| 2026-05-24 17:00:00May 24, 2026 | Brera Strumica  | - | Shkupi | 17:00:0017:00 | N/A |
| 2026-05-17 17:00:00May 17, 2026 | Shkupi | - |  Rabotnichki | 17:00:0017:00 | N/A |
| 2026-05-10 17:00:00May 10, 2026 | Pelister  | - | Shkupi | 17:00:0017:00 | N/A |
| 2026-05-01 16:00:00May 1, 2026 | Shkupi | - |  Makedonija GjP | 16:00:0016:00 | N/A |
| 2026-04-24 12:00:00April 24, 2026 | Arsimi | - | Shkupi | 12:00:0012:00 | N/A |
| 2026-04-18 13:00:00April 18, 2026 | Shkupi | 0 - 7 |  Vardar | 13:00:0013:00 | N/A |
| 2026-04-13 15:30:00April 13, 2026 | Shkëndija  | 6 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2026-04-09 15:30:00April 9, 2026 | Shkupi | 0 - 3 | Struga | 15:30:0015:30 | N/A |
| 2026-04-03 15:30:00April 3, 2026 | Sileks | 6 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2026-03-23 12:00:00March 23, 2026 | Shkupi | 2 - 3 | Bashkimi | 12:00:0012:00 | N/A |
| 2026-03-15 12:00:00March 15, 2026 | Tikvesh | 6 - 0 | Shkupi | 12:00:0012:00 | N/A |
| 2026-03-07 13:00:00March 7, 2026 | Struga | 5 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2026-03-03 14:00:00March 3, 2026 | Shkupi | 0 - 2 | Bashkimi | 14:00:0014:00 | N/A |
| 2026-02-28 12:00:00February 28, 2026 | Rabotnichki | 3 - 0 | Shkupi | 12:00:0012:00 | N/A |
| 2026-02-22 14:00:00February 22, 2026 | Shkupi | 0 - 3 | Arsimi | 14:00:0014:00 | N/A |
| 2026-02-16 13:00:00February 16, 2026 | Makedonija GjP | 3 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2026-02-10 14:00:00February 10, 2026 | Shkupi | 0 - 6 | Tikvesh | 14:00:0014:00 | N/A |
| 2026-02-04 14:00:58February 4, 2026 | Shkupi | 0 - 1 | Arsimi | 14:00:5814:00 | N/A |
| 2026-01-24 13:00:14January 24, 2026 | Makedonija GjP | 0 - 0 | Shkupi | 13:00:1413:00 | N/A |
| 2026-01-18 13:00:54January 18, 2026 | Shkupi | 2 - 5 | Rabotnichki | 13:00:5413:00 | N/A |
| 2025-12-07 13:00:00December 7, 2025 | Shkupi | 1 - 3 | Brera Strumica | 13:00:0013:00 | N/A |
| 2025-11-30 13:00:00November 30, 2025 | Vardar | 6 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2025-11-25 13:00:00November 25, 2025 | Shkupi | 0 - 3 | Pelister | 13:00:0013:00 | N/A |
| 2025-11-15 13:00:00November 15, 2025 | Shkupi | 1 - 2 | Shkëndija | 13:00:0013:00 | N/A |
| 2025-11-10 13:00:00November 10, 2025 | Sileks | 5 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2025-10-30 13:30:00October 30, 2025 | Shkupi | 1 - 2 | Struga | 13:30:0013:30 | N/A |
| 2025-10-24 14:30:00October 24, 2025 | Bashkimi | 4 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 2025-10-04 15:00:00October 4, 2025 | Shkupi | 1 - 1 | Rabotnichki | 15:00:0015:00 | N/A |
| 2025-09-27 15:00:00September 27, 2025 | Arsimi | 4 - 2 | Shkupi | 15:00:0015:00 | N/A |
| 2025-09-24 15:00:20September 24, 2025 | Ohrid Lychnidos | 3 - 0 | Shkupi | 15:00:2015:00 | N/A |
| 2025-09-20 15:30:00September 20, 2025 | Shkupi | 0 - 2 | Makedonija GjP | 15:30:0015:30 | N/A |
| 2025-09-17 15:30:00September 17, 2025 | Tikvesh | 1 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2025-09-13 15:30:00September 13, 2025 | Brera Strumica | 1 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2025-09-10 15:30:47September 10, 2025 | Kozhuf | 0 - 2 | Shkupi | 15:30:4715:30 | N/A |
| 2025-08-29 16:30:00August 29, 2025 | Shkupi | 2 - 4 | Vardar | 16:30:0016:30 | N/A |
| 2025-08-25 17:00:00August 25, 2025 | Pelister | 2 - 0 | Shkupi | 17:00:0017:00 | N/A |
| 2025-08-17 17:00:10August 17, 2025 | Shkupi | 0 - 3 (awarded) | Sileks | 17:00:1017:00 | N/A |
| 2025-08-08 17:00:55August 8, 2025 | Shkëndija | 5 - 1 | Shkupi | 17:00:5517:00 | N/A |
| 2025-07-30 18:00:50July 30, 2025 | Shkupi | - | Arsimi | 18:00:50Canceled | N/A |
| 2025-07-26 18:00:10July 26, 2025 | Shkupi | 1 - 0 |  Shkëndija 77 | 18:00:1018:00 | N/A |
| 2025-07-20 18:00:13July 20, 2025 | Shkupi | 3 - 0 | Brera Strumica | 18:00:1318:00 | N/A |
| 2025-05-17 17:00:00May 17, 2025 | Voska Sport  | 0 - 3 (awarded) | Shkupi | 17:00:0017:00 | N/A |
| 2025-05-12 17:00:38May 12, 2025 | Shkupi | 1 - 6 | Shkëndija 77 | 17:00:3817:00 | N/A |
| 2025-05-11 17:00:00May 11, 2025 | Shkupi | 1 - 1 | Tikvesh | 17:00:0017:00 | N/A |
| 2025-05-07 17:00:00May 7, 2025 | Brera Strumica | 4 - 3 | Shkupi | 17:00:0017:00 | N/A |
| 2025-05-03 16:00:00May 3, 2025 | Shkupi | 0 - 2 | Vardar | 16:00:0016:00 | N/A |
| 2025-04-27 16:00:00April 27, 2025 | Shkëndija | 3 - 3 | Shkupi | 16:00:0016:00 | N/A |
| 2025-04-19 16:00:00April 19, 2025 | Shkupi | 1 - 2 | Sileks | 16:00:0016:00 | N/A |
| 2025-04-13 16:00:00April 13, 2025 | Gostivar | 3 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2025-04-06 15:00:00April 6, 2025 | Shkupi | 0 - 0 | Rabotnichki | 15:00:0015:00 | N/A |
| 2025-03-31 15:00:00March 31, 2025 | Struga | 0 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2025-03-15 15:00:20March 15, 2025 | Shkupi | 0 - 1 | Pelister | 15:00:2015:00 | N/A |
| 2025-03-09 14:00:58March 9, 2025 | Shkupi | 2 - 3 |  Besa (DD) | 14:00:5814:00 | N/A |
| 2025-03-05 14:00:00March 5, 2025 | Tikvesh | 1 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2025-03-02 14:00:00March 2, 2025 | Shkupi | 3 - 1 | Pelister | 14:00:0014:00 | N/A |
| 2025-02-23 14:00:00February 23, 2025 | Brera Strumica | 1 - 2 | Shkupi | 14:00:0014:00 | N/A |
| 2025-02-16 14:00:00February 16, 2025 | Shkupi | 2 - 0 | Rabotnichki | 14:00:0014:00 | N/A |
| 2024-12-08 13:00:00December 8, 2024 | Besa (DD) | 0 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2024-12-03 13:00:00December 3, 2024 | Shkupi | 3 - 1 | Struga | 13:00:0013:00 | N/A |
| 2024-11-27 13:00:00November 27, 2024 | Shkëndija | 2 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2024-11-24 13:00:00November 24, 2024 | Shkupi | 0 - 2 | Sileks | 13:00:0013:00 | N/A |
