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Kup na Makedonija 2009/2010 .:. 1. Runde
| 26.08.2009 | ||||||
| FK Gostivar | - | Lokomotiva Skopje | n.gesp. | |||
| Lepenec | - | FK Fortuna | n.gesp. | |||
| 16:00 | 11 Oktomvri | - | Vardar Skopje | 3:1 | ||
| 16:00 | Mirce Acev | - | Renova | 0:11 | ||
| 16:00 | Bregalnica Delcevo | - | FK Pobeda | 0:2 | ||
| 16:00 | FK Belasica | - | Milano Kumanovo | 3:1 | ||
| 16:00 | FK Skopje | - | Sloga Jugomagnat | 2:1 | ||
| 16:00 | FK Ohrid | - | FK Turnovo | 3:0 | ||
| 16:00 | Dobrusevo | - | Sileks Kratovo | 1:13 | ||
| 16:00 | FK Vlazrimi | - | FK Pelister | 0:3 | ||
| 16:00 | Babuna | - | Metalurg Skopje | 1:3 | ||
| 16:00 | FK Vlaznimi | - | FK Bregalnica Štip | 4:3 i.E. | ||
| 16:00 | Kozuf | - | FK Rabotnički | 0:5 | ||
| 16:00 | Drita | - | Napredok Kicevo | 1:0 | ||
| 16:00 | Karbinci | - | Makedonija GP | 1:4 | ||
| 09.09.2009 | ||||||
| 16:00 | Prevalec | - | FK Teteks | 0:4 | ||
