Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 22.07.2023 |  | Matchday 1 | NK Osijek - Slaven | NK - Sla | 6:1 | 9.992 |
| 27.07.2023 |  | 2. Round First leg | NK Osijek - ZTE | NK - ZTE | 1:0 | 12.011 |
| 17.08.2023 | | 3. Round 2nd leg | NK Osijek - Adana Demirspor | NK - ADS | 3:2 | 8.500 |
| 20.08.2023 | | Matchday 5 | NK Osijek - HNK Gorica | NK - HNK | 1:0 | 6.677 |
| 03.09.2023 | | Matchday 7 | NK Osijek - Din. Zagreb | NK - DZG | 2:3 | 13.000 |
| 22.09.2023 | | Matchday 9 | NK Osijek - NK Varaždin | NK - VAR | 1:1 | 5.777 |
| 07.10.2023 | | Matchday 11 | NK Osijek - NK Rudeš | NK - | 3:0 | 4.222 |
| 12.10.2023 |  | Group D | Croatia - Turkey | CRO - TUR | 0:1 | 12.812 |
| 28.10.2023 | | Matchday 13 | NK Osijek - Istra 1961 | NK - IST | 3:1 | 6.928 |
| 08.11.2023 | | Matchday 3 | NK Osijek - Hajduk | NK - HAJ | 0:1 | 11.005 |
| 11.11.2023 | | Matchday 15 | NK Osijek - Lok Zagreb | NK - LOK | 1:1 | 4.817 |
| 02.12.2023 | | Matchday 17 | NK Osijek - HNK Rijeka | NK - RIJ | 0:0 | 7.425 |
| 17.12.2023 | | Matchday 19 | NK Osijek - Slaven | NK - Sla | 4:1 | 3.939 |