| Tournament details | |
|---|---|
| Country |  Macedonia |
| Dates | 31 July 2005 – 24 May 2006 |
| Teams | 32 |
| Defending champions | Bashkimi |
| Final positions | |
| Champions | Makedonija G.P. (1st title) |
| Runner-up | Shkëndija |
| Tournament statistics | |
| Matches played | 45 |
| Goals scored | 159 (3.53 per match) |
← 2004–05
2006–07 →
| |
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.
| 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 |
Matches were played on 31 July 2005.
| Team 1 | Score | Team 2 |
|---|---|---|
| 31 July 2005 | ||
| Arsimi (3) | 1–9 | Belasica (1) |
| Tiverija (3) | 0–5 | Renova (1) |
| Borec (3) | 0–3 | Napredok (2) |
| Ohrid 2004 (3) | 0–3 | Makedonija G.P. (1) |
| Novaci (2) | 0–1 | Sileks (1) |
| Teteks (2) | 3–1 | Turnovo (2) |
| Karaorman (2) | 2–2 (5–4 p) | Rabotnichki Kometal (1) |
| Lokomotiva (3) | 1–0 | Sloga Jugomagnat (2) |
| Milano (3) | 4–5 | Bashkimi (1) |
| Osogovo (3) | 2–6 | Vëllazërimi (1) |
| Skopje (2) | 0–1 | Vardar (1) |
| Kadino (2) | 0–13 | Bregalnica Kraun (1) |
| 11 Oktomvri (3) | 0–3 | Cementarnica (1) |
| Pelister (2) | 0–2 | Shkëndija 79 (1) |
| Mladost Sushica (2) | 0–2 | Pobeda (1) |
| Kozhuf (3) | 6–1 | Madjari Solidarnost (2) |
The first legs were played on 14 September and second were played on 19 October 2005.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Bregalnica Kraun (1) | 4–3 | Bashkimi (1) | 2–1 | 2–2 |
| Vardar (1) | 5–0 | Kozhuf (3) | 3–0 | 2–0 |
| Pobeda (1) | 5–2 | Vëllazërimi (1) | 3–0 | 2–2 |
| Belasica (1) | 1–5 | Sileks (1) | 1–2 | 0–3 |
| Makedonija G.P. (1) | 4–2 | Napredok (2) | 2–0 | 2–2 |
| Shkëndija 79 (1) | 5–1 | Renova (1) | 4–0 | 1–1 |
| Cementarnica (1) | 4–2 | Karaorman (2) | 3–2 | 1–0 |
| Teteks (2) | 4–3 | Lokomotiva (3) | 3–1 | 1–2 |
The first legs were played on 2 November and second were played on 30 November 2005.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Shkëndija 79 (1) | 4–2 | Pobeda (1) | 2–0 | 2–2 |
| Sileks (1) | 6–2 | Teteks (2) | 3–0 | 3–2 |
| Vardar (1) | 1–3 | Bregalnica Kraun (1) | 1–3 | 0–0 |
| Makedonija G.P. (1) | 2–0 | Cementarnica (1) | 1–0 | 1–0 |
The first legs were played on 5 April and the second on 10 May 2006.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Shkëndija 79 (1) | 2–1 | Bregalnica Kraun (1) | 1–1 | 1–0 |
| Makedonija G.P. (1) | 3–2 | Sileks (1) | 1–1 | 2–1 |
| Shkëndija 79 (1) | 1–1 | Bregalnica Kraun (1) |
|---|---|---|
|
|
Attendance: 8,000
| Bregalnica Kraun (1) | 0−1 | Shkëndija 79 (1) |
|---|---|---|
|
Attendance: 2,500
Referee: Dimitar Mechkarovski (Skopje)
Shkëndija 79 won 2–1 on aggregate.
| Makedonija G.P. (1) | 1–1 | Sileks (1) |
|---|---|---|
|
|
Attendance: 1,000
Referee: Ilir Selja (Struga)
| Sileks (1) | 1−2 | Makedonija G.P. (1) |
|---|---|---|
|
 76' |
Attendance: 1,000
Referee: Marjan Markoski (Ohrid)
Makedonija G.P. won 3–2 on aggregate.
| Makedonija G.P. (1) | 3–2 | Shkëndija 79 (1) |
|---|---|---|
85' 90+3' |
Report 1 Report 2 |
78' |
Attendance: 14,000
Referee: Ljubomir Krstevski (Bitola)
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Macedonian Football Cup seasons
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« 2004–05 2006–07 » | |
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