| 2024-11-09 13:00:00November 9, 2024 | Vardar | 3 - 2 | Shkupi | 13:00:0013:00 | N/A |
| 2024-11-03 13:00:00November 3, 2024 | Shkupi | 0 - 1 | Gostivar | 13:00:0013:00 | N/A |
| 2024-10-30 13:00:00October 30, 2024 | Voska Sport | 3 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2024-10-27 13:00:00October 27, 2024 | Shkupi | 3 - 1 | Tikvesh | 13:00:0013:00 | N/A |
| 2024-10-23 14:00:31October 23, 2024 | Sileks | 0 (4) - 0 (3) | Shkupi | 14:00:3114:00 | N/A |
| 2024-10-20 14:00:00October 20, 2024 | Pelister | 0 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2024-10-05 14:00:00October 5, 2024 | Shkupi | 3 - 1 | Brera Strumica | 14:00:0014:00 | N/A |
| 2024-09-29 14:00:00September 29, 2024 | Rabotnichki | 2 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2024-09-25 15:00:00September 25, 2024 | Shkupi | 1 - 1 | Besa (DD) | 15:00:0015:00 | N/A |
| 2024-09-22 15:00:00September 22, 2024 | Struga | 0 - 3 | Shkupi | 15:00:0015:00 | N/A |
| 2024-09-18 15:00:10September 18, 2024 | Xhepçishti | 0 - 8 | Shkupi | 15:00:1015:00 | N/A |
| 2024-09-15 15:00:00September 15, 2024 | Shkupi | 1 - 1 | Shkëndija | 15:00:0015:00 | N/A |
| 2024-09-07 16:00:41September 7, 2024 | Arsimi | 0 - 3 | Shkupi | 16:00:4116:00 | N/A |
| 2024-08-31 16:00:00August 31, 2024 | Sileks | 2 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2024-08-25 16:00:00August 25, 2024 | Shkupi | 3 - 0 | Vardar | 16:00:0016:00 | N/A |
| 2024-08-18 17:00:00August 18, 2024 | Gostivar | 2 - 0 | Shkupi | 17:00:0017:00 | N/A |
| 2024-08-11 17:00:00August 11, 2024 | Shkupi | 3 - 3 | Voska Sport | 17:00:0017:00 | N/A |
| 2024-08-04 17:00:32August 4, 2024 | Skopje | 1 - 4 | Shkupi | 17:00:3217:00 | N/A |
| 2024-05-18 17:00:00May 18, 2024 | Struga | 1 - 2 | Shkupi | 17:00:0017:00 | N/A |
| 2024-05-12 17:00:00May 12, 2024 | Shkupi | 0 - 0 | Brera Strumica | 17:00:0017:00 | N/A |
| 2024-05-04 17:00:00May 4, 2024 | Shkupi | 0 - 2 | Shkëndija | 17:00:0017:00 | N/A |
| 2024-05-01 16:00:00May 1, 2024 | Gostivar | 2 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2024-04-28 16:00:00April 28, 2024 | Shkupi | 3 - 2 | Tikvesh | 16:00:0016:00 | N/A |
| 2024-04-21 16:00:00April 21, 2024 | Sileks | 0 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2024-04-13 15:00:00April 13, 2024 | Shkupi | 3 - 1 | Makedonija GjP | 15:00:0015:00 | N/A |
| 2024-04-07 15:00:00April 7, 2024 | Bregalnica | 1 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2024-03-30 15:00:00March 30, 2024 | Shkupi | 3 - 0 | Vardar | 15:00:0015:00 | N/A |
| 2024-03-16 15:00:00March 16, 2024 | Voska Sport | 0 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2024-03-10 14:00:00March 10, 2024 | Shkupi | 3 - 2 | Rabotnichki | 14:00:0014:00 | N/A |
| 2024-03-06 14:00:00March 6, 2024 | Bregalnica | 0 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2024-03-03 14:00:00March 3, 2024 | Shkupi | 0 - 0 | Tikvesh | 14:00:0014:00 | N/A |
| 2024-02-24 14:00:00February 24, 2024 | Struga | 2 - 2 | Shkupi | 14:00:0014:00 | N/A |
| 2024-02-18 14:00:00February 18, 2024 | Shkupi | 3 - 0 | Voska Sport | 14:00:0014:00 | N/A |
| 2023-12-10 13:00:00December 10, 2023 | Brera Strumica | 0 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2023-12-03 13:00:00December 3, 2023 | Shkupi | 1 - 0 | Shkëndija | 13:00:0013:00 | N/A |
| 2023-11-29 13:00:00November 29, 2023 | Gostivar | 0 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2023-11-26 13:00:00November 26, 2023 | Shkupi | 1 - 0 | Makedonija GjP | 13:00:0013:00 | N/A |
| 2023-11-12 13:00:00November 12, 2023 | Sileks | 2 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2023-11-05 13:00:00November 5, 2023 | Shkupi | 2 - 0 | Vardar | 13:00:0013:00 | N/A |
| 2023-10-29 13:00:00October 29, 2023 | Shkupi | 3 - 0 | Rabotnichki | 13:00:0013:00 | N/A |
| 2023-10-22 14:00:00October 22, 2023 | Shkupi | 1 - 0 | Bregalnica | 14:00:0014:00 | N/A |
| 2023-10-07 14:00:00October 7, 2023 | Tikvesh | 1 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2023-10-01 14:00:00October 1, 2023 | Shkupi | 2 - 0 | Struga | 14:00:0014:00 | N/A |
| 2023-09-24 15:00:00September 24, 2023 | Voska Sport | 2 - 3 | Shkupi | 15:00:0015:00 | N/A |
| 2023-09-16 15:00:00September 16, 2023 | Shkupi | 1 - 0 | Brera Strumica | 15:00:0015:00 | N/A |
| 2023-09-02 16:00:00September 2, 2023 | Shkëndija | 0 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2023-08-27 16:00:00August 27, 2023 | Shkupi | 3 - 1 | Gostivar | 16:00:0016:00 | N/A |
| 2023-08-23 16:30:00August 23, 2023 | Makedonija GjP | 0 - 0 | Shkupi | 16:30:0016:30 | N/A |
| 2023-08-20 17:00:00August 20, 2023 | Shkupi | 1 - 1 | Sileks | 17:00:0017:00 | N/A |
| 2023-08-13 17:00:00August 13, 2023 | Vardar | 0 - 1 | Shkupi | 17:00:0017:00 | N/A |
| 2023-08-07 17:00:16August 7, 2023 | Rabotnichki | 3 - 1 | Shkupi | 17:00:1617:00 | N/A |
| 2023-05-14 17:00:00May 14, 2023 | Struga | 2 - 1 | Shkupi | 17:00:0017:00 | N/A |
| 2023-05-10 17:00:00May 10, 2023 | Shkupi | 3 - 0 | Makedonija GjP | 17:00:0017:00 | N/A |
| 2023-05-07 17:00:00May 7, 2023 | Shkupi | 2 - 1 | Shkëndija | 17:00:0017:00 | N/A |
| 2023-04-30 16:00:00April 30, 2023 | Sileks | 0 - 2 | Shkupi | 16:00:0016:00 | N/A |
| 2023-04-26 16:00:00April 26, 2023 | Shkupi | 3 - 0 | Bregalnica | 16:00:0016:00 | N/A |
| 2023-04-23 16:00:00April 23, 2023 | Tikvesh | 0 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2023-04-09 15:00:00April 9, 2023 | Pobeda (2010)  | 0 - 6 | Shkupi | 15:00:0015:00 | N/A |
| 2023-04-02 15:00:00April 2, 2023 | Shkupi | 0 - 1 | Skopje | 15:00:0015:00 | N/A |
| 2023-03-18 15:00:00March 18, 2023 | Brera Strumica | 1 - 1 | Shkupi | 15:00:0015:00 | N/A |
