| 2026-09-02 16:30:24September 2, 2026 | Pobeda (V)  | - | Struga | 16:30:2416:30 | N/A |
| 2026-08-30 17:00:10August 30, 2026 | Horizont  | - | Pobeda (V) | 17:00:1017:00 | N/A |
| 2026-08-16 17:45:13August 16, 2026 | Pobeda (V)  | 2 - 5 | Ograzhden (NS) | 17:45:1317:45 | N/A |
| 2026-07-22 18:00:51July 22, 2026 | Pobeda (V)  | 1 - 1 | Osogovo | 18:00:5118:00 | N/A |
| 2026-05-30 16:30:25May 30, 2026 | Pobeda (V)  | 0 - 2 | Kamjani | 16:30:2516:30 | N/A |
| 2026-05-24 17:00:00May 24, 2026 | Pobeda (V)  | 3 - 0 (awarded) | Bregalnica 1926 | 17:00:0017:00 | N/A |
| 2026-05-17 17:00:00May 17, 2026 | Karbinci  | 1 - 3 | Pobeda (V) | 17:00:0017:00 | N/A |
| 2026-05-10 17:00:00May 10, 2026 | Pobeda (V)  | 3 - 0 (awarded) | Tiverija | 17:00:0017:00 | N/A |
| 2026-05-03 16:00:00May 3, 2026 | Malesh  | 2 - 3 | Pobeda (V) | 16:00:0016:00 | N/A |
| 2026-04-26 16:00:00April 26, 2026 | Pobeda (V)  | 2 - 0 | Horizont | 16:00:0016:00 | N/A |
| 2026-04-19 16:00:00April 19, 2026 | Dojransko Ezero  | 0 - 1 | Pobeda (V) | 16:00:0016:00 | N/A |
| 2026-03-29 15:00:00March 29, 2026 | Ovche Pole  | 1 - 0 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2026-03-15 14:00:00March 15, 2026 | Udarnik  | 0 - 0 | Pobeda (V) | 14:00:0014:00 | N/A |
| 2026-02-28 14:00:39February 28, 2026 | Bregalnica 1926  | 1 - 5 | Pobeda (V) | 14:00:3914:00 | N/A |
| 2026-02-25 15:00:57February 25, 2026 | Rosoman 83  | 3 - 2 | Pobeda (V) | 15:00:5715:00 | N/A |
| 2026-02-13 15:00:44February 13, 2026 | Pobeda (V)  | 1 - 2 | Osogovo | 15:00:4415:00 | N/A |
| 2026-02-07 13:00:06February 7, 2026 | Pobeda (V)  | 0 - 3 | Kozhuf | 13:00:0613:00 | N/A |
| 2026-01-31 13:00:27January 31, 2026 | Bregalnica  | 5 - 1 | Pobeda (V) | 13:00:2713:00 | N/A |
| 2026-01-29 13:00:29January 29, 2026 | Pobeda (V)  | 1 - 6 | Detonit Plachkovica | 13:00:2913:00 | N/A |
| 2026-01-24 14:00:20January 24, 2026 | Pobeda (V)  | 3 - 0 | Vardar (N) | 14:00:2014:00 | N/A |
| 2025-11-23 13:00:00November 23, 2025 | Bregalnica 1926  | 1 - 2 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2025-11-16 13:00:00November 16, 2025 | Pobeda (V)  | 1 - 0 | Karbinci | 13:00:0013:00 | N/A |
| 2025-11-09 13:00:00November 9, 2025 | Tiverija  | 1 - 6 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2025-11-01 13:30:00November 1, 2025 | Horizont  | 3 - 3 | Pobeda (V) | 13:30:0013:30 | N/A |
| 2025-10-29 13:30:00October 29, 2025 | Pobeda (V)  | 3 - 0 (awarded) | Dojransko Ezero | 13:30:0013:30 | N/A |
| 2025-10-26 14:00:00October 26, 2025 | Pobeda (V)  | 8 - 1 | Malesh | 14:00:0014:00 | N/A |
| 2025-10-05 15:00:00October 5, 2025 | Rudar  | 0 - 1 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2025-09-28 15:00:00September 28, 2025 | Pobeda (V)  | 3 - 1 | Ovche Pole | 15:00:0015:00 | N/A |
