2008–09 Greek Football Cup#Round of 16

{{Infobox football tournament season

| title = Greek Cup

| year = 2008–09

| other_titles =

| image =

| imagesize =

| caption =

| country = Greece

| dates = 30 August 2008 – 2 May 2009

| num_teams = 70

| defending champions = Olympiacos

| champions = Olympiacos (24th title)

| runner-up = AEK Athens

| continentalcup1 =

| continentalcup1 qualifiers =

| matches = 79

| goals = 181

| attendance =

| top goal scorer = Ismael Blanco
(5 goals)

| player =

| prevseason = 2007–08

| nextseason = 2009–10

}}

The 2008–09 Greek Football Cup was the 67th edition of the Greek Football Cup. The competition started on 30 August 2008 with the first round and concluded on 2 May 2009 with the final, held at Olympic Stadium.

Olympiacos claimed that season's Greek Cup, after a 4–4 draw and a 15–14 victory on penalties over AEK Athens, and was considered by fans as the most entertaining final in the tournament.{{cite web|url=http://www.sport24.gr/football/ellada/GreekCup/article339422.ece|script-title=el:ΑΕΚ-Ολυμπιακός 3-3 (4-4 παράταση,14-15 πεν.)|website=sport24.gr|date=21 May 2016|lang=el}}{{cite news|url=http://www.goal.com/en/news/117/greece/2009/05/02/1242763/olympiakos-beat-aek-athens-in-historic-greek-cup-final|title=Olympiakos Beat AEK Athens In Historic Greek Cup Final|website=goal.com}}

Calendar

class="wikitable" style="text-align:center" ! Round !! Date(s) !! Fixtures !! Clubs !! New entries !! Leagues entering
First Round	30, 31 August & 7 September 2008	18	70 → 52	36	Gamma Ethniki
Second Round	16–18 September 2008	18	52 → 34	18	Beta Ethniki
Additional Round	24 September 2008	2	34 → 32	none	none
Round of 32	28–30 October, 11–13 November 2008	16	32 → 16	16	Super League
Round of 16	13–15, 20–22, 28 January 2009	12	16 → 8	rowspan="4"\|none	rowspan="4"\|none
Quarter-finals	4, 18, 25 February & 4 March 2009	8	8 → 4
Semi-finals	18 March & 8, 9 April 2009	4	4 → 2
Final	2 May 2009	1	2 → 1

Knockout phase

Each tie in the knockout phase, apart from the quarter-finals and the semi-finals, was played by 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. In the quarter-finals and the semi-finals were 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 round of 16, if the score was level at the end of normal time the two-legged rule was applied.
The mechanism of the draws for each round is as follows:

In the draw for the second round, the teams from the second division are seeded and the winners from the first round were unseeded. The seeded teams are drawn against the unseeded teams.
In the draw for the Round of 32 onwards, the teams from the first division are seeded and the winners from the previous rounds were unseeded. The seeded teams are drawn against the unseeded teams.
In the draws for the Round of 16 onwards, there are no seedings and teams from the different group can be drawn against each other.

First round

The draw took place on 18 August 2008.{{cite web|title=Η κλήρωση των τεσσάρων πρώτων γύρων του Κυπέλλου Ελλάδας|trans-title=Greek Cup draw results|url=https://www.contra.gr/podosfairo/i-klirosi-ton-tessaron-proton-gyron-toy-kypelloy-elladas.6814906.html|website=contra.gr|date=18 August 2008|lang=el}}

=Summary=

|-

|colspan="3" style="background-color:#D0D0D0" align=center|30 August 2008

{{OneLegResult| Koropi || 0–0 {{pso|4–3}} | Eordaïkos 2007 }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|31 August 2008

{{OneLegResult| Pyrsos || 0–0 {{pso|4–3}} | Agios Dimitrios }}

{{OneLegResult| Neos Asteras Rethymno || 1–1 {{pso|4–5}} | Neoi Epivates }}

{{OneLegResult| Fostiras || 0–0 {{pso|5–4}} | Panargiakos }}

|}

=Matches=

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Hersonissos

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Zakynthos

|goals1 =

Foukarakis {{goal|69}}

|goals2 =

Carlos {{goal|14||39}}

|stadium = Hersonissos Municipal Stadium

|location = Hersonissos

|attendance =

|referee = Ioannis Binichakis (Lasithi)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Anagennisi Arta

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Rodos

|goals1 =

|goals2 =

Argentis {{goal|8}}

|stadium = Arta Stadium

|location = Arta

|attendance =

|referee = Thanasis Bortzaris (Achaia)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Koropi

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Eordaïkos 2007

|goals1 =

|goals2 =

|stadium = Antonis Priftis Stadium

|location = Koropi

|attendance =

|referee = Anastasios Papadrianopoulos (Piraeus)

|penalties1 =

|penaltyscore = 4–3

|penalties2 =

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Aiolikos

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Lamia

|goals1 =

|goals2 =

Pelekis {{goal|30|o.g.}}

|stadium = Municipal Stadium of Mytilene

|location = Mytilene

|attendance =

|referee = Sifis Sfakianakis (Athens)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Chaidari

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Thermaikos

|goals1 =

Gravanis {{goal|81}}

|goals2 =

|stadium = Chaidari Municipal Stadium

|location = Chaidari

|attendance =

|referee = Pantelis Chondropoulos (Athens)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Odysseas Anagennisi

|score = 3–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Keravnos

|goals1 =

Kenan {{goal|34}}
Leonidas {{goal|63}}
Salmas {{goal|38}}

|goals2 =

Kontogiannidis {{goal|17}}
Panakoulias {{goal|90}}

|stadium = Anagennisi Municipal Stadium

|location = Serres

|attendance =

|referee = Dilgerakis (Drama)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Makedonikos

|score = 4–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Anagennisi Giannitsa

|goals1 =

Dimitriadis {{goal|5||83}}
Klokidis {{goal|21}}
Kalogeridis {{goal|73}}

|goals2 =

Leptokarydis {{goal|34||60}}

|stadium = Makedonikos Stadium

|location = Thessaloniki

|attendance =

|referee = Christos Fragakis (Kavala)

}}

----

{{footballbox

|date = 30 August 2008

|time = 13:00 EEST

|team1 = Vyzas

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Ethnikos Filippiada

|goals1 =

Pappas {{goal|28}}

|goals2 =

|stadium = Megara Stadium

|location = Megara

|attendance =

|referee = Eleni Kyriou (Arcadia)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Pyrsos