| 2023-03-12 14:00:00March 12, 2023 | Shkupi | 3 - 1 | Rabotnichki | 14:00:0014:00 | N/A |
| 2023-03-08 14:00:00March 8, 2023 | Struga | 2 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2023-03-04 14:00:00March 4, 2023 | Shkupi | 3 - 3 | Brera Strumica | 14:00:0014:00 | N/A |
| 2023-02-26 14:00:00February 26, 2023 | Sileks | 2 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2023-02-19 14:00:00February 19, 2023 | Shkupi | 2 - 0 | Shkëndija | 14:00:0014:00 | N/A |
| 2022-12-11 13:00:00December 11, 2022 | Rabotnichki | 2 - 4 | Shkupi | 13:00:0013:00 | N/A |
| 2022-12-04 13:00:00December 4, 2022 | Shkupi | 3 - 1 | Bregalnica | 13:00:0013:00 | N/A |
| 2022-11-27 13:00:00November 27, 2022 | Pobeda (2010) | 0 - 6 | Shkupi | 13:00:0013:00 | N/A |
| 2022-11-12 13:00:00November 12, 2022 | Shkupi | 3 - 1 | Skopje | 13:00:0013:00 | N/A |
| 2022-11-06 13:00:00November 6, 2022 | Shkupi | - |  Renova | 13:00:00Canceled | N/A |
| 2022-10-30 13:00:00October 30, 2022 | Makedonija GjP | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2022-10-26 14:00:00October 26, 2022 | Shkupi | 4 - 2 | Tikvesh | 14:00:0014:00 | N/A |
| 2022-10-16 14:00:00October 16, 2022 | Shkupi | 1 - 0 | Struga | 14:00:0014:00 | N/A |
| 2022-10-09 14:00:00October 9, 2022 | Brera Strumica | 0 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2022-10-02 15:00:00October 2, 2022 | Shkupi | 0 - 0 | Sileks | 15:00:0015:00 | N/A |
| 2022-09-17 15:00:00September 17, 2022 | Shkëndija | 0 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2022-09-11 16:00:00September 11, 2022 | Shkupi | 5 - 0 | Rabotnichki | 16:00:0016:00 | N/A |
| 2022-09-07 16:00:57September 7, 2022 | Tikvesh | 3 - 1 | Shkupi | 16:00:5716:00 | N/A |
| 2022-09-04 16:00:00September 4, 2022 | Bregalnica | 2 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2022-08-31 16:00:00August 31, 2022 | Shkupi | 1 - 1 | Pobeda (2010) | 16:00:0016:00 | N/A |
| 2022-08-28 16:00:00August 28, 2022 | Skopje | 0 - 2 | Shkupi | 16:00:0016:00 | N/A |
| 2022-08-21 17:00:00August 21, 2022 | Renova | - | Shkupi | 17:00:00Canceled | N/A |
| 2022-08-13 17:00:00August 13, 2022 | Shkupi | 2 - 1 | Makedonija GjP | 17:00:0017:00 | N/A |
| 2022-05-15 17:00:00May 15, 2022 | Shkupi | 3 - 0 | Brera Strumica | 17:00:0017:00 | N/A |
| 2022-05-08 17:00:00May 8, 2022 | Shkëndija | 0 - 0 | Shkupi | 17:00:0017:00 | N/A |
| 2022-05-04 17:00:00May 4, 2022 | Shkupi | 1 - 1 | Makedonija GjP | 17:00:0017:00 | N/A |
| 2022-04-30 17:00:00April 30, 2022 | Bregalnica | 4 - 1 | Shkupi | 17:00:0017:00 | N/A |
| 2022-04-23 16:00:00April 23, 2022 | Shkupi | 2 - 0 | Renova | 16:00:0016:00 | N/A |
| 2022-04-16 16:00:00April 16, 2022 | Pelister | 0 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2022-04-10 16:00:00April 10, 2022 | Shkupi | 3 - 1 | Borec | 16:00:0016:00 | N/A |
| 2022-04-06 13:00:00April 6, 2022 | Skopje | 0 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2022-04-03 15:00:00April 3, 2022 | Shkupi | 1 - 0 | Tikvesh | 15:00:0015:00 | N/A |
| 2022-03-18 15:00:00March 18, 2022 | Struga | 1 - 3 | Shkupi | 15:00:0015:00 | N/A |
| 2022-03-12 15:00:02March 12, 2022 | Shkupi | 2 - 0 | Rabotnichki | 15:00:0215:00 | N/A |
| 2022-03-09 14:00:02March 9, 2022 | Renova | 0 - 0 | Shkupi | 14:00:0214:00 | N/A |
| 2022-02-27 14:00:22February 27, 2022 | Shkupi | 3 - 2 | Tikvesh | 14:00:2214:00 | N/A |
| 2022-02-20 14:00:40February 20, 2022 | Rabotnichki | 0 - 1 | Shkupi | 14:00:4014:00 | N/A |
| 2022-02-13 14:00:37February 13, 2022 | Shkupi | 2 - 1 | Brera Strumica | 14:00:3714:00 | N/A |
| 2021-12-12 13:00:40December 12, 2021 | Borec | 0 - 3 | Shkupi | 13:00:4013:00 | N/A |
| 2021-12-08 13:00:16December 8, 2021 | Shkupi | 1 - 1 | Shkëndija | 13:00:1613:00 | N/A |
| 2021-12-05 13:00:07December 5, 2021 | Skopje | 1 - 3 | Shkupi | 13:00:0713:00 | N/A |
| 2021-11-28 13:00:07November 28, 2021 | Shkupi | 4 - 0 | Struga | 13:00:0713:00 | N/A |
| 2021-11-21 13:00:22November 21, 2021 | Shkupi | 5 - 0 | Pelister | 13:00:2213:00 | N/A |
| 2021-11-06 13:00:45November 6, 2021 | Makedonija GjP | 2 - 1 | Shkupi | 13:00:4513:00 | N/A |
| 2021-10-29 14:00:50October 29, 2021 | Shkupi | 5 - 0 | Bregalnica | 14:00:5014:00 | N/A |
| 2021-10-23 14:00:41October 23, 2021 | Shkupi | 2 - 1 | Renova | 14:00:4114:00 | N/A |
| 2021-10-16 14:00:22October 16, 2021 | Tikvesh | 0 - 1 | Shkupi | 14:00:2214:00 | N/A |
| 2021-10-03 15:00:30October 3, 2021 | Shkupi | 2 - 0 | Rabotnichki | 15:00:3015:00 | N/A |
| 2021-09-26 18:00:08September 26, 2021 | Brera Strumica | 1 - 3 | Shkupi | 18:00:0818:00 | N/A |
| 2021-09-19 15:00:03September 19, 2021 | Shkupi | 3 - 0 | Borec | 15:00:0315:00 | N/A |
| 2021-09-14 15:00:47September 14, 2021 | Shkëndija | 0 - 0 | Shkupi | 15:00:4715:00 | N/A |
| 2021-08-28 16:00:58August 28, 2021 | Shkupi | 4 - 1 | Skopje | 16:00:5816:00 | N/A |
| 2021-08-22 16:00:46August 22, 2021 | Struga | 4 - 2 | Shkupi | 16:00:4616:00 | N/A |
| 2021-08-18 17:00:16August 18, 2021 | Pelister | 0 - 2 | Shkupi | 17:00:1617:00 | N/A |
| 2021-08-15 17:00:00August 15, 2021 | Shkupi | 2 - 0 | Makedonija GjP | 17:00:0017:00 | N/A |
| 2021-08-08 17:30:41August 8, 2021 | Bregalnica | 0 - 0 | Shkupi | 17:30:4117:30 | N/A |
| 2021-05-16 17:00:32May 16, 2021 | Shkëndija | 1 - 1 | Shkupi | 17:00:3217:00 | N/A |
| 2021-05-09 16:00:39May 9, 2021 | Shkupi | 0 - 0 | Pelister | 16:00:3916:00 | N/A |
| 2021-05-02 13:00:46May 2, 2021 | Shkupi | 0 - 0 | Makedonija GjP | 13:00:4613:00 | N/A |
| 2021-04-28 16:00:24April 28, 2021 | Struga | 0 - 0 | Shkupi | 16:00:2416:00 | N/A |
| 2021-04-25 13:00:30April 25, 2021 | Shkupi | 2 - 0 | Rabotnichki | 13:00:3013:00 | N/A |
| 2021-04-18 13:00:30April 18, 2021 | Borec | 0 - 1 | Shkupi | 13:00:3013:00 | N/A |
