| 2026-05-17 10:00:00May 17, 2026 | Poeshevo  | - |  Jeni Maale | 10:00:0010:00 | N/A |
| 2026-05-10 10:00:00May 10, 2026 | Trnovci | - | Poeshevo | 10:00:0010:00 | N/A |
| 2026-05-03 10:00:00May 3, 2026 | Pobeda (I) | - | Poeshevo | 10:00:0010:00 | N/A |
| 2026-04-26 10:00:00April 26, 2026 | Poeshevo | - | Crna Reka | 10:00:0010:00 | N/A |
| 2026-04-19 10:00:00April 19, 2026 | Kroschu  | - | Poeshevo | 10:00:0010:00 | N/A |
| 2026-04-10 16:00:00April 10, 2026 | Poeshevo | 2 - 2 | Bair Sport | 16:00:0016:00 | N/A |
| 2026-04-05 10:00:00April 5, 2026 | Pelagonija Bel Kamen  | 1 - 3 | Poeshevo | 10:00:0010:00 | N/A |
| 2026-03-29 10:00:35March 29, 2026 | Pobeda (I) | 3 - 3 | Poeshevo | 10:00:3510:00 | N/A |
| 2026-03-22 10:00:19March 22, 2026 | Poeshevo | 3 - 1 | Trnovci | 10:00:1910:00 | N/A |
| 2026-03-15 10:00:11March 15, 2026 | Poeshevo | 0 - 1 | Kroschu | 10:00:1110:00 | N/A |
| 2025-11-30 10:00:00November 30, 2025 | Pelagonija Bel Kamen | 5 - 1 | Poeshevo | 10:00:0010:00 | N/A |
| 2025-11-23 10:00:00November 23, 2025 | Poeshevo | 1 - 1 | Jeni Maale | 10:00:0010:00 | N/A |
| 2025-11-16 10:00:00November 16, 2025 | Crna Reka | 5 - 1 | Poeshevo | 10:00:0010:00 | N/A |
| 2025-11-09 10:00:00November 9, 2025 | Poeshevo | 1 - 2 | Bair Sport | 10:00:0010:00 | N/A |
| 2025-11-02 10:00:00November 2, 2025 | Poeshevo | 3 - 3 | Pobeda (I) | 10:00:0010:00 | N/A |
| 2025-10-26 10:00:00October 26, 2025 | Trnovci | 1 - 0 | Poeshevo | 10:00:0010:00 | N/A |
| 2025-10-12 10:00:00October 12, 2025 | Kroschu | 4 - 1 | Poeshevo | 10:00:0010:00 | N/A |
| 2025-10-05 10:00:00October 5, 2025 | Poeshevo | 1 - 1 | Pelagonija Bel Kamen | 10:00:0010:00 | N/A |
| 2025-09-28 10:00:00September 28, 2025 | Jeni Maale | 0 - 3 | Poeshevo | 10:00:0010:00 | N/A |
| 2025-09-21 10:00:00September 21, 2025 | Poeshevo | 4 - 1 | Crna Reka | 10:00:0010:00 | N/A |
| 2025-09-14 16:00:06September 14, 2025 | Bair Sport | 4 - 1 | Poeshevo | 16:00:0616:00 | N/A |
| 2025-05-18 10:00:30May 18, 2025 | Partizan (D) | 3 - 2 | Poeshevo | 10:00:3010:00 | N/A |
| 2025-05-14 17:00:55May 14, 2025 | Poeshevo | 2 - 4 | Jeni Maale | 17:00:5517:00 | N/A |
| 2025-05-11 10:00:25May 11, 2025 | Kroschu | 3 - 0 | Poeshevo | 10:00:2510:00 | N/A |
| 2025-05-04 10:00:52May 4, 2025 | Poeshevo | 2 - 3 | Pobeda (I) | 10:00:5210:00 | N/A |
| 2025-04-27 10:00:24April 27, 2025 | Bair Sport | 0 - 0 | Poeshevo | 10:00:2410:00 | N/A |
| 2025-04-21 12:00:54April 21, 2025 | Poeshevo | 1 - 1 | Crna Reka | 12:00:5412:00 | N/A |
| 2025-04-18 16:00:16April 18, 2025 | Poeshevo | 2 - 2 | Pelagonija Bel Kamen | 16:00:1616:00 | N/A |
| 2025-04-13 10:00:14April 13, 2025 | Partizan (D) | 0 - 3 | Poeshevo | 10:00:1410:00 | N/A |
| 2025-04-06 10:00:42April 6, 2025 | Poeshevo | 1 - 3 | Bair Sport | 10:00:4210:00 | N/A |
| 2025-03-30 10:00:34March 30, 2025 | Poeshevo | 2 - 1 | Kroschu | 10:00:3410:00 | N/A |
