Round: 1
Home Manager: Damjan Vogrinec Away Manager: Ales Lesjak
| Slovenia Cup | 2023/10/03 14:00 | SD Cirkulane v NK Apace | L | 0-5 |
| Slovenia 3. SNL | 2023/05/27 13:00 | DNS Zavrc v SD Cirkulane | L | 3-1 |
| Slovenia 3. SNL | 2023/05/21 15:00 | SD Cirkulane v NK Podvinci | L | 1-2 |
| Slovenia 3. SNL | 2023/05/07 15:00 | SD Cirkulane v ND Dravinja | D | 0-0 |
| Slovenia 3. SNL | 2023/04/27 15:00 | FC Drava Ptuj v SD Cirkulane | L | 2-0 |
| Slovenia 3. SNL | 2023/04/23 14:30 | SD Cirkulane v NK Dravograd | D | 0-0 |
| Slovenia 3. SNL | 2023/04/02 08:30 | SD Videm v SD Cirkulane | L | 2-0 |
| Slovenia 3. SNL | 2023/03/18 17:00 | NK Dobrovce v SD Cirkulane | W | 0-1 |
| Slovenia Cup | 2023/11/26 12:00 | NK Sredisce v NK Ljutomer | L | 0-4 |
| Slovenia Cup | 2023/08/27 15:30 | NK Makole Bar Miha v NK Sredisce | W | 3-5 |