The 2005–06 Macedonian Football Cup was the 14th season of Macedonia's football knockout competition. Bashkimi were the defending champions, having won their first title. The 2005–06 champions were Makedonija G.P. who won their first title as well.
Competition calendar Round Date(s) Fixtures Clubs New entries First Round 31 July 2005 16 32 → 16 32 Second Round 14 September & 19 October 2005 16 16 → 8 none Quarter-finals 2 & 30 November 2005 8 8 → 4 none Semi-finals 5 April & 10 May 2006 4 4 → 2 none Final 24 May 2006 1 2 → 1 none
First round Matches were played on 31 July 2005.
|colspan="3" style="background-color:#97DEFF" align=center|31 July 2005
Second round The first legs were played on 14 September and second were played on 19 October 2005.
Quarter-finals The first legs were played on 2 November and second were played on 30 November 2005.
Summary
Matches
Shkëndija 79 won 4–2 on aggregate.
Sileks won 6–2 on aggregate.
Bregalnica Kraun won 3–1 on aggregate.
Makedonija G.P. won 2–0 on aggregate.
Semi-finals The first legs were played on 5 April and the second on 10 May 2006.
Summary
Matches
Shkëndija 79 won 2–1 on aggregate.
Makedonija G.P. won 3–2 on aggregate.
Final
See also 2005–06 Macedonian First Football League 2005–06 Macedonian Second Football League
External links 2005–06 Macedonian Football Cup at rsssf.org 2005–06 Macedonian Football Cup at FFM.mk