# 2009–10 Macedonian Football Cup

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.

## Competition calendar

| 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 |

## Preliminary round

| Team 1 | Score | Team 2 |
| Teteks (1) | 3–0 (w/o) | Shkëndija 79 (2) |

## First round

The draw was held on 28 June 2009 in Skopje. Matches were played on 26 August 2009.
| Team 1 | Score | Team 2 |
| 26 August 2009 |||
| Gostivar (x) | 0–3 (w/o) | Lokomotiva (2) |
| 11 Oktomvri (2) | 3–1 | Vardar (1) |
| Mirche Acev (3) | 0–11 | Renova (1) |
| Bregalnica Delchevo (3) | 0–2 | Pobeda (1) |
| Belasica (2) | 3–1 | Milano (1) |
| Prevalec (3) | 0–4 | Teteks (1) |
| Skopje (2) | 2–1 | Sloga Jugomagnat (1) |
| Ohrid 2004 (2) | 3–0 | Horizont Turnovo (1) |
| Dobrushevo (3) | 1–13 | Sileks (1) |
| Vëllazërimi (2) | 0–3 | Pelister (1) |
| Babuna (3) | 1–3 | Metalurg (1) |
| Vlaznimi (2) | 0–0 (4–3 p) | Bregalnica 2008 (2) |
| Kozhuf (3) | 0–5 | Rabotnichki (1) |
| Drita (2) | 1–0 | Napredok (2) |
| Karbinci (2) | 1–4 | Makedonija G.P. (1) |
| Lepenec (3) | 0–3 (w/o) | Fortuna (3) |

## Second round

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.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Pelister (1) | 5–0$^1$ | Ohrid 2004 (2) | 2–0 | 3–0 (w/o) |
| Lokomotiva (2) | 0–6$^1$ | Renova (1) | 0–3 (w/o) | 0–3 (w/o) |
| Metalurg (1) | 1–1 (4–3 p) | Pobeda (1) | 1–0 | 0–1 |
| Vlaznimi (2) | 1–2 | Drita (2) | 0–1 | 1–1 |
| Belasica (2) | 1–4 | Teteks (1) | 1–3 | 0–1 |
| Fortuna (3) | 0–9$^1$ | Rabotnichki (1) | 0–6 | 0–3 (w/o) |
| Skopje (2) | 3–2 | 11 Oktomvri (2) | 3–1 | 0–1 |
| Sileks (1) | 2–3 | Makedonija G.P. (1) | 1–1 | 1–2 |
$^1$ Ohrid, Lokomotiva and Fortuna withdrew their participations due to financial problems.

## Quarter-finals

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.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Skopje (2) | (a) 2–2 | Metalurg (1) | 0–0 | 2–2 |
| Rabotnichki (1) | 5–0 | Renova (1) | 4–0 | 1–0 |
| Makedonija G.P. (1) | 2–3 | Teteks (1) | 2–0 | 0–3 (w/o) |
| Pelister (1) | 3–2 | Drita (2) | 2–2 | 1–0 |

## Semi-finals

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.

### Summary

| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Pelister (1) | 1–1 (4–5 p) | Rabotnichki (1) | 1–0 | 0–1 |
| Teteks (1) | 2–1 | Skopje (2) | 0–0 | 2–1 |

### Matches

1–1 on aggregate. Rabotnichki won 5–4 in penalty shootout.
Teteks won 2–1 on aggregate.