greece

Greek Cup