| 2021-04-14 13:00:40April 14, 2021 | Shkupi | 0 - 1 |  Belasica | 13:00:4013:00 | N/A |
| 2021-04-11 13:00:10April 11, 2021 | Brera Strumica | 0 - 1 | Shkupi | 13:00:1013:00 | N/A |
| 2021-04-04 15:00:26April 4, 2021 | Shkupi | 1 - 2 | Renova | 15:00:2615:00 | N/A |
| 2021-03-20 15:00:50March 20, 2021 | Sileks | 1 - 3 | Shkupi | 15:00:5015:00 | N/A |
| 2021-03-14 15:00:40March 14, 2021 | Shkupi | 2 - 0 | Vardar | 15:00:4015:00 | N/A |
| 2021-03-07 14:00:38March 7, 2021 | Shkupi | 0 - 2 | Rabotnichki | 14:00:3814:00 | N/A |
| 2021-03-03 14:00:07March 3, 2021 | Sileks | 0 - 1 | Shkupi | 14:00:0714:00 | N/A |
| 2021-02-28 14:00:07February 28, 2021 | Shkupi | 0 - 0 | Brera Strumica | 14:00:0714:00 | N/A |
| 2021-02-21 14:00:07February 21, 2021 | Borec | 0 - 1 | Shkupi | 14:00:0714:00 | N/A |
| 2020-12-16 13:00:08December 16, 2020 | Shkupi | 1 - 2 | Struga | 13:00:0813:00 | N/A |
| 2020-12-12 13:00:19December 12, 2020 | Renova | 0 - 0 | Shkupi | 13:00:1913:00 | N/A |
| 2020-12-09 13:00:30December 9, 2020 | Shkupi | 1 - 1 | Vardar | 13:00:3013:00 | N/A |
| 2020-12-06 13:00:18December 6, 2020 | Pelister | 1 - 3 | Shkupi | 13:00:1813:00 | N/A |
| 2020-12-02 13:00:42December 2, 2020 | Shkupi | 3 - 1 | Belasica | 13:00:4213:00 | N/A |
| 2020-11-29 13:00:28November 29, 2020 | Makedonija GjP | 0 - 0 | Shkupi | 13:00:2813:00 | N/A |
| 2020-11-22 13:00:04November 22, 2020 | Shkëndija | 1 - 1 | Shkupi | 13:00:0413:00 | N/A |
| 2020-11-07 13:30:16November 7, 2020 | Rabotnichki | 2 - 2 | Shkupi | 13:30:1613:30 | N/A |
| 2020-10-24 14:30:49October 24, 2020 | Shkupi | 1 - 0 | Sileks | 14:30:4914:30 | N/A |
| 2020-10-18 14:30:53October 18, 2020 | Brera Strumica | 0 - 1 | Shkupi | 14:30:5314:30 | N/A |
| 2020-10-03 15:00:56October 3, 2020 | Shkupi | 3 - 0 | Borec | 15:00:5615:00 | N/A |
| 2020-09-27 15:00:14September 27, 2020 | Struga | 2 - 0 | Shkupi | 15:00:1415:00 | N/A |
| 2020-09-20 15:30:38September 20, 2020 | Shkupi | 4 - 3 | Renova | 15:30:3815:30 | N/A |
| 2020-09-13 16:00:02September 13, 2020 | Vardar | 1 - 0 | Shkupi | 16:00:0216:00 | N/A |
| 2020-08-30 16:30:32August 30, 2020 | Shkupi | 1 - 0 | Pelister | 16:30:3216:30 | N/A |
| 2020-08-21 17:00:42August 21, 2020 | Belasica | 0 - 2 | Shkupi | 17:00:4217:00 | N/A |
| 2020-08-16 17:00:25August 16, 2020 | Shkupi | 3 - 1 | Makedonija GjP | 17:00:2517:00 | N/A |
| 2020-08-09 17:30:27August 9, 2020 | Shkupi | 2 - 2 | Shkëndija | 17:30:2717:30 | N/A |
| 2020-04-05 15:30:34April 5, 2020 | Makedonija GjP | - | Shkupi | 15:30:34Canceled | N/A |
| 2020-03-21 14:30:42March 21, 2020 | Shkupi | - | Shkëndija | 14:30:42Canceled | N/A |
| 2020-03-18 14:30:37March 18, 2020 | Brera Strumica | - | Shkupi | 14:30:37Canceled | N/A |
| 2020-03-15 14:30:06March 15, 2020 | Shkupi | - | Vardar | 14:30:06Canceled | N/A |
| 2020-03-11 14:00:54March 11, 2020 | Shkupi | 1 - 1 | Sileks | 14:00:5414:00 | N/A |
| 2020-03-08 14:30:09March 8, 2020 | Struga | 1 - 2 | Shkupi | 14:30:0914:30 | N/A |
| 2020-03-01 14:00:11March 1, 2020 | Shkupi | 2 - 3 | Renova | 14:00:1114:00 | N/A |
| 2020-02-23 14:00:19February 23, 2020 | Rabotnichki | 2 - 1 | Shkupi | 14:00:1914:00 | N/A |
| 2020-02-16 14:00:59February 16, 2020 | Shkupi | 2 - 0 | Borec | 14:00:5914:00 | N/A |
| 2019-12-08 13:00:05December 8, 2019 | Shkupi | 2 - 3 | Makedonija GjP | 13:00:0513:00 | N/A |
| 2019-12-01 13:00:29December 1, 2019 | Shkëndija | 4 - 0 | Shkupi | 13:00:2913:00 | N/A |
| 2019-11-27 13:00:48November 27, 2019 | Shkupi | 3 - 1 | Brera Strumica | 13:00:4813:00 | N/A |
| 2019-11-24 13:00:05November 24, 2019 | Vardar | 1 - 1 | Shkupi | 13:00:0513:00 | N/A |
| 2019-11-09 13:00:17November 9, 2019 | Sileks | 1 - 0 | Shkupi | 13:00:1713:00 | N/A |
| 2019-11-03 13:30:08November 3, 2019 | Shkupi | 0 - 0 | Struga | 13:30:0813:30 | N/A |
| 2019-10-27 13:30:31October 27, 2019 | Renova | 2 - 2 | Shkupi | 13:30:3113:30 | N/A |
| 2019-10-23 14:30:08October 23, 2019 | Shkupi | 2 - 0 | Rabotnichki | 14:30:0814:30 | N/A |
| 2019-10-19 14:30:10October 19, 2019 | Borec | 2 - 1 | Shkupi | 14:30:1014:30 | N/A |
| 2019-10-05 15:00:33October 5, 2019 | Makedonija GjP | 0 - 0 | Shkupi | 15:00:3315:00 | N/A |
| 2019-09-28 15:00:45September 28, 2019 | Shkupi | 2 - 0 | Shkëndija | 15:00:4515:00 | N/A |
| 2019-09-22 15:30:33September 22, 2019 | Brera Strumica | 0 - 0 | Shkupi | 15:30:3315:30 | N/A |
| 2019-09-18 15:30:31September 18, 2019 | Shkupi | 1 - 2 | Vardar | 15:30:3115:30 | N/A |
| 2019-09-14 15:30:45September 14, 2019 | Shkupi | 1 - 0 | Sileks | 15:30:4515:30 | N/A |
| 2019-08-31 16:30:22August 31, 2019 | Struga | 1 - 1 | Shkupi | 16:30:2216:30 | N/A |
| 2019-08-25 17:00:26August 25, 2019 | Shkupi | 2 - 2 | Renova | 17:00:2617:00 | N/A |
| 2019-08-17 17:00:17August 17, 2019 | Rabotnichki | 2 - 0 | Shkupi | 17:00:1717:00 | N/A |
| 2019-08-10 17:30:39August 10, 2019 | Shkupi | 2 - 0 | Borec | 17:30:3917:30 | N/A |
| 2019-05-26 16:30:22May 26, 2019 | Rabotnichki | 1 - 2 | Shkupi | 16:30:2216:30 | N/A |
| 2019-05-19 16:30:02May 19, 2019 | Shkupi | 2 - 2 | Renova | 16:30:0216:30 | N/A |
| 2019-05-12 16:30:11May 12, 2019 | Shkupi | 2 - 2 | Belasica | 16:30:1116:30 | N/A |
| 2019-05-08 16:30:05May 8, 2019 | Makedonija GjP | 1 - 0 | Shkupi | 16:30:0516:30 | N/A |
| 2019-05-04 16:00:12May 4, 2019 | Shkupi | 2 - 2 | Vardar | 16:00:1216:00 | N/A |
| 2019-04-27 16:00:01April 27, 2019 | Shkëndija | 5 - 1 | Shkupi | 16:00:0116:00 | N/A |
| 2019-04-24 16:00:59April 24, 2019 | Shkupi | 1 - 0 | Brera Strumica | 16:00:5916:00 | N/A |
| 2019-04-21 16:00:48April 21, 2019 | Pobeda (2010) | 0 - 3 | Shkupi | 16:00:4816:00 | N/A |
| 2019-04-14 16:00:23April 14, 2019 | Shkupi | 2 - 1 | Sileks | 16:00:2316:00 | N/A |