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Agios Dimitrios

|goals1 =

|goals2 =

|stadium = Grevena Municipal Stadium

|location = Grevena

|attendance =

|referee = Charalampos Selemidis (Pella)

|penalties1 =

|penaltyscore = 4–3

|penalties2 =

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Korinthos

|score = 3–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Ethnikos Katerini

|goals1 =

Bashov {{goal|70}}
Kafantaris {{goal|87}}
Siokos {{goal|90}}

|goals2 =

|stadium = Municipal Stadium of Corinth

|location = Corinth

|attendance =

|referee = Nikolaos Anousos (Laconia)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Neos Asteras Rethymno

|score = 1–1

|aet = yes

|report = https://www.athleticradio.gr/kipelo-ellada/4580-kupello-apokleistikan-poa-kai-asteras/

|team2 = Neoi Epivates

|goals1 =

Jelic {{goal|74}}

|goals2 =

Gesios {{goal|69}}

|stadium = Sochora Stadium

|location = Rethymno

|attendance =

|referee = F. Liandrakis (Heraklion)

|penalties1 =

Kozanidis {{pengoal}}
Tamamis {{pengoal}}
Mikropoulos {{pengoal}}
Christoulakis {{pengoal}}
Petrakis {{penmiss}}

|penaltyscore = 4–5

|penalties2 =

{{pengoal}} Seretis
{{pengoal}} Kotsou
{{pengoal}} Golebjesky
{{pengoal}} Gesios
{{pengoal}} Blithikiotis

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Niki Volos

|score = 2–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Preveza

|goals1 =

Kanellopoulos {{goal|3}}
Voulgaris {{goal|75}}

|goals2 =

|stadium = Pantelis Magoulas Stadium

|location = Volos

|attendance =

|referee = Markos Zabetakis (Thessaloniki)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Aias Salamina

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Ilioupoli

|goals1 =

|goals2 =

Nikopoulos {{goal|79}}

|stadium = Municipal Stadium of Salamina

|location = Salamina

|attendance =

|referee = Kostas Konstantakis (Achaia)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Agia Paraskevi

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Fokikos

|goals1 =

|goals2 =

Bris {{goal|79}}

|stadium = Agia Paraskevi Municipal Stadium

|location = Agia Paraskevi

|attendance =

|referee = Lampariou (Piraeus)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Panetolikos

|score = 3–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Atsalenios

|goals1 =

Zouroudis {{goal|4}}
Pawela {{goal|60}}
Manikas {{goal|88}}

|goals2 =

|stadium = Panetolikos Stadium

|location = Agrinio

|attendance =

|referee = Armakolas Sideris (Athens)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Egaleo

|score = 0–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Panachaïki 2005

|goals1 =

|goals2 =

Caballero {{goal|1}}
Papoutsis {{goal|30|pen.}}
Kotarelas {{goal|37}}

|stadium = Stavros Mavrothalassitis Stadium

|location = Egaleo

|attendance =

|referee = Vasilis Athenasopoulos (Argolida)

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Fostiras

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Panargiakos

|goals1 =

|goals2 =

|stadium = Tavros Stadium

|location = Tavros

|attendance =

|referee = Christos Koulis (Elis)

|penalties1 =

|penaltyscore = 5–4

|penalties2 =

}}

----

{{footballbox

|date = 31 August 2008

|time = 13:00 EEST

|team1 = Doxa Drama

|score = 3–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/1_fasi_2008-2009.pdf

|team2 = Alexandroupoli Enosi

|goals1 =

Andreev {{goal|10}}
Tsoukalas {{goal|18||90}}

|goals2 =

|stadium = Drama Municipal Stadium

|location = Drama

|attendance =

|referee = Alexandros Katsikogiannis (Thessaloniki)

}}

Second round

The draw took place on 18 August 2008, after the first-round draw.

=Summary=

|-

|colspan="3" style="background-color:#D0D0D0" align=center|16 September 2008

|-

|colspan="3" style="background-color:#D0D0D0" align=center|17 September 2008

{{OneLegResult| Korinthos || 1–2 {{aet}} | Ethnikos Piraeus }}

{{OneLegResult| Doxa Dramas || 1–2 {{aet}} | Agrotikos Asteras }}

{{OneLegResult| Koropi || 0–0 {{pso|3–2}} | Ionikos }}

{{OneLegResult| Neoi Epivates || 0–0 {{pso|3–4}} | Ilisiakos }}

{{OneLegResult| Niki Volos || 1–2 {{aet}} | PAS Giannina }}

{{OneLegResult| Lamia || 2–1 {{aet}} | Kalamata }}

{{OneLegResult| Odysseas Anagennisi || 0–2 | Ethnikos Asteras }}

{{OneLegResult| Ilioupoli || 2–2 {{pso|3–5}} | Apollon Kalamarias }}

{{OneLegResult| Panetolikos || 1–1 {{pso|4–2}} | Olympiacos Volos }}

{{OneLegResult| Fostiras || 1–3 {{aet}} | Atromitos }}

|-

|colspan="3" style="background-color:#D0D0D0" align=center|18 September 2008

{{OneLegResult| Chaidari || 2–2 {{pso|1–4}} | Veria }}

|}

=Matches=

{{footballbox

|date = 16 September 2008

|time = 13:00 EEST

|team1 = Pyrsos

|score = 1–4

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Kallithea

|goals1 =

Georgiou {{goal|23}}

|goals2 =

Markovski {{goal|25||52|pen.}}
Velonis {{goal|44}}
Pararas {{goal|57}}

|stadium = Grevena Municipal Stadium

|location = Grevena

|attendance =

|referee = Nikos Athanasiou (Thesprotia)

}}

----

{{footballbox

|date = 16 September 2008

|time = 13:00 EEST

|team1 = Fokikos

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Kerkyra

|goals1 =

|goals2 =

Silva {{goal|75}}

|stadium = Amfissa Municipal Stadium

|location = Amfissa

|attendance =

|referee = Giorgos Konstantinou (Aetoloacarnania)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Zakynthos

|score = 2–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Pierikos

|goals1 =

Tepetas {{goal|2}}
Silvan {{goal|52}}

|goals2 =

Taisidis {{goal|72}}

|stadium = Zakynthians Olympic Champions Ground

|location = Zakynthos

|attendance =

|referee = Giannis Delfakis (Arcadia)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Korinthos

|score = 1–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Ethnikos Piraeus

|goals1 =

Siokos {{goal|86}}

|goals2 =

Lopes {{goal|64}}
Kantimoiris {{goal|98}}

|stadium = Municipal Stadium of Corinth

|location = Corinth

|attendance =

|referee = Charalampos Kalogeropoulos (Athens)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Rodos

