| 2026-02-21 11:00:32February 21, 2026 | Vardar U19  | 1 - 3 |  Euromilk | 11:00:3211:00 | N/A |
| 2026-02-15 11:00:47February 15, 2026 | Vardar U19 | 3 - 1 |  Rabotnichki U19 | 11:00:4711:00 | N/A |
| 2026-02-11 12:30:14February 11, 2026 | Vardar U19 | 1 - 0 |  Teteks U19 | 12:30:1412:30 | N/A |
| 2026-02-08 13:00:09February 8, 2026 | Ilinden (S)  | 2 - 3 | Vardar U19 | 13:00:0913:00 | N/A |
| 2026-02-04 14:00:04February 4, 2026 | Aerodrom | 5 - 3 | Vardar U19 | 14:00:0414:00 | N/A |
| 2025-08-07 20:00:07August 7, 2025 | Aerodrom | 1 - 1 | Vardar U19 | 20:00:0720:00 | N/A |
| 2025-02-22 14:00:39February 22, 2025 | Dojransko Ezero  | 2 - 0 | Vardar U19 | 14:00:3914:00 | N/A |
| 2025-02-16 12:00:01February 16, 2025 | Euromilk | 3 - 0 | Vardar U19 | 12:00:0112:00 | N/A |
| 2025-02-09 14:00:22February 9, 2025 | Aerodrom | 0 - 1 | Vardar U19 | 14:00:2214:00 | N/A |
| 2022-06-01 17:00:56June 1, 2022 | Vardar U19 | 1 - 0 |  Shkëndija U19 | 17:00:5617:00 | N/A |
| 2019-05-21 17:00:01May 21, 2019 | Shkëndija U19 | 0 - 4 | Vardar U19 | 17:00:0117:00 | N/A |
| 2016-05-19 14:00:07May 19, 2016 | Vardar U19 | 0 - 1 | Brera Strumica U19 | 14:00:0714:00 | N/A |
| 2014-05-07 17:00:37May 7, 2014 | Vardar U19 | 1 (3) - 1 (5) | Metalurg U19 | 17:00:3717:00 | N/A |
| 2012-05-24 00:00:27May 24, 2012 | Vardar U19 | 0 (1) - 0 (4) | Rabotnichki U19 | 00:00:2700:00 | N/A |
| 2010-05-22 00:00:17May 22, 2010 | Vardar U19 | 1 - 0 | Shkëndija U19 | 00:00:1700:00 | N/A |
| 2009-05-23 00:00:29May 23, 2009 | Pelister U19 | 1 (5) - 1 (4) | Vardar U19 | 00:00:2900:00 | N/A |
| 2000-05-20 00:00:22May 20, 2000 | Vardar U19 | 3 - 1 |  Belasica U19 | 00:00:2200:00 | N/A |
| 1997-05-28 00:00:21May 28, 1997 | Vardar U19 | 7 - 0 | Belasica U19 | 00:00:2100:00 | N/A |
| 1995-05-25 17:00:19May 25, 1995 | Vardar U19 | 3 - 1 | Pelister U19 | 17:00:1917:00 | N/A |