| 2025-09-21 15:00:00September 21, 2025 | Svetlost (Z)  | 1 - 3 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2025-09-14 15:00:00September 14, 2025 | Pobeda (V)  | 3 - 0 | Udarnik | 15:00:0015:00 | N/A |
| 2025-09-06 17:00:44September 6, 2025 | Pobeda (V)  | 0 - 1 | Euromilk | 17:00:4417:00 | N/A |
| 2025-08-31 17:00:51August 31, 2025 | Pobeda (V)  | 2 - 0 | Horizont | 17:00:5117:00 | N/A |
| 2025-08-26 16:00:05August 26, 2025 | Pobeda (V)  | 0 - 6 | Bregalnica | 16:00:0516:00 | N/A |
| 2025-08-16 17:30:31August 16, 2025 | Kozhuf  | 4 - 0 | Pobeda (V) | 17:30:3117:30 | N/A |
| 2025-08-09 17:30:36August 9, 2025 | Sloga 1934  | 3 - 0 | Pobeda (V) | 17:30:3617:30 | N/A |
| 2025-08-06 17:00:58August 6, 2025 | Pobeda (V)  | 0 - 5 | Belasica | 17:00:5817:00 | N/A |
| 2025-07-24 17:30:07July 24, 2025 | Golemo Konjari  | 2 - 0 | Pobeda (V) | 17:30:0717:30 | N/A |
| 2022-11-20 13:00:00November 20, 2022 | Pobeda (V)  | 1 - 1 | Karbinci | 13:00:0013:00 | N/A |
| 2022-11-13 13:00:00November 13, 2022 | Rudar  | 3 - 0 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2022-11-06 13:00:00November 6, 2022 | Pobeda (V)  | 1 - 4 | Ovche Pole | 13:00:0013:00 | N/A |
| 2022-10-30 13:00:00October 30, 2022 | Atletiko  | 3 - 1 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2022-10-23 13:00:00October 23, 2022 | Pobeda (V)  | 0 - 3 | Spartmani | 13:00:0013:00 | N/A |
| 2022-10-16 14:00:00October 16, 2022 | Dojransko Ezero  | 2 - 0 | Pobeda (V) | 14:00:0014:00 | N/A |
| 2022-10-09 14:00:00October 9, 2022 | Pobeda (V)  | 1 - 1 | Malesh | 14:00:0014:00 | N/A |
| 2022-10-02 15:00:00October 2, 2022 | Bregalnica 1926  | 4 - 2 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2022-09-25 15:00:00September 25, 2022 | Tiverija  | 5 - 1 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2022-09-18 15:00:00September 18, 2022 | Pobeda (V)  | 4 - 0 | Vardarski | 15:00:0015:00 | N/A |
| 2022-09-11 16:00:50September 11, 2022 | Osogovo  | 6 - 0 | Pobeda (V) | 16:00:5016:00 | N/A |
| 2018-05-19 16:30:26May 19, 2018 | Pobeda (V)  | 1 - 12 | Tikvesh | 16:30:2616:30 | N/A |
| 2018-05-05 16:30:55May 5, 2018 | Detonit Plachkovica  | 8 - 2 | Pobeda (V) | 16:30:5516:30 | N/A |
| 2018-04-28 16:00:18April 28, 2018 | Pobeda (V)  | 3 - 5 | Osogovo | 16:00:1816:00 | N/A |
| 2018-04-24 16:00:52April 24, 2018 | Sasa  | 3 - 0 | Pobeda (V) | 16:00:5216:00 | N/A |
| 2018-04-21 16:00:48April 21, 2018 | Pobeda (V)  | 0 - 12 | Belasica | 16:00:4816:00 | N/A |
| 2018-04-17 16:00:18April 17, 2018 | Bregalnica  | 7 - 2 | Pobeda (V) | 16:00:1816:00 | N/A |
| 2018-04-14 16:00:26April 14, 2018 | Pobeda (V)  | 0 - 5 | Borec | 16:00:2616:00 | N/A |