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Kavala

|goals1 =

|goals2 =

Kalajdžić {{goal|42|pen.}}

|stadium = Diagoras Stadium

|location = Rhodes

|attendance =

|referee = D. Panagopoulos (Athens)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Doxa Dramas

|score = 1–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Agrotikos Asteras

|goals1 =

Mitsopoulos {{goal|47}}

|goals2 =

Kyzeridis {{goal|90+}}
Dinopapas {{goal|119}}

|stadium = Drama Municipal Stadium

|location = Drama

|attendance =

|referee = Christos Ioannidis (Serres)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Koropi

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Ionikos

|goals1 =

|goals2 =

|stadium = Antonis Priftis Stadium

|location = Koropi

|penalties1 =

|penaltyscore = 3–2

|penalties2 =

|attendance =

|referee = Giorgos Tzovaras (Phthiotis)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Neoi Epivates

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Ilisiakos

|goals1 =

|goals2 =

|stadium = Neoi Epivates Stadium

|location = Neoi Epivates

|penalties1 =

|penaltyscore = 3–4

|penalties2 =

|attendance =

|referee = Dimitris Golias (Thessaly)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Niki Volos

|score = 1–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = PAS Giannina

|goals1 =

Kanellopoulos {{goal|72}}

|goals2 =

Solakis {{goal|64}}
Tzanis {{goal|97}}

|stadium = Panthessaliko Stadium

|location = Volos

|attendance =

|referee = Praxitelis Zacharidis (Macedonia)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Lamia

|score = 2–1

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Kalamata

|goals1 =

Garrasino {{goal|56}}
Lamprogeorgos {{goal|120}}

|goals2 =

Konstantopoulos {{goal|71}}

|stadium = Lamia Municipal Stadium

|location = Lamia

|attendance =

|referee = Anastasios Papadriopoulos (Piraeus)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Odysseas Anagennisi

|score = 0–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Ethnikos Asteras

|goals1 =

|goals2 =

Matsoukas {{goal|32}}
Gatsis {{goal|49}}

|stadium = Anagennisi Municipal Stadium

|location = Serres

|attendance =

|referee = Kostas Konstantinidis (Kavala)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Ilioupoli

|score = 2–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Apollon Kalamarias

|goals1 =

Alexandropoulos {{goal|38}}
Rousakis {{goal|69}}

|goals2 =

Lanaris {{goal|58}}
Souare {{goal|68}}

|stadium = Ilioupoli Municipal Stadium

|location = Ilioupoli

|penalties1 =

|penaltyscore = 3–5

|penalties2 =

|attendance =

|referee = Giorgos Daskalopoulos (Corinthia)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Panetolikos

|score = 1–1

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Olympiacos Volos

|goals1 =

Chrysafis {{goal|90+}}

|goals2 =

Ioannou {{goal|31}}

|stadium = Panetolikos Stadium

|location = Agrinio

|penalties1 =

|penaltyscore = 4–2

|penalties2 =

|attendance =

|referee = Dimitris Thanos (Epirus)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Panachaïki 2005

|score = 0–4

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Kastoria

|goals1 =

|goals2 =

Iasonidis {{goal|31}}
Halimi {{goal|52}}
Chatzivasiliadis {{goal|73}}
Kontos {{goal|77}}

|stadium = Kostas Davourlis Stadium

|location = Patras

|attendance =

|referee = Michalis Tsiniaris (Athens)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Fostiras

|score = 1–3

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Atromitos

|goals1 =

Zacharopoulos {{goal|61}}

|goals2 =

Kalantzis {{goal|76}}
Perrone {{goal|99||120}}

|stadium = Tavros Stadium

|location = Tavros

|attendance =

|referee = G. Kandris (West Attica)

}}

----

{{footballbox

|date = 17 September 2008

|time = 13:00 EEST

|team1 = Vyzas

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Diagoras

|goals1 =

|goals2 =

Milošković {{goal|8}}

|stadium = Megara Stadium

|location = Megara

|attendance =

|referee = Stavros Mantalos (Athens)

}}

----

{{footballbox

|date = 18 September 2008

|time = 13:00 EEST

|team1 = Chaidari

|score = 2–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Veria

|goals1 =

Melabianakis {{goal|9|o.g.}}
Kantiou {{goal|37}}

|goals2 =

Krivokapić {{goal|29}}
Gavrilopoulos {{goal|52}}

|stadium = Chaidari Municipal Stadium

|location = Chaidari

|penalties1 =

|penaltyscore = 1–4

|penalties2 =

|attendance =

|referee = Giorgos Segos (Euboea)

}}

----

{{footballbox

|date = 18 September 2008

|time = 13:00 EEST

|team1 = Makedonikos

|score = 2–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/2_fasi_2008-2009.pdf

|team2 = Anagennisi Karditsa

|goals1 =

Klokidis {{goal|24|pen.|55}}

|goals2 =

Kyparissis {{goal|90}}

|stadium = Makedonikos Stadium

|location = Thessaloniki

|attendance =

|referee = Alexandros Aretopoulos (Karditsa)

}}

Additional round

=Summary=

|}

=Matches=

{{footballbox

|date = 24 September 2008

|time = 13:00 EEST

|team1 = Koropi

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/3_fasi_2008-2009.pdf

|team2 = Atromitos

|goals1 =

Bounas {{goal|43}}

|goals2 =

Nikolopoulos {{goal|35}}
Perrone {{goal|59}}

|stadium = Antonis Priftis Stadium

|location = Koropi

|attendance =

|referee = Periklis Giolias (Athens)

}}

----

{{footballbox

|date = 24 September 2008

|time = 13:00 EEST

|team1 = Kerkyra

|score = 3–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/3_fasi_2008-2009.pdf

|team2 = PAS Giannina

|goals1 =

Tsemperidis {{goal|37}}
Silva {{goal|45}}
Giannitsakis {{goal|55}}

|goals2 =

|stadium = Kerkyra Stadium

|location = Corfu

|attendance =

|referee = Giorgos Chatzis (West Attica)