| 2025-03-09 10:00:06March 9, 2025 | Crna Reka | 0 - 2 | Poeshevo | 10:00:0610:00 | N/A |
| 2025-02-16 10:00:45February 16, 2025 | Poeshevo | 4 - 1 | Elenik | 10:00:4510:00 | N/A |
| 2024-11-17 10:00:00November 17, 2024 | Poeshevo | 3 - 0 | Pelagonija Bel Kamen | 10:00:0010:00 | N/A |
| 2024-11-10 10:00:00November 10, 2024 | Jeni Maale | 2 - 2 | Poeshevo | 10:00:0010:00 | N/A |
| 2024-11-03 10:00:00November 3, 2024 | Poeshevo | 3 - 4 | Pobeda (I) | 10:00:0010:00 | N/A |
| 2024-10-27 10:00:00October 27, 2024 | Poeshevo | 5 - 0 | Partizan (D) | 10:00:0010:00 | N/A |
| 2024-10-20 10:00:00October 20, 2024 | Bair Sport | 2 - 2 | Poeshevo | 10:00:0010:00 | N/A |
| 2024-10-13 10:00:00October 13, 2024 | Kroschu | 1 - 0 | Poeshevo | 10:00:0010:00 | N/A |
| 2024-10-06 10:00:00October 6, 2024 | Poeshevo | 1 - 2 | Crna Reka | 10:00:0010:00 | N/A |
| 2024-09-29 10:00:00September 29, 2024 | Pelagonija Bel Kamen | 4 - 0 | Poeshevo | 10:00:0010:00 | N/A |
| 2024-09-22 10:00:00September 22, 2024 | Poeshevo | 4 - 3 | Jeni Maale | 10:00:0010:00 | N/A |
| 2024-09-15 10:00:00September 15, 2024 | Pobeda (I) | 2 - 1 | Poeshevo | 10:00:0010:00 | N/A |
| 2024-09-09 16:30:40September 9, 2024 | Poeshevo | - |  DOSK | 16:30:4016:30 | N/A |
| 2020-03-01 14:30:52March 1, 2020 | Lisolaj  | 5 - 1 | Poeshevo | 14:30:5214:30 | N/A |
| 2020-02-23 10:00:46February 23, 2020 | Poeshevo | 2 - 0 |  Svetlost (K) | 10:00:4610:00 | N/A |
| 2019-11-24 10:00:18November 24, 2019 | Poeshevo | 5 - 3 | Chagor | 10:00:1810:00 | N/A |
| 2019-11-17 10:00:53November 17, 2019 | Novaci 2011 | 1 - 4 | Poeshevo | 10:00:5310:00 | N/A |
| 2019-11-10 10:00:10November 10, 2019 | Poeshevo | 2 - 0 | DOSK | 10:00:1010:00 | N/A |
| 2019-11-03 10:00:34November 3, 2019 | Old Boys | 2 - 4 | Poeshevo | 10:00:3410:00 | N/A |
| 2019-10-27 10:00:52October 27, 2019 | Poeshevo | 3 - 1 | Jeni Maale | 10:00:5210:00 | N/A |
| 2019-10-23 14:30:26October 23, 2019 | Napredok (N) | 0 - 0 | Poeshevo | 14:30:2614:30 | N/A |
| 2019-10-20 10:00:34October 20, 2019 | Poeshevo | 5 - 3 |  Pelagonija (D) | 10:00:3410:00 | N/A |
| 2019-10-13 15:00:35October 13, 2019 | Bukovo  | 3 - 6 | Poeshevo | 15:00:3515:00 | N/A |
| 2019-10-06 10:00:02October 6, 2019 | Crna Reka | 1 - 3 | Poeshevo | 10:00:0210:00 | N/A |
| 2019-09-29 10:00:27September 29, 2019 | Poeshevo | 2 - 3 | Pobeda (I) | 10:00:2710:00 | N/A |
| 2019-09-22 10:00:07September 22, 2019 | Kosmos | 2 - 2 | Poeshevo | 10:00:0710:00 | N/A |
| 2019-09-15 10:00:18September 15, 2019 | Poeshevo | 5 - 0 |  Pelagonija (L) | 10:00:1810:00 | N/A |
| 2019-09-08 16:30:58September 8, 2019 | Karamani | 0 - 6 | Poeshevo | 16:30:5816:30 | N/A |
| 2019-09-01 10:00:07September 1, 2019 | Poeshevo | 2 - 1 | Lisolaj | 10:00:0710:00 | N/A |
| 2019-08-25 10:00:01August 25, 2019 | Svetlost (K) | 2 - 3 | Poeshevo | 10:00:0110:00 | N/A |
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