| 2018-04-07 16:00:26April 7, 2018 | Kozhuf  | 2 - 0 | Pobeda (V) | 16:00:2616:00 | N/A |
| 2018-03-31 15:00:50March 31, 2018 | Sasa  | 7 - 1 | Pobeda (V) | 15:00:5015:00 | N/A |
| 2018-03-10 14:00:53March 10, 2018 | Osogovo  | 4 - 0 | Pobeda (V) | 14:00:5314:00 | N/A |
| 2018-03-06 14:00:00March 6, 2018 | Pobeda (V)  | 1 - 8 | Belasica | 14:00:0014:00 | N/A |
| 2017-11-25 13:00:00November 25, 2017 | Detonit Plachkovica  | 4 - 1 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2017-11-18 13:00:00November 18, 2017 | Pobeda (V)  | 1 - 3 | Tikvesh | 13:00:0013:00 | N/A |
| 2017-11-11 13:00:00November 11, 2017 | Kozhuf  | 2 - 0 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2017-11-04 13:30:00November 4, 2017 | Pobeda (V)  | 1 - 1 | Bregalnica | 13:30:0013:30 | N/A |
| 2017-10-28 13:30:00October 28, 2017 | Borec  | 2 - 2 | Pobeda (V) | 13:30:0013:30 | N/A |
| 2017-10-21 14:30:00October 21, 2017 | Pobeda (V)  | 1 - 1 | Sasa | 14:30:0014:30 | N/A |
| 2017-10-14 14:30:00October 14, 2017 | Horizont  | 0 - 3 | Pobeda (V) | 14:30:0014:30 | N/A |
| 2017-10-07 14:30:00October 7, 2017 | Pobeda (V)  | 3 - 0 | Osogovo | 14:30:0014:30 | N/A |
| 2017-10-01 15:00:00October 1, 2017 | Belasica  | 3 - 1 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2017-09-26 15:30:00September 26, 2017 | Pobeda (V)  | 0 - 2 | Detonit Plachkovica | 15:30:0015:30 | N/A |
| 2017-09-23 15:30:00September 23, 2017 | Tikvesh  | 1 - 0 | Pobeda (V) | 15:30:0015:30 | N/A |
| 2017-09-16 15:30:00September 16, 2017 | Pobeda (V)  | 1 - 2 | Kozhuf | 15:30:0015:30 | N/A |
| 2017-09-09 16:00:00September 9, 2017 | Bregalnica  | 1 - 1 | Pobeda (V) | 16:00:0016:00 | N/A |
| 2017-08-27 16:30:00August 27, 2017 | Pobeda (V)  | 0 - 0 | Borec | 16:30:0016:30 | N/A |
| 2017-05-21 16:30:00May 21, 2017 | Napredok (KR)  | 3 - 0 | Pobeda (V) | 16:30:0016:30 | N/A |
| 2017-05-14 16:30:00May 14, 2017 | Pobeda (V)  | 2 - 3 | Borec | 16:30:0016:30 | N/A |
| 2017-05-07 16:30:00May 7, 2017 | Zorbas-Pobeda  | 2 - 4 | Pobeda (V) | 16:30:0016:30 | N/A |
| 2017-05-03 16:30:00May 3, 2017 | Rosoman 83  | 2 - 3 | Pobeda (V) | 16:30:0016:30 | N/A |
| 2017-04-28 16:00:00April 28, 2017 | Pobeda (V)  | 3 - 1 | Dojransko Ezero | 16:00:0016:00 | N/A |
| 2017-04-23 16:00:00April 23, 2017 | Pobeda (V)  | 1 - 0 | Prevalec | 16:00:0016:00 | N/A |
| 2017-04-09 15:00:00April 9, 2017 | Pobeda (V)  | 1 - 3 | Mladost (U) | 15:00:0015:00 | N/A |
| 2017-04-02 15:00:00April 2, 2017 | Gemidjii  | 4 - 4 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2017-03-26 14:00:00March 26, 2017 | Pobeda (V)  | 0 - 0 | Kozhuf | 14:00:0014:00 | N/A |