}}

Bracket

{{32TeamBracket|legs=1/2/2/2/1|aggregate=y|seeds=n|nowrap=y|hideomittedscores=1

| RD1=Round of 32

| RD2=Round of 16

| RD3=Quarter-finals

| RD4=Semi-finals

| RD5=Final

| RD1-team01 = Ethnikos Asteras

| RD1-team02 = Ergotelis

| RD1-score01-1 = 0

| RD1-score02-1 = 2

| RD1-team03 = Kallithea

| RD1-team04 = Skoda Xanthi

| RD1-score03-1 = 1

| RD1-score04-1 = 3

| RD1-team05 = Ilisiakos

| RD1-team06 = AEK Athens

| RD1-score05-1 = 1

| RD1-score06-1 = 2

| RD1-team07 = Kerkyra

| RD1-team08 = Levadiakos

| RD1-score07-1 = 0(4)

| RD1-score08-1 = 0(2)

| RD1-team09 = Lamia

| RD1-team10 = Panserraïkos

| RD1-score09-1 = 1

| RD1-score10-1 = 2

| RD1-team11 = Panetolikos

| RD1-team12 = AEL

| RD1-score11-1 = 0

| RD1-score12-1 = 2

| RD1-team13 = Zakynthos

| RD1-team14 = Panthrakikos {{aet}}

| RD1-score13-1 = 0

| RD1-score14-1 = 2

| RD1-team15 = Kavala

| RD1-team16 = Panathinaïkos

| RD1-score15-1 = 0

| RD1-score16-1 = 3

| RD1-team17 = Veria

| RD1-team18 = Thrasyvoulos

| RD1-score17-1 = 3

| RD1-score18-1 = 1

| RD1-team19 = Ethnikos Piraeus

| RD1-team20 = Panionios

| RD1-score19-1 = 0

| RD1-score20-1 = 2

| RD1-team21 = Apollon Kalamarias

| RD1-team22 = Asteras Tripolis

| RD1-score21-1 = 0

| RD1-score22-1 = 1

| RD1-team23 = Kastoria

| RD1-team24 = Iraklis {{aet}}

| RD1-score23-1 = 2

| RD1-score24-1 = 3

| RD1-team25 = Makedonikos

| RD1-team26 = PAOK

| RD1-score25-1 = 1

| RD1-score26-1 = 2

| RD1-team27 = Atromitos

| RD1-team28 = Aris

| RD1-score27-1 = 1

| RD1-score28-1 = 2

| RD1-team29 = Agrotikos Asteras

| RD1-team30 = OFI

| RD1-score29-1 = 1

| RD1-score30-1 = 2

| RD1-team31 = Diagoras

| RD1-team32 = Olympiacos

| RD1-score31-1 = 2

| RD1-score32-1 = 3

| RD2-team01 = Ergotelis

| RD2-team02 = Skoda Xanthi

| RD2-score01-1 = 0

| RD2-score02-1 = 3

| RD2-team03 = AEK Athens

| RD2-team04 = Kerkyra

| RD2-score03-1 = 1

| RD2-score04-1 = 0

| RD2-team05 = Panserraïkos

| RD2-team06 = AEL

| RD2-score05-1 = 1

| RD2-score06-1 = 0

| RD2-team07 = Panthrakikos

| RD2-team08 = Panathinaïkos

| RD2-score07-1 = 0

| RD2-score08-1 = 4

| RD2-team09 = Veria

| RD2-team10 = Panionios

| RD2-score09-1 = 0

| RD2-score10-1 = 0

| RD2-score09-2 = 0

| RD2-score10-2 = 2

| RD2-score09-agg = 0

| RD2-score10-agg = 2

| RD2-team11 = Asteras Tripolis

| RD2-team12 = Iraklis

| RD2-score11-1 = 2

| RD2-score12-1 = 0

| RD2-team13 = PAOK {{pso|}}

| RD2-team14 = Aris

| RD2-score13-1 = 0

| RD2-score14-1 = 0

| RD2-score13-2 = 0

| RD2-score14-2 = 0

| RD2-score13-agg = 0(9)

| RD2-score14-agg = 0(8)

| RD2-team15 = OFI

| RD2-team16 = Olympiacos

| RD2-score15-1 = 0

| RD2-score16-1 = 2

| RD3-team01 = Skoda Xanthi

| RD3-team02 = AEK Athens (a)

| RD3-score01-1 = 2

| RD3-score02-1 = 1

| RD3-score01-2 = 1

| RD3-score02-2 = 0

| RD3-score01-agg = 2

| RD3-score02-agg = 2

| RD3-team03 = Panserraïkos

| RD3-team04 = Panathinaïkos

| RD3-score03-1 = 3

| RD3-score04-1 = 1

| RD3-score03-2 = 0

| RD3-score04-2 = 0

| RD3-score03-agg = 3

| RD3-score04-agg = 1

| RD3-team05 = Panionios

| RD3-team06 = Asteras Tripolis

| RD3-score05-1 = 0

| RD3-score06-1 = 1

| RD3-score05-2 = 0

| RD3-score06-2 = 1

| RD3-score05-agg = 0

| RD3-score06-agg = 2

| RD3-team07 = PAOK

| RD3-team08 = Olympiacos {{aet}}

| RD3-score07-1 = 1

| RD3-score08-1 = 0

| RD3-score07-2 = 0

| RD3-score08-2 = 2

| RD3-score07-agg = 1

| RD3-score08-agg = 2

| RD4-team01 = AEK Athens

| RD4-team02 = Panserraikos

| RD4-score01-1 = 3

| RD4-score02-1 = 1

| RD4-score01-2 = 0

| RD4-score02-2 = 0

| RD4-score01-agg = 3

| RD4-score02-agg = 1

| RD4-team03 = Asteras Tripolis

| RD4-team04 = Olympiacos

| RD4-score03-1 = 2

| RD4-score04-1 = 2

| RD4-score03-2 = 1

| RD4-score04-2 = 2

| RD4-score03-agg = 3

| RD4-score04-agg = 4

| RD5-team01 = AEK Athens

| RD5-team02 = Olympiacos {{pso|}}

| RD5-score01-1 = 4(14)

| RD5-score02-1 = 4(15)

}}

Round of 32

The draw took place on 18 August 2008.

