Summary of previous matches between the team of FK Osogovo and the team of FK Skopje since 2023-11-27:
FK Osogovo won 1 matches against FK Skopje, lost 1 matches, and 3 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-04-30 | Macedonian First Football League | Pobeda Prilep | 0 : 4 | FK Skopje |
| 2023-04-26 | Macedonian First Football League | FK Makedonija Gjorce Petrov | 2 : 1 | FK Skopje |
| 2023-04-23 | Macedonian First Football League | FK Skopje | 1 : 1 | Academy Pandev |
| 2023-04-15 | Macedonian First Football League | Rabotnicki Skopje | 1 : 0 | FK Skopje |
| 2023-04-09 | Macedonian First Football League | FK Skopje | 1 : 1 | Vlazrimi Struga |
| 2023-04-02 | Macedonian First Football League | FK Shkupi | 0 : 1 | FK Skopje |
| 2023-03-19 | Macedonian First Football League | FK Skopje | 0 : 2 | FK Shkendija 79 |
| 2023-03-12 | Macedonian First Football League | Sileks | 3 : 1 | FK Skopje |
| 2023-03-08 | Macedonian First Football League | FK Skopje | 1 : 1 | FK Makedonija Gjorce Petrov |
| 2023-03-04 | Macedonian First Football League | Rabotnicki Skopje | 4 : 0 | FK Skopje |
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