| 2019-04-07 15:30:25April 7, 2019 | Shkupi | 1 - 2 | Rabotnichki | 15:30:2515:30 | N/A |
| 2019-04-03 15:30:50April 3, 2019 | Renova | 1 - 0 | Shkupi | 15:30:5015:30 | N/A |
| 2019-03-31 15:30:44March 31, 2019 | Belasica | 2 - 0 | Shkupi | 15:30:4415:30 | N/A |
| 2019-03-28 14:30:08March 28, 2019 | Shkupi | 0 - 1 | Makedonija GjP | 14:30:0814:30 | N/A |
| 2019-03-16 14:30:11March 16, 2019 | Vardar | 1 - 0 | Shkupi | 14:30:1114:30 | N/A |
| 2019-03-10 14:00:09March 10, 2019 | Shkupi | 1 - 0 | Shkëndija | 14:00:0914:00 | N/A |
| 2019-03-03 14:00:28March 3, 2019 | Brera Strumica | 0 - 2 | Shkupi | 14:00:2814:00 | N/A |
| 2019-02-24 14:00:34February 24, 2019 | Shkupi | 3 - 0 | Pobeda (2010) | 14:00:3414:00 | N/A |
| 2019-02-17 14:00:26February 17, 2019 | Sileks | 2 - 2 | Shkupi | 14:00:2614:00 | N/A |
| 2018-12-02 13:00:22December 2, 2018 | Rabotnichki | 0 - 2 | Shkupi | 13:00:2213:00 | N/A |
| 2018-11-28 13:00:11November 28, 2018 | Shkupi | 1 - 1 | Renova | 13:00:1113:00 | N/A |
| 2018-11-25 13:00:04November 25, 2018 | Shkupi | 1 - 0 | Belasica | 13:00:0413:00 | N/A |
| 2018-11-22 13:00:34November 22, 2018 | Makedonija GjP | 2 - 2 | Shkupi | 13:00:3413:00 | N/A |
| 2018-11-10 13:00:33November 10, 2018 | Shkupi | 1 - 0 | Vardar | 13:00:3313:00 | N/A |
| 2018-11-04 13:30:24November 4, 2018 | Shkëndija | 3 - 0 | Shkupi | 13:30:2413:30 | N/A |
| 2018-10-31 13:30:18October 31, 2018 | Shkupi | 1 - 0 | Brera Strumica | 13:30:1813:30 | N/A |
| 2018-10-28 13:30:50October 28, 2018 | Pobeda (2010) | 2 - 0 | Shkupi | 13:30:5013:30 | N/A |
| 2018-10-21 14:30:32October 21, 2018 | Shkupi | 2 - 0 | Sileks | 14:30:3214:30 | N/A |
| 2018-10-06 15:00:09October 6, 2018 | Shkupi | 1 - 1 | Rabotnichki | 15:00:0915:00 | N/A |
| 2018-09-29 15:00:07September 29, 2018 | Renova | 2 - 0 | Shkupi | 15:00:0715:00 | N/A |
| 2018-09-26 15:30:12September 26, 2018 | Belasica | 1 - 0 | Shkupi | 15:30:1215:30 | N/A |
| 2018-09-23 15:30:14September 23, 2018 | Shkupi | 2 - 1 | Makedonija GjP | 15:30:1415:30 | N/A |
| 2018-09-16 15:30:13September 16, 2018 | Vardar | 2 - 1 | Shkupi | 15:30:1315:30 | N/A |
| 2018-09-02 16:15:01September 2, 2018 | Shkupi | 1 - 2 | Shkëndija | 16:15:0116:15 | N/A |
| 2018-08-26 16:30:19August 26, 2018 | Brera Strumica | 1 - 0 | Shkupi | 16:30:1916:30 | N/A |
| 2018-08-19 17:00:03August 19, 2018 | Shkupi | 0 - 0 | Pobeda (2010) | 17:00:0317:00 | N/A |
| 2018-08-12 17:00:53August 12, 2018 | Sileks | 1 - 1 | Shkupi | 17:00:5317:00 | N/A |
| 2018-05-20 16:15:12May 20, 2018 | Shkupi | 4 - 1 | Vardar | 16:15:1216:15 | N/A |
| 2018-05-16 16:15:51May 16, 2018 | Pelister | 0 - 2 | Shkupi | 16:15:5116:15 | N/A |
| 2018-05-13 16:30:56May 13, 2018 | Shkupi | 3 - 0 | Renova | 16:30:5616:30 | N/A |
| 2018-05-09 16:30:07May 9, 2018 | Shkupi | 5 - 2 | Pelister | 16:30:0716:30 | N/A |
| 2018-05-06 16:30:24May 6, 2018 | Skopje | 1 - 1 | Shkupi | 16:30:2416:30 | N/A |
| 2018-05-02 16:00:40May 2, 2018 | Shkupi | 1 - 1 | Sileks | 16:00:4016:00 | N/A |
| 2018-04-29 16:00:43April 29, 2018 | Rabotnichki | 1 - 1 | Shkupi | 16:00:4316:00 | N/A |
| 2018-04-25 16:00:01April 25, 2018 | Shkupi | 3 - 1 | Pobeda (2010) | 16:00:0116:00 | N/A |
| 2018-04-22 16:00:30April 22, 2018 | Shkëndija | 2 - 0 | Shkupi | 16:00:3016:00 | N/A |
| 2018-04-18 16:00:40April 18, 2018 | Brera Strumica | 1 - 2 | Shkupi | 16:00:4016:00 | N/A |
| 2018-04-15 16:00:09April 15, 2018 | Vardar | 1 - 1 | Shkupi | 16:00:0916:00 | N/A |
| 2018-04-01 15:00:04April 1, 2018 | Renova | 3 - 1 | Shkupi | 15:00:0415:00 | N/A |
| 2018-03-18 14:00:03March 18, 2018 | Shkupi | 0 - 2 | Skopje | 14:00:0314:00 | N/A |
| 2018-03-11 14:00:40March 11, 2018 | Sileks | 1 - 1 | Shkupi | 14:00:4014:00 | N/A |
| 2018-03-04 14:00:09March 4, 2018 | Shkupi | 1 - 1 | Rabotnichki | 14:00:0914:00 | N/A |
| 2018-02-25 14:00:01February 25, 2018 | Pobeda (2010) | 3 - 3 | Shkupi | 14:00:0114:00 | N/A |
| 2018-02-18 14:00:04February 18, 2018 | Shkupi | 0 - 3 | Shkëndija | 14:00:0414:00 | N/A |
| 2018-02-14 14:00:00February 14, 2018 | Shkupi | 5 - 2 | Brera Strumica | 14:00:0014:00 | N/A |
| 2017-12-03 13:00:00December 3, 2017 | Shkupi | 2 - 0 | Vardar | 13:00:0013:00 | N/A |
| 2017-11-26 13:00:00November 26, 2017 | Pelister | 2 - 2 | Shkupi | 13:00:0013:00 | N/A |
| 2017-11-22 13:00:00November 22, 2017 | Skopje | 0 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2017-11-19 13:00:00November 19, 2017 | Shkupi | 4 - 1 | Renova | 13:00:0013:00 | N/A |
| 2017-11-05 13:30:00November 5, 2017 | Shkupi | 0 - 1 | Sileks | 13:30:0013:30 | N/A |
| 2017-10-29 13:30:00October 29, 2017 | Rabotnichki | 1 - 0 | Shkupi | 13:30:0013:30 | N/A |
| 2017-10-25 14:30:00October 25, 2017 | Shkupi | 1 - 0 | Pobeda (2010) | 14:30:0014:30 | N/A |
| 2017-10-22 14:30:00October 22, 2017 | Shkëndija | 4 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 2017-10-14 14:30:00October 14, 2017 | Brera Strumica | 2 - 0 | Shkupi | 14:30:0014:30 | N/A |
| 2017-10-01 15:00:00October 1, 2017 | Vardar | 1 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2017-09-27 15:30:00September 27, 2017 | Shkupi | 1 - 1 | Pelister | 15:30:0015:30 | N/A |
| 2017-09-23 15:30:00September 23, 2017 | Renova | 0 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2017-09-20 15:30:00September 20, 2017 | Shkupi | 1 - 0 | Skopje | 15:30:0015:30 | N/A |
| 2017-09-17 15:30:00September 17, 2017 | Sileks | 0 - 1 | Shkupi | 15:30:0015:30 | N/A |
| 2017-09-10 16:00:00September 10, 2017 | Shkupi | 2 - 1 | Rabotnichki | 16:00:0016:00 | N/A |
| 2017-08-26 16:30:00August 26, 2017 | Pobeda (2010) | 2 - 1 | Shkupi | 16:30:0016:30 | N/A |
| 2017-08-21 17:00:00August 21, 2017 | Shkupi | 0 - 3 | Shkëndija | 17:00:0017:00 | N/A |