=Summary=

{{OneLegResult| Zakynthos || 0–2 {{aet}} | Panthrakikos }}

{{OneLegResult| Ilisiakos || 1–2 {{aet}} | AEK Athens }}

{{OneLegResult| Apollon Kalamarias || 0–1 | Asteras Tripolis }}

{{OneLegResult| Kastoria || 2–3 {{aet}} | Iraklis }}

{{OneLegResult| Kerkyra || 0–0 {{pso|4–2}} | Levadiakos }}

|}

=Matches=

{{footballbox

|date = 28 October 2008

|time = 14:15 EET

|team1 = Zakynthos

|score = 0–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Panthrakikos

|goals1 =

|goals2 =

Bevacqua {{goal|96}}
Ponce {{goal|104|pen.}}

|stadium = Zakynthians Olympic Champions Ground

|location = Zakynthos

|attendance =

|referee = Christoforos Zografos (Athens)

}}

----

{{footballbox

|date = 12 November 2008

|time = 14:45 EET

|team1 = Kallithea

|score = 1–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Skoda Xanthi

|goals1 =

Rizogiannis {{goal|44|o.g.}}

|goals2 =

Quintana {{goal|16}}
Poy {{goal|36}}
Agali {{goal|85}}

|stadium = Grigoris Lambrakis Stadium

|location = Kallithea

|attendance = 325

|referee = Ilias Spathas (Piraeus)

}}

----

{{footballbox

|date = 29 October 2008

|time = 14:45 EET

|team1 = Ethnikos Piraeus

|score = 0–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Panionios

|goals1 =

|goals2 =

Kumordzi {{goal|41}}
Barkoglou {{goal|75}}

|stadium = Elliniko Stadium

|location = Ellinikon

|attendance = 436

|referee = Giorgos Daloukas (Thessaly)

}}

----

{{footballbox

|date = 12 November 2008

|time = 19:00 EET

|team1 = Kavala

|score = 0–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Panathinaïkos

|goals1 =

|goals2 =

Rukavina {{goal|9||70}}
Christodoulopoulos {{goal|89}}

|stadium = Anthi Karagianni Stadium

|location = Kavala

|attendance =

|referee = Giannis Stavridis (Pieria)

}}

----

{{footballbox

|date = 12 November 2008

|time = 14:15 EET

|team1 = Agrotikos Asteras

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = OFI

|goals1 =

Ador {{goal|28}}

|goals2 =

Gerber {{goal|14||59}}

|stadium = Agrotikos Asteras Ground

|location = Thessaloniki

|attendance =

|referee = Michalis Ntakos (Xanthi)

}}

----

{{footballbox

|date = 11 November 2008

|time = 19:00 EET

|team1 = Ilisiakos

|score = 1–2

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = AEK Athens

|goals1 =

Tsitsomitsos {{goal|99}}

|goals2 =

Blanco {{goal|94}}
Kafes {{goal|106}}

|stadium = Stavros Mavrothalassitis Stadium

|location = Egaleo

|attendance = 499

|referee = Petros Konstantineas (Messinia)

}}

----

{{footballbox

|date = 12 November 2008

|time = 15:00 EET

|team1 = Lamia

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Panserraïkos

|goals1 =

Papoulis {{goal|77}}

|goals2 =

Badea {{goal|57}}
Georgiadis {{goal|88|pen.}}

|stadium = Lamia Municipal Stadium

|location = Lamia

|attendance =

|referee = Lazaros Polatian (Pella)

}}

----

{{footballbox

|date = 12 November 2008

|time = 15:00 EET

|team1 = Veria

|score = 3–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Thrasyvoulos

|goals1 =

El Halwani {{goal|46||54}}
Gelson {{goal|69}}

|goals2 =

Chloros {{goal|34}}

|stadium = Veria Stadium

|location = Veria

|attendance =

|referee = Dimitris Kyrkos (Epirus)

}}

----

{{footballbox

|date = 12 November 2008

|time = 17:00 EET

|team1 = Ethnikos Asteras

|score = 0–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Ergotelis

|goals1 =

|goals2 =

Rogério {{goal|61|pen.|90}}

|stadium = Michalis Kritikopoulos Stadium

|location = Kaisariani

|attendance = 263

|referee = Michalis Lambropoulos (Elis)

}}

----

{{footballbox

|date = 30 October 2008

|time = 15:00 EET

|team1 = Apollon Kalamarias

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Asteras Tripolis

|goals1 =

|goals2 =

Cesarec {{goal|77}}

|stadium = Kalamaria Stadium

|location = Thessaloniki

|attendance = 302

|referee = Nathanail Charalabidis (Kavala)

}}

----

{{footballbox

|date = 28 October 2008

|time = 17:45 EET

|team1 = Makedonikos

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = PAOK

|goals1 =

Klokidis {{goal|6}}

|goals2 =

Bakayoko {{goal|3||45}}

|stadium = Makedonikos Stadium

|location = Thessaloniki

|attendance =

|referee = Giorgos Kastanidis (Thessaloniki)

}}

----

{{footballbox

|date = 29 October 2008

|time = 14:15 EET

|team1 = Panetolikos

|score = 0–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = AEL

|goals1 =

|goals2 =

Parra {{goal|77||80}}

|stadium = Panetolikos Stadium

|location = Agrinio

|attendance =

|referee = Michalis Germanakos (Athens)

}}

----

{{footballbox

|date = 13 November 2008

|time = 15:00 EET

|team1 = Kastoria

|score = 2–3

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Iraklis

|goals1 =

Papadopoulos {{goal|82}}
Chatzivasiliadis {{goal|89}}

|goals2 =

Papasterianos {{goal|42}}
Giantsis {{goal|71}}
Ioannidis {{goal|93}}

|stadium = Municipal Stadium of Kastoria

|location = Kastoria

|attendance =

|referee = Ilias Mazarakos (Arta)

}}

----

{{footballbox

|date = 29 October 2008

|time = 16:50 EET

|team1 = Diagoras

|score = 2–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Olympiacos

|goals1 =

Triantafyllou {{goal|30||67}}

|goals2 =

Óscar {{goal|14}}
Diogo {{goal|68}}
Kovačeviċ {{goal|84}}

|stadium = Diagoras Stadium

|location = Rhodes

|attendance =

|referee = Giorgos Stathopoulos (Achaia)

}}

----

{{footballbox

|date = 12 November 2008

|time = 16:45 EET

|team1 = Atromitos

|score = 1–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Aris

|goals1 =

Kripintiris {{goal|89}}

|goals2 =

Calvo {{goal|56}}
Javito {{goal|80}}

|stadium = Peristeri Stadium

|location = Peristeri

|attendance = 1,325

|referee = Vangelis Katsidonis (Dodecanese)

}}

----

{{footballbox

|date = 12 November 2008

|time = 16:30 EET

|team1 = Kerkyra

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/4_fasi_2008-2009.pdf

|team2 = Levadiakos

|goals1 =

|goals2 =

|stadium = Kerkyra Stadium

|location = Corfu

|attendance =

|referee = Giorgos Giannopoulos (Athens)

|penalties1 =

Kolotouros {{pengoal}}
Tsemperidis {{pengoal}}
Silva {{pengoal}}
Gustavinho {{pengoal}}

|penaltyscore = 4–2

|penalties2 =

{{penmiss}} Bushi
{{penmiss}} Emeran
{{pengoal}} Georgiev
{{pengoal}} Dimbala

}}

Round of 16

The draw took place on 19 November 2008.{{cite web|title=Ντέρμπι ΠΑΟΚ-Αρη στο κύπελλο|trans-title=Greek Cup Round of 16 draw sets up PAOK–Aris derby|url=https://www.tanea.gr/2008/11/19/sports/ntermpi-paok-ari-sto-kypello/|website=tanea.gr|date=19 November 2008|lang=el}}