| 2017-03-19 14:00:00March 19, 2017 | Partizan (O)  | 2 - 3 | Pobeda (V) | 14:00:0014:00 | N/A |
| 2017-03-12 14:00:00March 12, 2017 | Pobeda (V)  | 2 - 2 | Pitu Guli | 14:00:0014:00 | N/A |
| 2017-03-05 13:30:00March 5, 2017 | Golemo Konjari  | 3 - 3 | Pobeda (V) | 13:30:0013:30 | N/A |
| 2016-12-04 13:00:00December 4, 2016 | Pobeda (V)  | 1 - 2 | Napredok (KR) | 13:00:0013:00 | N/A |
| 2016-11-27 13:00:00November 27, 2016 | Borec  | 0 - 1 | Pobeda (V) | 13:00:0013:00 | N/A |
| 2016-11-20 13:00:00November 20, 2016 | Pobeda (V)  | 3 - 0 | Zorbas-Pobeda | 13:00:0013:00 | N/A |
| 2016-11-13 13:30:00November 13, 2016 | Dojransko Ezero  | 0 - 4 | Pobeda (V) | 13:30:0013:30 | N/A |
| 2016-11-06 13:30:00November 6, 2016 | Prevalec  | 1 - 2 | Pobeda (V) | 13:30:0013:30 | N/A |
| 2016-10-30 13:30:00October 30, 2016 | Pobeda (V)  | 4 - 0 | Rosoman 83 | 13:30:0013:30 | N/A |
| 2016-10-23 14:30:00October 23, 2016 | Mladost (U)  | 1 - 3 | Pobeda (V) | 14:30:0014:30 | N/A |
| 2016-10-16 14:30:00October 16, 2016 | Pobeda (V)  | 2 - 1 | Gemidjii | 14:30:0014:30 | N/A |
| 2016-10-09 15:00:00October 9, 2016 | Kozhuf  | 3 - 1 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2016-10-02 15:00:00October 2, 2016 | Pobeda (V)  | 4 - 0 | Partizan (O) | 15:00:0015:00 | N/A |
| 2016-09-25 15:00:00September 25, 2016 | Pitu Guli  | 2 - 2 | Pobeda (V) | 15:00:0015:00 | N/A |
| 2016-09-18 16:00:00September 18, 2016 | Pobeda (V)  | 6 - 1 | Golemo Konjari | 16:00:0016:00 | N/A |
| 2016-09-11 16:00:00September 11, 2016 | 11 Oktomvri  | 0 - 5 | Pobeda (V) | 16:00:0016:00 | N/A |
| 1995-06-14 17:30:41June 14, 1995 | Pobeda (V)  | 0 - 5 | Vardar | 17:30:4117:30 | N/A |
| 1993-06-20 17:00:00June 20, 1993 | Udarnik  | 3 - 0 | Pobeda (V) | 17:00:0017:00 | N/A |
| 1993-06-16 17:00:00June 16, 1993 | Pobeda (V)  | 4 - 2 | Ovche Pole | 17:00:0017:00 | N/A |
| 1993-06-12 17:00:00June 12, 1993 | Sloga 1934  | 2 - 1 | Pobeda (V) | 17:00:0017:00 | N/A |
| 1993-06-09 17:00:00June 9, 1993 | Pobeda (V)  | 8 - 1 | Golemo Konjari | 17:00:0017:00 | N/A |
| 1993-06-06 17:00:00June 6, 1993 | Karaorman  | 3 - 0 | Pobeda (V) | 17:00:0017:00 | N/A |
| 1993-05-29 00:00:00May 29, 1993 | Pobeda (V)  | 1 - 0 | Napredok | 00:00:0000:00 | N/A |
| 1993-05-22 00:00:00May 22, 1993 | Rabotnichki  | 1 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-05-15 00:00:00May 15, 1993 | Pobeda (V)  | 1 - 0 | Gostivar | 00:00:0000:00 | N/A |
| 1993-05-08 00:00:00May 8, 1993 | Ljuboten  | 2 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-05-06 00:00:00May 6, 1993 | Pobeda (V)  | 1 - 1 | Prespa | 00:00:0000:00 | N/A |
| 1993-05-01 00:00:00May 1, 1993 | Ohrid Lychnidos  | 2 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-04-24 00:00:00April 24, 1993 | Pobeda (V)  | 3 - 1 | Bregalnica 1926 | 00:00:0000:00 | N/A |