| 2017-08-13 17:00:00August 13, 2017 | Shkupi | 1 - 1 | Brera Strumica | 17:00:0017:00 | N/A |
| 2017-05-31 16:30:00May 31, 2017 | Shkupi | 1 - 1 | Makedonija GjP | 16:30:0016:30 | N/A |
| 2017-05-28 16:30:00May 28, 2017 | Sileks | 1 - 0 | Shkupi | 16:30:0016:30 | N/A |
| 2017-05-21 16:30:00May 21, 2017 | Shkupi | 3 - 0 | Bregalnica | 16:30:0016:30 | N/A |
| 2017-05-13 16:30:00May 13, 2017 | Pelister | 1 - 0 | Shkupi | 16:30:0016:30 | N/A |
| 2017-05-07 16:30:00May 7, 2017 | Shkupi | 1 - 2 | Pobeda (2010) | 16:30:0016:30 | N/A |
| 2017-05-03 16:00:00May 3, 2017 | Renova | 2 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2017-04-30 16:00:00April 30, 2017 | Shkupi | 1 - 1 | Shkëndija | 16:00:0016:00 | N/A |
| 2017-04-27 16:00:00April 27, 2017 | Rabotnichki | 0 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2017-04-23 16:00:00April 23, 2017 | Shkupi | 0 - 2 | Vardar | 16:00:0016:00 | N/A |
| 2017-04-15 16:00:00April 15, 2017 | Makedonija GjP | 0 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2017-04-09 16:00:00April 9, 2017 | Shkupi | 3 - 1 | Sileks | 16:00:0016:00 | N/A |
| 2017-04-05 16:00:00April 5, 2017 | Bregalnica | 3 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2017-04-02 15:00:00April 2, 2017 | Shkupi | 1 - 0 | Pelister | 15:00:0015:00 | N/A |
| 2017-03-18 14:00:00March 18, 2017 | Pobeda (2010) | 1 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2017-03-12 14:00:00March 12, 2017 | Shkupi | 3 - 2 | Renova | 14:00:0014:00 | N/A |
| 2017-03-05 14:00:00March 5, 2017 | Shkëndija | 0 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2017-02-26 14:00:00February 26, 2017 | Shkupi | 1 - 1 | Rabotnichki | 14:00:0014:00 | N/A |
| 2017-02-19 14:00:00February 19, 2017 | Vardar | 3 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2016-12-04 13:00:00December 4, 2016 | Shkupi | 0 - 2 | Makedonija GjP | 13:00:0013:00 | N/A |
| 2016-11-30 13:00:00November 30, 2016 | Sileks | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2016-11-27 13:00:00November 27, 2016 | Shkupi | 1 - 1 | Bregalnica | 13:00:0013:00 | N/A |
| 2016-11-20 13:00:00November 20, 2016 | Pelister | 2 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2016-11-16 13:00:00November 16, 2016 | Shkupi | 1 - 1 | Pobeda (2010) | 13:00:0013:00 | N/A |
| 2016-11-05 13:30:00November 5, 2016 | Renova | 1 - 0 | Shkupi | 13:30:0013:30 | N/A |
| 2016-10-30 13:30:00October 30, 2016 | Shkupi | 0 - 0 | Shkëndija | 13:30:0013:30 | N/A |
| 2016-10-26 14:30:00October 26, 2016 | Shkëndija | 0 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 2016-10-23 14:30:00October 23, 2016 | Rabotnichki | 3 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 2016-10-16 14:30:00October 16, 2016 | Shkupi | 0 - 0 | Vardar | 14:30:0014:30 | N/A |
| 2016-10-02 15:00:00October 2, 2016 | Makedonija GjP | 0 - 1 | Shkupi | 15:00:0015:00 | N/A |
| 2016-09-28 15:00:00September 28, 2016 | Shkupi | 1 - 1 | Sileks | 15:00:0015:00 | N/A |
| 2016-09-25 15:30:00September 25, 2016 | Bregalnica | 1 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2016-09-17 15:30:00September 17, 2016 | Shkupi | 2 - 1 | Pelister | 15:30:0015:30 | N/A |
| 2016-09-11 16:00:00September 11, 2016 | Pobeda (2010) | 2 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2016-08-27 16:30:00August 27, 2016 | Shkupi | 0 - 0 | Renova | 16:30:0016:30 | N/A |
| 2016-08-14 17:30:00August 14, 2016 | Shkupi | 0 - 1 | Rabotnichki | 17:30:0017:30 | N/A |
| 2016-08-07 20:00:00August 7, 2016 | Vardar | 1 - 1 | Shkupi | 20:00:0020:00 | N/A |
| 2016-05-19 16:30:00May 19, 2016 | Shkupi | 1 - 3 | Shkëndija | 16:30:0016:30 | N/A |
| 2016-05-08 16:00:00May 8, 2016 | Vardar | 2 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2016-04-30 16:00:00April 30, 2016 | Shkupi | 0 - 1 | Rabotnichki | 16:00:0016:00 | N/A |
| 2016-04-24 16:00:00April 24, 2016 | Bregalnica | 2 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2016-04-20 16:00:00April 20, 2016 | Sileks | 1 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2016-04-17 16:00:00April 17, 2016 | Mladost (CD) | 0 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2016-04-10 16:00:00April 10, 2016 | Shkupi | 2 - 2 | Bregalnica | 16:00:0016:00 | N/A |
| 2016-04-06 16:00:00April 6, 2016 | Horizont | 1 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2016-04-03 16:00:00April 3, 2016 | Shkupi | 0 - 1 | Vardar | 16:00:0016:00 | N/A |
| 2016-03-19 14:00:00March 19, 2016 | Shkëndija | 3 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2016-03-13 14:00:00March 13, 2016 | Shkupi | 1 - 0 | Sileks | 14:00:0014:00 | N/A |
| 2016-03-06 14:00:00March 6, 2016 | Rabotnichki | 1 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2016-02-28 13:00:00February 28, 2016 | Shkupi | 1 - 0 | Renova | 13:00:0013:00 | N/A |
| 2016-02-21 14:00:00February 21, 2016 | Shkupi | 1 - 0 | Metalurg | 14:00:0014:00 | N/A |
| 2015-12-10 13:00:00December 10, 2015 | Shkëndija | 4 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2015-12-06 13:00:00December 6, 2015 | Shkupi | 5 - 0 | Mladost (CD) | 13:00:0013:00 | N/A |
| 2015-11-29 13:00:00November 29, 2015 | Shkupi | 0 - 0 | Sileks | 13:00:0013:00 | N/A |
| 2015-11-21 13:00:00November 21, 2015 | Rabotnichki | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2015-11-08 13:00:00November 8, 2015 | Shkupi | 3 - 0 | Renova | 13:00:0013:00 | N/A |
| 2015-11-01 13:30:00November 1, 2015 | Horizont | 0 - 0 | Shkupi | 13:30:0013:30 | N/A |
| 2015-10-28 13:30:00October 28, 2015 | Shkupi | 0 - 0 | Bregalnica | 13:30:0013:30 | N/A |
| 2015-10-25 13:30:00October 25, 2015 | Metalurg | 0 - 1 | Shkupi | 13:30:0013:30 | N/A |
| 2015-10-18 14:30:00October 18, 2015 | Shkupi | 0 - 3 | Vardar | 14:30:0014:30 | N/A |