=Summary=

{{OneLegResult| Ergotelis || 0–3 | Skoda Xanthi }}||colspan="2" {{N/a|}}

{{OneLegResult| Panthrakikos || 0–4 | Panathinaïkos }}||colspan="2" rowspan="2" {{N/a|}}

{{TwoLegResult| PAOK || 0–0 | Aris || 0–0 | 0–0 {{pso|9–8}}}}

{{OneLegResult| OFI || 0–2 | Olympiacos }}||colspan="2" rowspan="3" {{N/a|}}

|}

=Matches=

{{footballbox

|date = 15 January 2009

|time = 16:45 EET

|team1 = Ergotelis

|score = 0–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Skoda Xanthi

|goals1 =

|goals2 =

Júnior {{goal|51|o.g.}}
Agali {{goal|69}}
Taïder {{goal|90}}

|stadium = Pankritio Stadium

|location = Heraklion

|attendance =

|referee = Ilias Mazarakos (Arta)

}}

----

{{footballbox

|date = 13 January 2009

|time = 16:45 EET

|team1 = Veria

|score = 0–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Panionios

|goals1 =

|goals2 =

|stadium = Veria Stadium

|location = Veria

|attendance =

|referee = Dimitris Kalopoulos (Thessaloniki)

}}

----

{{footballbox

|date = 14 January 2009

|time = 18:45 EET

|team1 = Panthrakikos

|score = 0–4

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Panathinaïkos

|goals1 =

|goals2 =

Rukavina {{goal|18}}
Gabriel {{goal|57}}
Cleyton {{goal|74}}
Christodoulopoulos {{goal|77}}

|stadium = Komotini Municipal Stadium

|location = Komotini

|attendance =

|referee = Giorgos Daloukas (Thessaly)

}}

----

{{footballbox

|date = 21 January 2009

|time = 16:45 EET

|team1 = Panserraïkos

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = AEL

|goals1 =

Gourtsas {{goal|79}}

|goals2 =

|stadium = Serres Municipal Stadium

|location = Serres

|attendance =

|referee = Dimitris Kalopoulos (Thessaloniki)

}}

----

{{footballbox

|date = 14 January 2009

|time = 21:10 EET

|team1 = PAOK

|score = 0–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Aris

|goals1 =

|goals2 =

|stadium = Toumba Stadium

|location = Thessaloniki

|attendance = 14,870

|referee = Anastasios Kakos (Corfu)

}}

----

{{footballbox

|date = 21 January 2009

|time = 20:00 EET

|team1 = OFI

|score = 0–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Olympiacos

|goals1 =

|goals2 =

Belluschi {{goal|69}}
Galetti {{goal|85}}

|stadium = Theodoros Vardinogiannis Stadium

|location = Heraklion

|attendance = 4,102

|referee = Anastasios Kakos (Corfu)

}}

----

{{footballbox

|date = 22 January 2009

|time = 16:45 EET

|team1 = AEK Athens

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Kerkyra

|goals1 =

Scocco {{goal|89}}

|goals2 =

|stadium = Olympic Stadium

|location = Marousi

|attendance = 4,315

|referee = Christoforos Zografos (Athens)

}}

----

{{footballbox

|date = 20 January 2009

|time = 16:45 EET

|team1 = Asteras Tripolis

|score = 2–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Iraklis

|goals1 =

Stratakis {{goal|71}}
Argyropoulos {{goal|90}}

|goals2 =

|stadium = Asteras Tripolis Stadium

|location = Tripoli

|attendance = 2,362

|referee = Vasilis Paboridis (Kilkis)

}}

==Replay==

{{footballbox

|date = 28 January 2009

|time = 17:30 EET

|team1 = Panionios

|score = 2–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = Veria

|goals1 =

Kumordzi {{goal|41}}
Recoba {{goal|77}}

|goals2 =

|stadium = Nea Smyrni Stadium

|location = Nea Smyrni

|attendance = 772

|referee = Kyros Vassaras (Thessaloniki)

}}

----

{{footballbox

|date = 28 January 2009

|time = 21:00 EET

|team1 = Aris

|score = 0–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/5_fasi_2008-2009.pdf

|team2 = PAOK

|goals1 =

|goals2 =

|stadium = Kleanthis Vikelidis Stadium

|location = Thessaloniki

|attendance = 12,444

|referee = Vasilis Paboridis (Kilkis)

|penalties1 =

Cámpora {{pengoal}}
Calvo {{pengoal}}
Battión {{pengoal}}
Vitolo {{penmiss}}
Lembo {{pengoal}}
Jahić {{pengoal}}
N. García {{pengoal}}
Neto {{pengoal}}
Koke {{pengoal}}
Karabelas {{penmiss}}

|penaltyscore = 8–9

|penalties2 =

{{pengoal}} Muslimović
{{pengoal}} Lino
{{pengoal}} Bizera
{{penmiss}} Sorlin
{{pengoal}} Verón
{{pengoal}} Marcos António
{{pengoal}} Darlas
{{pengoal}} Malezas
{{pengoal}} Balafas
{{pengoal}} Athanasiadis

}}

Quarter-finals

The draw took place on 26 January 2009.{{cite web|title=Ο Ολυμπιακός περιμένει ΠΑΟΚ ή Άρη|trans-title=Olympiacos awaits PAOK or Aris|url=https://www.contra.gr/podosfairo/o-olympiakos-perimenei-paok-i-ari.6825331.html|website=contra.gr|date=26 January 2009|lang=el}}

=Summary=

{{TwoLegResult| PAOK || 1–2 | Olympiacos || 1–0 | 0–2 {{aet}}}}

{{TwoLegResult| Skoda Xanthi || 2–2 (a) | AEK Athens || 2–1 | 0–1 }}

{{TwoLegResult| Panionios || 0–2 | Asteras Tripolis || 0–1 | 0–1 }}

{{TwoLegResult| Panserraïkos || 3–2 | Panathinaïkos || 0–0 | 3–2 }}

|}

=Matches=

{{footballbox

|date = 4 February 2009

|time = 21:15 EET

|team1 = PAOK

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Olympiacos

|goals1 =

Sérgio Conceição {{goal|30}}

|goals2 =

|stadium = Toumba Stadium

|location = Thessaloniki

|attendance = 21,043

|referee = Anastasios Kakos (Corfu)

}}

{{footballbox

|date = 4 March 2009

|time = 21:15 EET

|team1 = Olympiacos

|score = 2–0

|aet = yes

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = PAOK

|goals1 =

Diogo {{goal|46}}
Derbyshire {{goal|110}}

|goals2 =

|stadium = Karaiskakis Stadium

|location = Piraeus

|attendance = 23,983

|referee = Michael Koukoulakis (Heraklion)

}}

Olympiacos won 2–1 on aggregate.