| 1993-04-17 00:00:00April 17, 1993 | Madjari Solidarnost  | 4 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-04-10 00:00:00April 10, 1993 | Pobeda (V)  | 1 - 2 | Skopje | 00:00:0000:00 | N/A |
| 1993-04-07 00:00:00April 7, 1993 | Kozhuf  | 2 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-04-03 00:00:00April 3, 1993 | Pobeda (V)  | 1 - 0 | Kumanovo | 00:00:0000:00 | N/A |
| 1993-03-27 00:00:00March 27, 1993 | Novaci  | 0 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1993-03-20 00:00:00March 20, 1993 | Pobeda (V)  | 4 - 0 | Metalurg (V) | 00:00:0000:00 | N/A |
| 1993-03-13 00:00:25March 13, 1993 | Bratstvo (R)  | 2 - 1 | Pobeda (V) | 00:00:2500:00 | N/A |
| 1992-12-05 00:00:00December 5, 1992 | Pobeda (V)  | 3 - 2 | Udarnik | 00:00:0000:00 | N/A |
| 1992-12-02 00:00:00December 2, 1992 | Ovche Pole  | 1 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-11-28 00:00:00November 28, 1992 | Pobeda (V)  | 1 - 0 | Sloga 1934 | 00:00:0000:00 | N/A |
| 1992-11-21 00:00:00November 21, 1992 | Golemo Konjari  | 0 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-11-14 00:00:00November 14, 1992 | Pobeda (V)  | 2 - 1 | Karaorman | 00:00:0000:00 | N/A |
| 1992-11-07 00:00:00November 7, 1992 | Napredok  | 2 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-10-31 00:00:00October 31, 1992 | Pobeda (V)  | 1 - 0 | Rabotnichki | 00:00:0000:00 | N/A |
| 1992-10-26 00:00:00October 26, 1992 | Gostivar  | 3 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-10-21 00:00:00October 21, 1992 | Pobeda (V)  | 2 - 1 | Ljuboten | 00:00:0000:00 | N/A |
| 1992-10-17 00:00:00October 17, 1992 | Prespa  | 3 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-10-10 00:00:00October 10, 1992 | Pobeda (V)  | 1 - 0 | Ohrid Lychnidos | 00:00:0000:00 | N/A |
| 1992-10-03 00:00:00October 3, 1992 | Bregalnica 1926  | 2 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-09-26 00:00:00September 26, 1992 | Pobeda (V)  | 4 - 2 | Madjari Solidarnost | 00:00:0000:00 | N/A |
| 1992-09-23 00:00:00September 23, 1992 | Skopje  | 4 - 0 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-09-19 00:00:00September 19, 1992 | Pobeda (V)  | 2 - 1 | Kozhuf | 00:00:0000:00 | N/A |
| 1992-09-12 00:00:00September 12, 1992 | Kumanovo  | 2 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-09-05 00:00:00September 5, 1992 | Pobeda (V)  | 2 - 1 | Novaci | 00:00:0000:00 | N/A |
| 1992-08-29 00:00:00August 29, 1992 | Metalurg (V)  | 4 - 1 | Pobeda (V) | 00:00:0000:00 | N/A |
| 1992-08-22 00:00:00August 22, 1992 | Pobeda (V)  | 2 - 1 | Bratstvo (R) | 00:00:0000:00 | N/A |