Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 18.07.2023 |  | 1. Round 2nd leg | Struga - Žalgiris | - ZAL | 1:2 | 1.400 |
| 26.07.2023 |  | 2. Round First leg | Struga - Budućnost | - BUD | 1:0 | 700 |
| 06.08.2023 |  | Matchday 1 | FK Voska Sport - Shkëndija 79 | - S79 | 0:1 | |
| 20.08.2023 | | Matchday 3 | FK Voska Sport - Vardar | - Var | 3:2 | |
| 24.08.2023 | | Play-offs First leg | Struga - Breiðablik | - BRE | 0:1 | 1.203 |
| 02.09.2023 | | Matchday 6 | FK Voska Sport - FK Bregalnica Štip | - | 2:0 | |
| 24.09.2023 | | Matchday 8 | FK Voska Sport - KF Shkupi | - KF | 2:3 | |
| 27.09.2023 | | Matchday 4 | FK Voska Sport - Struga | - | 0:1 | |
| 07.10.2023 | | Matchday 10 | FK Voska Sport - Makedonija | - Mak | 2:1 | |
| 04.11.2023 | | Matchday 13 | FK Voska Sport - FK AP Brera Str | - | 1:1 | |
| 29.11.2023 | | Matchday 16 | FK Voska Sport - GFK Tikvesh | - TIK | 0:3 | |
| 10.12.2023 | | Matchday 18 | FK Voska Sport - Rabotnički | - RAB | 3:2 |