----

{{footballbox

|date = 18 February 2009

|time = 21:30 EET

|team1 = Skoda Xanthi

|score = 2–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = AEK Athens

|goals1 =

Abrahám {{goal|43}}
Došek {{goal|68}}

|goals2 =

Blanco {{goal|5|pen.}}

|stadium = Skoda Xanthi Arena

|location = Xanthi

|attendance = 2,449

|referee = Giorgos Stathopoulos (Achaia)

}}

{{footballbox

|date = 25 February 2009

|time = 19:00 EET

|team1 = AEK Athens

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Skoda Xanthi

|goals1 =

Blanco {{goal|83}}

|goals2 =

|stadium = Olympic Stadium

|location = Marousi

|attendance = 6,480

|referee = Giannis Stavridis (Pieria)

}}

AEK Athens won on away goals.

----

{{footballbox

|date = 18 February 2009

|time = 16:45 EET

|team1 = Panionios

|score = 0–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Asteras Tripolis

|goals1 =

|goals2 =

Kaounos {{goal|86}}

|stadium = Nea Smyrni Stadium

|location = Nea Smyrni

|attendance = 994

|referee = Michalis Lambropoulos (Elis)

}}

{{footballbox

|date = 4 March 2009

|time = 16:00 EET

|team1 = Asteras Tripolis

|score = 1–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Panionios

|goals1 =

Bastía {{goal|35}}

|goals2 =

|stadium = Asteras Tripolis Stadium

|location = Tripoli

|attendance = 2,550

|referee = Dimitris Kyrkos (Epirus)

}}

Asteras Tripolis won 2–0 on aggregate.

----

{{footballbox

|date = 4 February 2009

|time = 19:00 EET

|team1 = Panserraïkos

|score = 0–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Panathinaïkos

|goals1 =

|goals2 =

|stadium = Serres Stadium

|location = Serres

|attendance = 2,319

|referee = Christoforos Zografos (Athens)

}}

{{footballbox

|date = 4 March 2009

|time = 19:00 EET

|team1 = Panathinaikos

|score = 2–3

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/6_fasi_2008-2009.pdf

|team2 = Panserraikos

|goals1 =

Christodoulopoulos {{goal|74}}
Papazoglou {{goal|93|o.g.}}

|goals2 =

Baykara {{goal|23}}
Čeh {{goal|56|pen.|71}}

|stadium = Olympic Stadium

|location = Marousi

|attendance = 6,354

|referee = Giorgos Giannopoulos (Athens)

}}

Panserraikos won 3–2 on aggregate.

Semi-finals

The draw took place on 26 January 2009, after the quarter-final draw.

=Summary=

{{TwoLegResult| AEK Athens || 3–1 | Panserraikos || 3–1 | 0–0 }}

{{TwoLegResult| Asteras Tripolis || 3–4 | Olympiacos || 2–2 | 1–2 }}

|}

=Matches=

{{footballbox

|date = 18 March 2009

|time = 19:00 EET

|team1 = AEK Athens

|score = 3–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/7_fasi_2008-2009.pdf

|team2 = Panserraikos

|goals1 =

Djebbour {{goal|20||40}}
Majstorović {{goal|38}}

|goals2 =

Aurélio {{goal|24}}

|stadium = Olympic Stadium

|location = Marousi

|attendance = 7,642

|referee = Nathanail Charalabidis (Kavala)

}}

{{footballbox

|date = 8 April 2009

|time = 17:00 EEST

|team1 = Panserraikos

|score = 0–0

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/7_fasi_2008-2009.pdf

|team2 = AEK Athens

|goals1 =

|goals2 =

|stadium = Stadium of Serres

|location = Serres

|attendance = 5,000

|referee = Giorgos Kastanidis (Thessaloniki)

}}

AEK Athens won 3–1 on aggregate.

----

{{footballbox

|date = 18 March 2009

|time = 21:15 EET

|team1 = Asteras Tripolis

|score = 2–2

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/7_fasi_2008-2009.pdf

|team2 = Olympiacos

|goals1 =

Filomeno {{goal|30||35}}

|goals2 =

Diogo {{goal|43||73}}

|stadium = Asteras Tripolis Stadium

|location = Tripoli

|attendance =

|referee = Dimitris Kalopoulos (Thessaloniki)

}}

{{footballbox

|date = 9 April 2009

|time = 18:00 EEST

|team1 = Olympiacos

|score = 2–1

|report = https://www.epo.gr/media/files/ARXEIO_KYPELLO/7_fasi_2008-2009.pdf

|team2 = Asteras Tripolis

|goals1 =

Leto {{goal|47}}
Diogo {{goal|62}}

|goals2 =

Cesarec {{goal|39}}

|stadium = Karaiskakis Stadium

|location = Piraeus

|attendance =

|referee = Giorgos Daloukas (Thessaly)

}}

Olympiacos won 4–3 on aggregate.

