1999–2000 FR Yugoslavia Cup

Thirty-two teams entered in the First Round. The matches were played on 23, 24 and 25 November 1999.

{{OneLegStart}}

{{OneLegResult|Železnik||3–2|ČSK Čelarevo (II)}}

{{OneLegResult|Železničar Lajkovac (II)||2–3|Zemun}}

{{OneLegResult|Vojvodina||2–1|Bečej (II)}}

{{OneLegResult|Zeta (II)||2–2 (8–7 p)|Budućnost Podgorica}}

{{OneLegResult|Partizan||4–2|Spartak Subotica}}

{{OneLegResult|Borac Čačak||1–3|Milicionar}}

{{OneLegResult|Čelik Nikšić (II)||1–1 (4–3 p)|Radnički Niš}}

{{OneLegResult|Balkan Mirijevo (III)||2–1|Hajduk Beograd}}

{{OneLegResult|Bor (II)||0–3|Red Star}}

{{OneLegResult|Napredak Kruševac (II)||3–1|Rad}}

{{OneLegResult|OFK Kikinda (II)||0–0 (3–4 p)|Radnički Kragujevac}}

{{OneLegResult|Čukarički||2–0|Proleter Zrenjanin}}

{{OneLegResult|Sloboda Užice (II)||0–2|Sartid}}

{{OneLegResult|Budućnost Banatski Dvor (III)||1–0|OFK Beograd}}

{{OneLegResult|Obilić||3–1|Radnički Beograd (II)}}

{{OneLegResult|Priština (x)||w/o|Mogren}}

|}

Note: Roman numerals in brackets denote the league tier the clubs participated in the 1999–2000 season.

The 16 winners from the prior round enter this round. The matches were played on 8 and 10 December 1999.

{{OneLegStart}}

{{OneLegResult|Zeta (II)||1–2|Obilić}}

{{OneLegResult|Napredak Kruševac (II)||2–0|Mogren}}

{{OneLegResult|Sartid||0–3|Red Star}}

{{OneLegResult|Budućnost Banatski Dvor (III)||1–1 (2–4 p)|Čelik Nikšić (II)}}

{{OneLegResult|Radnički Kragujevac||1–0|Čukarički}}

{{OneLegResult|Železnik||1–0|Vojvodina}}

{{OneLegResult|Zemun||0–0 (4–3 p)|Partizan}}

{{OneLegResult|Balkan Mirijevo (III)||0–2|Milicionar}}

|}

Note: Roman numerals in brackets denote the league tier the clubs participated in the 1999–2000 season.

The eight winners from the prior round enter this round. The matches were played on 5 April 2000.

{{OneLegStart}}

{{OneLegResult|Red Star||1–0|Radnički Kragujevac}}

{{OneLegResult|Milicionar||1–1 (5–4 p)|Obilić}}

{{OneLegResult|Čelik Nikšić (II)||0–5|Zemun}}

{{OneLegResult|Napredak Kruševac (II)||3–2 (3–1 p)|Železnik}}

|}

Note: Roman numerals in brackets denote the league tier the clubs participated in the 1999–2000 season.

{{football box

|date=19 April 2000

|time=16:30

|team1=Milicionar

|score=0–3

|report=

|team2=Red Star

|goals1=

|goals2=Georgioski {{goal|7}}
Lerinc {{goal|41}}
Bošković {{goal|56}}

|stadium=SC MUP Makiš, Belgrade

|attendance=6,000

|referee=Dušan Mrakić (Belgrade)

}}

{{football box

|date=19 April 2000

|time=16:30

|team1=Napredak Kruševac (II)

|score=0–0

|report=

|team2=Zemun

|goals1=

|goals2=

|penalties1=

|penaltyscore=5–4

|penalties2=

|stadium=Mladost Stadium, Kruševac

|attendance=25,000

|referee=Milan Vidić (Užice)

}}

Note: Roman numerals in brackets denote the league tier the clubs participated in the 1999–2000 season.

{{football box

|date=10 May 2000

|time=18:00

|team1=Red Star

|score=4–0

|report=[https://web.archive.org/web/20170207011416/http://www.arhiva.srbija.gov.rs/vesti/2000-05/11/19556.html Report]

|team2=Napredak Kruševac (II)

|goals1=Pjanović {{goal|13|pen.|38}}
Ilić {{goal|55}}
Vukomanović {{goal|58}}

|goals2=

|stadium=Red Star Stadium, Belgrade

|attendance=25,000

|referee=Sava Čokanica (Novi Sad)

}}

Note: Roman numerals in brackets denote the league tier the clubs participated in the 1999–2000 season.

• 1999–2000 First League of FR Yugoslavia
• 1999–2000 Second League of FR Yugoslavia

• {{cite book |title= Godišnjak Fudbalskog saveza Jugoslavije 1999–00 |publisher=Football Association of Yugoslavia |trans-title=Yearbook of the Football Association of Yugoslavia 1999–00|year=2000 |language=sr}}

• [http://www.rsssf.org/tablesj/joegcup00.html Results on RSSSF]

{{Serbia and Montenegro Cup seasons}}

{{1999–2000 in FR Yugoslav football}}

{{1999–2000 in European football (UEFA)}}

{{DEFAULTSORT:1999-2000 FR Yugoslavia Cup}}

Category:FR Yugoslavia Cup

Cup

Yugo