Summary of previous matches between the team of FK Osogovo and the team of Bregalnica Stip since 2017-08-16:
FK Osogovo won 1 matches against Bregalnica Stip, lost 3 matches, and 1 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2021-08-28 | Macedonian First Football League | Bregalnica Stip | 3 : 2 | Academy Pandev |
| 2021-08-22 | Macedonian First Football League | Borec Veles | 1 : 1 | Bregalnica Stip |
| 2021-08-18 | Macedonian First Football League | Bregalnica Stip | 3 : 3 | FK Shkendija 79 |
| 2021-08-15 | Macedonian First Football League | FK Skopje | 0 : 0 | Bregalnica Stip |
| 2021-08-08 | Macedonian First Football League | Bregalnica Stip | 0 : 0 | FK Shkupi |
| 2021-08-01 | International Club Friendly | Bregalnica Stip | 3 : 0 | Sileks |
| 2021-07-21 | International Club Friendly | FK Backa Backa Palanka | 1 : 2 | Bregalnica Stip |
| 2021-07-17 | International Club Friendly | FK Iskra Danilovgrad | 1 : 2 | Bregalnica Stip |
| 2021-07-15 | International Club Friendly | FK Graficar Beograd | 2 : 2 | Bregalnica Stip |
| 2021-07-11 | International Club Friendly | FK Mornar Bar | 0 : 2 | Bregalnica Stip |
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