| Macedonian Football Cup | |
| Year: | 2009–10 |
| Dates: | 18 August 2009 – 26 May 2010 |
| Num Teams: | 32 |
| Defending Champions: | Rabotnichki |
| Champions: | Teteks (1st title) |
| Runner-Up: | Rabotnichki |
| Matches: | 38 |
| Goals: | 117 |
| Prevseason: | 2008–09 |
| Nextseason: | 2010–11 |
The 2009–10 Macedonian Football Cup was the 18th season of Macedonia's football knockout competition. Rabotnichki were the defending champions, having won their second title. The 2009–10 champions were Teteks who won their first title.
| Round | Date(s) | Fixtures | Clubs | New entries |
|---|---|---|---|---|
| First Round | 26 August 2009 | 16 | 32 → 16 | 32 |
| Second Round | 22, 23, 29, 30 September 2009 | 16 | 16 → 8 | none |
| Quarter-finals | 28 October & 25 November 2009 | 8 | 8 → 4 | none |
| Semi-finals | 7 April & 5 May 2010 | 4 | 4 → 2 | none |
| Final | 26 May 2010 | 1 | 2 → 1 | none |
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The draw was held on 28 June 2009 in Skopje. Matches were played on 26 August 2009.
|colspan="3" style="background-color:#97DEFF" align=center|26 August 2009|}
The draw was held on 16 September 2009 in Skopje. The first legs were played on 22 and 23 September 2009 and second were played on 29 and 30 September 2009.
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1 Ohrid, Lokomotiva and Fortuna withdrew their participations due to financial problems.
The draw was held on 20 October 2009 in Skopje. The first legs were played on 28 October 2009 and second were played on 25 November 2009.
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The draw was held on 8 December 2009 in Skopje. The first legs were played on 7 April 2010 and the second on 5 May 2010.
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1–1 on aggregate. Rabotnichki won 5–4 in penalty shootout.----
Teteks won 2–1 on aggregate.