2008–09 Macedonian Football Cup
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| Country |  Macedonia |
||
|---|---|---|---|
| Teams | 32 | ||
| Champions | Rabotnički (2nd title) | ||
| Runners-up | Makedonija GP | ||
| Matches played | 41 | ||
| Goals scored | 100 (2.44 per match) | ||
|
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The 2008–09 Macedonian Football Cup was the 17th season of Macedonia's football knockout competition. FK Rabotnički defended their title, having won their second title.
Contents
Competition calendar
| Round | Date(s) | Number of fixtures | Clubs |
|---|---|---|---|
| First round | 17 September 2008 | 16 | 32 → 16 |
| Second round | 22 and 29 October 2008 | 16 | 16 → 8 |
| Quarter final | 26 November and 10 December 2008 | 8 | 8 → 4 |
| Semi final | 8 April and 6 May 2009 | 4 | 4 → 2 |
| Final | 24 May 2009 | 1 | 2 → 1 |
First round
The draw was held on 21 June 2008 in Skopje. Matches were played on 17 September 2008.
| Team 1 | Score | Team 2 |
|---|---|---|
| Fortuna | 2–3 | Pobeda |
| Ohrid 2004 | 3–0 (f) | Baškimi |
| Bregalnica Štip | 0–3 (f) | Horizont Turnovo |
| Vardino | 0–4 | Milano |
| Karaorman Struga | 0–3 (f) | Belasica |
| Gostivar | 0–3 (f) | Miravci |
| Teteks | 0–1 | Makedonija |
| Lokomotiva | 0–2 | Rabotnički |
| Nov Milenium | 1–0 | Cementarnica |
| Kravari | 0–4 | Shkëndija 79 |
| Babuna | 0–3 | Vardar |
| Sloga Jugomagnat | 2–4 | Renova |
| 11 Oktomvri | 0–1 | Metalurg |
| Vëllazërimi | 0–2 | Sileks |
| Kožuf | 1–4 | Pelister |
| Drita | 2–1 | Napredok |
Second round
The draw was held on 22 September 2008 in Skopje. The first legs were played on 22 October 2008 and second on 29 and 30 October 2008.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Metalurg | 0–1 | Milano | 0–1 | 0–0 |
| Vardar | 1–3 | Renova | 1–1 | 0–2 |
| Rabotnički | 3–0 | Nov Milenium | 1–0 | 2–0 |
| Drita | 1–5 | Miravci | 1–1 | 0–4 |
| Sileks | 2–0 | Belasica | 2–0 | 0–0 |
| Pelister | 6–1 | Horizont Turnovo | 4–0 | 2–1 |
| Pobeda | 1–5 | Makedonija | 1–1 | 0–4 |
| Shkëndija 79 | 5–1 | Ohrid 2004 | 3–0 | 2–1 |
Quarter-finals
The draw was held on 6 November 2008 in Skopje. The first legs were played on 26 November 2008 and the second were played on 7 and 10 December 2008.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Renova | 0–1 | Rabotnički | 0–0 | 0–1 |
| Sileks | 1–4 | Milano | 0–2 | 1–2 |
| Pelister | 3–4 | Shkëndija 79 | 3–1 | 0–3 |
| Miravci | 1–4 | Makedonija | 1–1 | 0–3 |
Semi-finals
The draw was held on 25 December 2008 in Skopje. The first legs were played on 8 April 2009 and the second were played on 6 May 2009.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Rabotnički | 3–2 | Shkëndija 79 | 3–1 | 0–1 |
| Makedonija | 2–1 | Milano | 2–0 | 0–1 |
Final
| Rabotnički | 1–1 | Makedonija |
|---|---|---|
Pandev  90' |
Report | Klechkarovski 65' |
| Penalties | ||
Wandeir  Filho Trajchev Dimovski Perendija  Savić Pandev |
6–5 | de Brito Brnjarchevski Klechkarovski Ilievski Milevski Lena Jovanovski |
