Osogovo in Macedonian Prva Liga
| Div. | # | Clubname | M | W | D | L | Goal | Pt | GD | Result | ||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 2001/02 | PR | 10 | Osogovo | 10 | 4 | 0 | 6 | 12 - 17 | 12 | -5 | ||
| QR | 11 | Osogovo | 22 | 5 | 1 | 16 | 18 - 40 | 16 | -22 | Qualification to Relegation Round | ||
| PR | 12 | Osogovo | 20 | 5 | 4 | 11 | 22 - 38 | 19 | -16 |  Relegated | ||
| 2000/01 | D1 | 9 | Osogovo | 26 | 10 | 4 | 12 | 39 - 42 | 34 | -3 | ||
| 1999/00 | D1 | 12 | Osogovo | 26 | 7 | 5 | 14 | 34 - 53 | 26 | -19 | ||
| 1998/99 | D1 | 12 | Osogovo | 26 | 7 | 4 | 15 | 27 - 47 | 25 | -20 | ||
| 1995/96 | D1 | 14 | Osogovo | 28 | 6 | 8 | 14 | 29 - 53 | 26 | -24 | Relegated | |
| 1994/95 | D1 | 6 | Osogovo | 30 | 11 | 9 | 10 | 53 - 34 | 42 | +19 | ||
| 1993/94 | D1 | 9 | Osogovo | 30 | 9 | 9 | 12 | 33 - 44 | 27 | -11 | ||
| 1992/93 | D1 | 8 | Osogovo | 34 | 13 | 8 | 13 | 39 - 41 | 34 | -2 | ||
| Pts = Points M = Matches played; W = Matches won; D = Matches drawn; L = Matches lost; GD = Goal difference; | ||||||||||||
| Notes: PR - Relegation/Promotion (head-to-head) QR - Qualifying Round PR - Relegation/Promotion (summary) D1 - First division |
Notes:
 - participation in European competition
 - national cup holder
 - participation in European competition
 - promoted
- relegated
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