1999–2000 Macedonian Football Cup
The 1999–2000 Macedonian Football Cup was the 8th season of Macedonia's football knockout competition. FK Vardar were the defending champions, having won their fourth title. The 1999–2000 champions were FK Sloga Jugomagnat who won their second title.Second round
Group 1
Group 2
Group 3
Group 4
Quarter-finals
The first legs were played on 15 March and second were played on 22 March 2000.Semi-finals
The first legs were played on 5 April and the second were played on 19 and 20 April 2000.Final