Summary of previous matches between the team of FK Shkupi and the team of Sileks since 2013-10-19:
FK Shkupi won 11 matches against Sileks, lost 11 matches, and 13 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-05-14 | Macedonian First Football League | Academy Pandev | 2 : 2 | Sileks |
| 2023-05-10 | Macedonian First Football League | Sileks | 2 : 0 | Rabotnicki Skopje |
| 2023-05-07 | Macedonian First Football League | Vlazrimi Struga | 3 : 0 | Sileks |
| 2023-04-30 | Macedonian First Football League | Sileks | 0 : 2 | FK Shkupi |
| 2023-04-26 | Macedonian First Football League | FK Shkendija 79 | 0 : 0 | Sileks |
| 2023-04-23 | Macedonian First Football League | Sileks | 1 : 0 | FK Makedonija Gjorce Petrov |
| 2023-04-15 | Macedonian First Football League | Sileks | 0 : 0 | Bregalnica Stip |
| 2023-04-09 | Macedonian First Football League | FK Tikves Kavadarci | 0 : 0 | Sileks |
| 2023-04-05 | FYR Macedonia Cup | Vlazrimi Struga | 1 : 0 | Sileks |
| 2023-03-18 | Macedonian First Football League | Pobeda Prilep | 1 : 5 | Sileks |
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