| 2015-10-04 15:00:00October 4, 2015 | Shkupi | 0 - 2 | Shkëndija | 15:00:0015:00 | N/A |
| 2015-09-27 15:30:00September 27, 2015 | Mladost (CD) | 0 - 2 | Shkupi | 15:30:0015:30 | N/A |
| 2015-09-20 15:30:00September 20, 2015 | Sileks | 1 - 0 | Shkupi | 15:30:0015:30 | N/A |
| 2015-09-13 16:00:00September 13, 2015 | Shkupi | 1 - 1 | Rabotnichki | 16:00:0016:00 | N/A |
| 2015-08-29 16:30:00August 29, 2015 | Renova | 1 - 1 | Shkupi | 16:30:0016:30 | N/A |
| 2015-08-26 16:30:00August 26, 2015 | Shkupi | 1 - 1 | Horizont | 16:30:0016:30 | N/A |
| 2015-08-23 16:30:00August 23, 2015 | Bregalnica | 1 - 2 | Shkupi | 16:30:0016:30 | N/A |
| 2015-08-16 17:30:00August 16, 2015 | Shkupi | 0 - 0 | Metalurg | 17:30:0017:30 | N/A |
| 2015-08-09 20:00:00August 9, 2015 | Vardar | 2 - 2 | Shkupi | 20:00:0020:00 | N/A |
| 2015-05-23 16:30:00May 23, 2015 | Shkupi | 2 - 0 | Mladost (CD) | 16:30:0016:30 | N/A |
| 2015-05-16 16:30:00May 16, 2015 | Gostivar | 2 - 1 | Shkupi | 16:30:0016:30 | N/A |
| 2015-05-09 16:30:00May 9, 2015 | Shkupi | 0 - 0 | Makedonija GjP | 16:30:0016:30 | N/A |
| 2015-05-03 16:00:00May 3, 2015 | Kozhuf (M) | 2 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2015-04-25 16:00:00April 25, 2015 | Shkupi | 8 - 0 | Napredok | 16:00:0016:00 | N/A |
| 2015-04-18 16:00:00April 18, 2015 | Drita 94 | 1 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2015-04-11 16:00:00April 11, 2015 | Shkupi | 0 - 0 | Skopje | 16:00:0016:00 | N/A |
| 2015-04-04 16:00:00April 4, 2015 | Euromilk  | 0 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2015-03-28 16:00:00March 28, 2015 | Shkupi | 0 - 1 | Vlazrimi 77 | 16:00:0016:00 | N/A |
| 2015-03-21 14:00:00March 21, 2015 | Shkupi | 2 - 0 | Napredok | 14:00:0014:00 | N/A |
| 2015-03-15 14:00:00March 15, 2015 | Makedonija GjP | 0 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2015-03-07 14:00:00March 7, 2015 | Shkupi | 1 - 2 | Gostivar | 14:00:0014:00 | N/A |
| 2015-02-28 14:00:00February 28, 2015 | Skopje | 1 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2014-11-22 13:00:00November 22, 2014 | Shkupi | 1 - 0 | Mladost (CD) | 13:00:0013:00 | N/A |
| 2014-11-08 13:00:00November 8, 2014 | Vlazrimi 77 | 2 - 2 | Shkupi | 13:00:0013:00 | N/A |
| 2014-11-01 13:30:00November 1, 2014 | Kozhuf (M) | 1 - 0 | Shkupi | 13:30:0013:30 | N/A |
| 2014-10-25 14:30:00October 25, 2014 | Shkupi | 4 - 2 | Euromilk | 14:30:0014:30 | N/A |
| 2014-10-18 14:30:00October 18, 2014 | Drita 94 | 0 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 2014-10-05 15:00:00October 5, 2014 | Napredok | 1 - 1 | Shkupi | 15:00:0015:00 | N/A |
| 2014-09-30 15:30:00September 30, 2014 | Shkupi | 1 - 0 | Makedonija GjP | 15:30:0015:30 | N/A |
| 2014-09-27 15:30:00September 27, 2014 | Gostivar | 1 - 2 | Shkupi | 15:30:0015:30 | N/A |
| 2014-09-20 15:30:00September 20, 2014 | Shkupi | 2 - 0 | Skopje | 15:30:0015:30 | N/A |
| 2014-09-06 16:30:00September 6, 2014 | Mladost (CD) | 1 - 3 | Shkupi | 16:30:0016:30 | N/A |
| 2014-08-30 17:00:00August 30, 2014 | Shkupi | 2 - 0 | Vlazrimi 77 | 17:00:0017:00 | N/A |
| 2014-08-23 17:00:00August 23, 2014 | Shkupi | 2 - 0 | Kozhuf (M) | 17:00:0017:00 | N/A |
| 2014-08-16 17:30:00August 16, 2014 | Euromilk | 1 - 3 | Shkupi | 17:30:0017:30 | N/A |
| 2014-08-09 17:30:00August 9, 2014 | Shkupi | 3 - 1 | Drita 94 | 17:30:0017:30 | N/A |
| 2014-05-17 16:30:00May 17, 2014 | Shkupi | 4 - 2 | Zajazi | 16:30:0016:30 | N/A |
| 2014-05-10 16:30:00May 10, 2014 | Borec | 1 - 4 | Shkupi | 16:30:0016:30 | N/A |
| 2014-05-06 16:30:00May 6, 2014 | Rufeja 93 | - | Shkupi | 16:30:0016:30 | N/A |
| 2014-05-03 16:30:00May 3, 2014 | Shkupi | 2 - 2 | Pobeda (2010) | 16:30:0016:30 | N/A |
| 2014-04-26 16:00:00April 26, 2014 | Teteks | 1 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2014-04-19 16:00:00April 19, 2014 | Shkupi | 4 - 1 | Sileks | 16:00:0016:00 | N/A |
| 2014-04-15 16:00:00April 15, 2014 | Madjari Solidarnost | 0 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2014-04-12 16:00:00April 12, 2014 | Shkupi | 3 - 0 | Novaci | 16:00:0016:00 | N/A |
| 2014-04-05 16:00:00April 5, 2014 | Vrapchishte 1958 | 1 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2014-03-29 15:00:00March 29, 2014 | Shkupi | 3 - 0 |  Tiverija | 15:00:0015:00 | N/A |
| 2014-03-25 15:00:00March 25, 2014 | 11 Oktomvri | 1 - 2 | Shkupi | 15:00:0015:00 | N/A |
| 2014-03-22 14:00:00March 22, 2014 | Shkupi | 3 - 1 | Kozhuf (M) | 14:00:0014:00 | N/A |
| 2014-03-15 14:00:00March 15, 2014 | Akademija Ilinden | 1 - 3 | Shkupi | 14:00:0014:00 | N/A |
| 2014-03-08 14:00:00March 8, 2014 | Shkupi | 3 - 0 | Skopje | 14:00:0014:00 | N/A |
| 2014-03-02 14:00:00March 2, 2014 | Drita 94 | 3 - 0 | Shkupi | 14:00:0014:00 | N/A |
| 2013-11-30 13:00:00November 30, 2013 | Zajazi | 2 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2013-11-23 13:00:00November 23, 2013 | Shkupi | 2 - 1 | Borec | 13:00:0013:00 | N/A |
| 2013-11-09 13:00:00November 9, 2013 | Shkupi | 3 - 0 | Rufeja 93 | 13:00:0013:00 | N/A |
| 2013-11-02 13:00:00November 2, 2013 | Pobeda (2010) | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 2013-10-26 14:00:00October 26, 2013 | Shkupi | 1 - 0 | Teteks | 14:00:0014:00 | N/A |
| 2013-10-19 14:00:00October 19, 2013 | Sileks | 2 - 1 | Shkupi | 14:00:0014:00 | N/A |
| 2013-10-05 15:00:00October 5, 2013 | Shkupi | 1 - 0 | Madjari Solidarnost | 15:00:0015:00 | N/A |
| 2013-09-28 15:30:00September 28, 2013 | Novaci | 3 - 2 | Shkupi | 15:30:0015:30 | N/A |
| 2013-09-21 15:30:00September 21, 2013 | Shkupi | 1 - 2 | Vrapchishte 1958 | 15:30:0015:30 | N/A |
| 2013-09-14 16:00:00September 14, 2013 | Tiverija | 1 - 0 | Shkupi | 16:00:0016:00 | N/A |