Final

Top scorers

class="wikitable sortable" style="text-align:center"
Rank !Player !Club !Goals
rowspan=2\|1 \|align="left"\| {{flagicon\|ARG}} Ismael Blanco \|align="left"\| AEK Athens \|rowspan=2\|5
align="left"\| {{flagicon\|BRA}} Diogo \|align="left"\| Olympiacos
rowspan=2\|3 \|align="left"\| {{flagicon\|GRE}} Michalis Klokidis \|align="left"\| Makedonikos \|rowspan=2\|4
align="left"\| {{flagicon\|GRE}} Lazaros Christodoulopoulos \|align="left"\| Panathinaikos
rowspan=5\|5 \|align="left"\| {{flagicon\|ARG}} Emanuel Perrone \|align="left"\| Atromitos \|rowspan=5\|3
align="left"\| {{flagicon\|BRA}} Gilvan Carlos \|align="left"\| Zakynthos
align="left"\| {{flagicon\|ENG}} Matt Derbyshire \|align="left"\| Olympiacos
align="left"\| {{flagicon\|CRO}} Ante Rukavina \|align="left"\| Panathinaikos
align="left"\| {{flagicon\|ARG}} Ignacio Scocco \|align="left"\| AEK Athens
rowspan=24\|10 \|align="left"\| {{flagicon\|GRE}} Pavlos Leptokaridis \|align="left"\| Anagennisi Giannitsa \|rowspan=24\|2
align="left"\| {{flagicon\|GER}} Fabian Gerber \|align="left"\| OFI
align="left"\| {{flagicon\|SRB}} Marko Markovski \|align="left"\| Kallithea
align="left"\| {{flagicon\|SVN}} Nastja Čeh \|align="left"\| Panserraikos
align="left"\| {{flagicon\|GRE}} Anastasios Triantafyllou \|align="left"\| Diagoras
align="left"\| {{flagicon\|GRE}} Christos Kanellopoulos \|align="left"\| Niki Volos
align="left"\| {{flagicon\|GRE}} Ilias Siokos \|align="left"\| Korinthos
align="left"\| {{flagicon\|BRA}} Rogério Martins \|align="left"\| Ergotelis
align="left"\| {{flagicon\|ARG}} Facundo Parra \|align="left"\| AEL
align="left"\| {{flagicon\|GRE}} Vasilios Chatzivasiliadis \|align="left"\| Kastoria
align="left"\| {{flagicon\|CRO}} Danijel Cesarec \|align="left"\| Asteras Tripolis
align="left"\| {{flagicon\|GRE}} Stavros Tsoukalas \|align="left"\| Doxa Drama
align="left"\| {{flagicon\|NGA}} Victor Agali \|align="left"\| Skoda Xanthi
align="left"\| {{flagicon\|EGY}} Amr El Halwani \|align="left"\| Veria
align="left"\| {{flagicon\|GRE}} Petros Dimitriadis \|align="left"\| Makedonikos
align="left"\| {{flagicon\|GRE}} Ilias Manikas \|align="left"\| Panetolikos
align="left"\| {{flagicon\|CIV}} Ibrahima Bakayoko \|align="left"\| PAOK
align="left"\| {{flagicon\|BRA}} Israel Silva \|align="left"\| Kerkyra
align="left"\| {{flagicon\|GHA}} Bennard Yao Kumordzi \|align="left"\| Panionios
align="left"\| {{flagicon\|ARG}} Luciano Galletti \|align="left"\| Olympiacos
align="left"\| {{flagicon\|ARG}} Lucio Filomeno \|align="left"\| Asteras Tripolis
align="left"\| {{flagicon\|ALG}} Rafik Djebbour \|align="left"\| AEK Athens
align="left"\| {{flagicon\|GRE}} Vangelis Kaounos \|align="left"\| Kalamata / Asteras Tripolis
align="left"\| {{flagicon\|BRA}} Dudu Cearense \|align="left"\| Olympiacos

class="wikitable sortable" style="text-align:center"

Rank

!Player

!Club

!Goals

rowspan=2|1

|align="left"| {{flagicon|ARG}} Ismael Blanco

|align="left"| AEK Athens

|rowspan=2|5

align="left"| {{flagicon|BRA}} Diogo

|align="left"| Olympiacos

rowspan=2|3

|align="left"| {{flagicon|GRE}} Michalis Klokidis

|align="left"| Makedonikos

|rowspan=2|4

align="left"| {{flagicon|GRE}} Lazaros Christodoulopoulos

|align="left"| Panathinaikos

rowspan=5|5

|align="left"| {{flagicon|ARG}} Emanuel Perrone

|align="left"| Atromitos

|rowspan=5|3

align="left"| {{flagicon|BRA}} Gilvan Carlos

|align="left"| Zakynthos

align="left"| {{flagicon|ENG}} Matt Derbyshire

|align="left"| Olympiacos

align="left"| {{flagicon|CRO}} Ante Rukavina

|align="left"| Panathinaikos

align="left"| {{flagicon|ARG}} Ignacio Scocco

|align="left"| AEK Athens

rowspan=24|10

|align="left"| {{flagicon|GRE}} Pavlos Leptokaridis

|align="left"| Anagennisi Giannitsa

|rowspan=24|2

align="left"| {{flagicon|GER}} Fabian Gerber

|align="left"| OFI

align="left"| {{flagicon|SRB}} Marko Markovski

|align="left"| Kallithea

align="left"| {{flagicon|SVN}} Nastja Čeh

|align="left"| Panserraikos

align="left"| {{flagicon|GRE}} Anastasios Triantafyllou

|align="left"| Diagoras

align="left"| {{flagicon|GRE}} Christos Kanellopoulos

|align="left"| Niki Volos

align="left"| {{flagicon|GRE}} Ilias Siokos

|align="left"| Korinthos

align="left"| {{flagicon|BRA}} Rogério Martins

|align="left"| Ergotelis

align="left"| {{flagicon|ARG}} Facundo Parra

|align="left"| AEL

align="left"| {{flagicon|GRE}} Vasilios Chatzivasiliadis

|align="left"| Kastoria

align="left"| {{flagicon|CRO}} Danijel Cesarec

|align="left"| Asteras Tripolis

align="left"| {{flagicon|GRE}} Stavros Tsoukalas

|align="left"| Doxa Drama

align="left"| {{flagicon|NGA}} Victor Agali

|align="left"| Skoda Xanthi

align="left"| {{flagicon|EGY}} Amr El Halwani

|align="left"| Veria

align="left"| {{flagicon|GRE}} Petros Dimitriadis

|align="left"| Makedonikos

align="left"| {{flagicon|GRE}} Ilias Manikas

|align="left"| Panetolikos

align="left"| {{flagicon|CIV}} Ibrahima Bakayoko

|align="left"| PAOK

align="left"| {{flagicon|BRA}} Israel Silva

|align="left"| Kerkyra

align="left"| {{flagicon|GHA}} Bennard Yao Kumordzi

|align="left"| Panionios

align="left"| {{flagicon|ARG}} Luciano Galletti

|align="left"| Olympiacos

align="left"| {{flagicon|ARG}} Lucio Filomeno

|align="left"| Asteras Tripolis

align="left"| {{flagicon|ALG}} Rafik Djebbour

|align="left"| AEK Athens

align="left"| {{flagicon|GRE}} Vangelis Kaounos

|align="left"| Kalamata / Asteras Tripolis

align="left"| {{flagicon|BRA}} Dudu Cearense

|align="left"| Olympiacos

References

External links

[https://web.archive.org/web/20090316085805/http://www.epo.gr/cup/08_09/program.asp?m_1=3 Greek Cup 2008-2009] at Hellenic Football Federation's official site

Category:Greek Football Cup seasons

Cup

Greek Cup, 2008-09