| 2013-09-07 16:30:00September 7, 2013 | Shkupi | 4 - 1 | 11 Oktomvri | 16:30:0016:30 | N/A |
| 2013-08-31 16:30:00August 31, 2013 | Kozhuf (M) | 3 - 1 | Shkupi | 16:30:0016:30 | N/A |
| 2013-08-24 17:00:00August 24, 2013 | Shkupi | 3 - 0 | Akademija Ilinden | 17:00:0017:00 | N/A |
| 2013-08-17 17:30:00August 17, 2013 | Skopje | 1 - 0 | Shkupi | 17:30:0017:30 | N/A |
| 2013-08-10 17:30:00August 10, 2013 | Shkupi | 3 - 0 | Drita 94 | 17:30:0017:30 | N/A |
| 2010-03-24 14:00:00March 24, 2010 | Rabotnichki | - | Shkupi | 14:00:0014:00 | N/A |
| 2010-03-21 14:00:00March 21, 2010 | Shkupi | - | Milano | 14:00:0014:00 | N/A |
| 2010-03-07 14:00:00March 7, 2010 | Metalurg | - | Shkupi | 14:00:0014:00 | N/A |
| 2010-02-28 14:00:00February 28, 2010 | Shkupi | - | Renova | 14:00:0014:00 | N/A |
| 2009-12-13 13:00:00December 13, 2009 | Shkupi | - | Pobeda | 13:00:0013:00 | N/A |
| 2009-12-09 13:00:00December 9, 2009 | Vardar | - | Shkupi | 13:00:0013:00 | N/A |
| 2009-12-06 13:00:00December 6, 2009 | Shkupi | - | Makedonija GjP | 13:00:0013:00 | N/A |
| 2009-11-29 13:00:00November 29, 2009 | Teteks | - | Shkupi | 13:00:0013:00 | N/A |
| 2009-11-22 13:00:00November 22, 2009 | Shkupi | 0 - 3 | Sileks | 13:00:0013:00 | N/A |
| 2009-11-08 13:00:00November 8, 2009 | Horizont | 2 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 2009-11-04 13:00:00November 4, 2009 | Shkupi | 1 - 3 | Pelister | 13:00:0013:00 | N/A |
| 2009-11-01 13:00:00November 1, 2009 | Shkupi | 0 - 3 | Rabotnichki | 13:00:0013:00 | N/A |
| 2009-10-26 13:00:00October 26, 2009 | Milano | 0 - 3 | Shkupi | 13:00:0013:00 | N/A |
| 2009-10-18 14:00:00October 18, 2009 | Shkupi | 0 - 1 | Metalurg | 14:00:0014:00 | N/A |
| 2009-10-04 15:00:00October 4, 2009 | Renova | 3 - 1 | Shkupi | 15:00:0015:00 | N/A |
| 2009-09-27 15:00:00September 27, 2009 | Pobeda | 2 - 0 | Shkupi | 15:00:0015:00 | N/A |
| 2009-09-21 15:30:00September 21, 2009 | Shkupi | 1 - 0 | Vardar | 15:30:0015:30 | N/A |
| 2009-09-13 16:00:00September 13, 2009 | Makedonija GjP | 4 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2009-08-30 16:00:00August 30, 2009 | Shkupi | 1 - 0 | Teteks | 16:00:0016:00 | N/A |
| 2009-08-16 16:00:00August 16, 2009 | Sileks | 2 - 1 | Shkupi | 16:00:0016:00 | N/A |
| 2009-08-09 17:00:00August 9, 2009 | Shkupi | 1 - 1 | Horizont | 17:00:0017:00 | N/A |
| 2009-08-01 17:00:00August 1, 2009 | Pelister | 0 - 0 | Shkupi | 17:00:0017:00 | N/A |
| 1996-06-16 18:00:34June 16, 1996 | Sileks | 0 - 2 | Shkupi | 18:00:3418:00 | N/A |
| 1993-06-13 17:00:00June 13, 1993 | Shkupi | 1 - 2 | Balkan | 17:00:0017:00 | N/A |
| 1993-06-09 17:00:00June 9, 1993 | Tikvesh | 2 - 2 | Shkupi | 17:00:0017:00 | N/A |
| 1993-06-06 17:00:00June 6, 1993 | Shkupi | 0 - 1 | Osogovo | 17:00:0017:00 | N/A |
| 1993-05-30 13:00:00May 30, 1993 | Belasica | 2 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 1993-05-22 13:00:00May 22, 1993 | Shkupi | 3 - 1 | Sasa | 13:00:0013:00 | N/A |
| 1993-05-16 13:00:00May 16, 1993 | Rudar | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1993-05-09 13:00:00May 9, 1993 | Shkupi | 1 - 0 | Metalurg | 13:00:0013:00 | N/A |
| 1993-05-05 13:00:00May 5, 1993 | Vardar | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1993-05-01 13:00:00May 1, 1993 | Shkupi | 1 - 0 | Pobeda | 13:00:0013:00 | N/A |
| 1993-04-25 13:00:00April 25, 1993 | Sileks | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 1993-04-19 13:00:00April 19, 1993 | Shkupi | 2 - 1 | Pelister | 13:00:0013:00 | N/A |
| 1993-04-11 13:00:00April 11, 1993 | Cementarnica 55 | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 1993-04-07 13:00:00April 7, 1993 | Shkupi | 0 - 0 | Makedonija GjP | 13:00:0013:00 | N/A |
| 1993-04-04 13:00:00April 4, 1993 | Teteks | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1993-03-28 13:00:00March 28, 1993 | Shkupi | 2 - 1 | Borec | 13:00:0013:00 | N/A |
| 1993-03-21 13:00:00March 21, 1993 | Bregalnica | 3 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 1993-03-14 13:00:00March 14, 1993 | Shkupi | 6 - 0 | Vardarski | 13:00:0013:00 | N/A |
| 1992-11-29 13:00:00November 29, 1992 | Balkan | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1992-11-22 13:00:00November 22, 1992 | Shkupi | 4 - 2 | Tikvesh | 13:00:0013:00 | N/A |
| 1992-11-15 13:00:00November 15, 1992 | Osogovo | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1992-11-08 13:00:00November 8, 1992 | Shkupi | 3 - 2 | Belasica | 13:00:0013:00 | N/A |
| 1992-11-01 13:00:00November 1, 1992 | Sasa | 1 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1992-10-25 13:00:00October 25, 1992 | Shkupi | 2 - 0 | Rudar | 13:00:0013:00 | N/A |
| 1992-10-21 14:30:00October 21, 1992 | Metalurg | 1 - 1 | Shkupi | 14:30:0014:30 | N/A |
| 1992-10-18 13:00:00October 18, 1992 | Shkupi | 1 - 1 | Vardar | 13:00:0013:00 | N/A |
| 1992-10-11 13:00:00October 11, 1992 | Pobeda | 4 - 2 | Shkupi | 13:00:0013:00 | N/A |
| 1992-10-04 13:00:00October 4, 1992 | Shkupi | 2 - 1 | Sileks | 13:00:0013:00 | N/A |
| 1992-09-27 13:00:00September 27, 1992 | Pelister | 1 - 1 | Shkupi | 13:00:0013:00 | N/A |
| 1992-09-23 13:00:00September 23, 1992 | Shkupi | 1 - 0 | Cementarnica 55 | 13:00:0013:00 | N/A |
| 1992-09-20 13:00:00September 20, 1992 | Makedonija GjP | 2 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1992-09-13 13:00:00September 13, 1992 | Shkupi | 4 - 0 | Teteks | 13:00:0013:00 | N/A |
| 1992-09-06 13:00:00September 6, 1992 | Borec | 2 - 0 | Shkupi | 13:00:0013:00 | N/A |
| 1992-08-30 13:00:00August 30, 1992 | Shkupi | 3 - 0 | Bregalnica | 13:00:0013:00 | N/A |
| 1992-08-23 13:00:00August 23, 1992 | Vardarski | 0 - 0 | Shkupi | 13:00:0013:00 | N/A |
