| Bulgaria Third League | 2023/08/19 15:00 | Asenovets v Sekirovo | L | 2-1 |
| Bulgaria Play-Offs | 2023/06/07 15:00 | FC Arda Kardzhali II v Sekirovo | W | 1-3 |
| Bulgaria Third League | 2023/08/27 15:00 | FK Dimitrovgrad v FK Sozopol | D | 0-0 |
| Bulgaria Third League | 2023/08/12 15:00 | FK Dimitrovgrad v Spartak Plovdiv | L | 0-2 |
| Bulgaria Third League | 2023/05/27 15:00 | Chernomorets Burgas v FK Dimitrovgrad | L | 3-0 |
| Bulgaria Third League | 2023/05/06 15:00 | FK Sliven v FK Dimitrovgrad | W | 2-3 |
| Bulgaria Third League | 2023/04/19 14:00 | FK Dimitrovgrad v Rozova Dolina | W | 1-0 |
| Bulgaria Third League | 2023/04/05 14:00 | Lokomotiv Plovdiv II v FK Dimitrovgrad | L | 2-0 |
| Bulgaria Third League | 2022/11/30 12:30 | FK Gigant Saedinie v FK Dimitrovgrad | L | 3-1 |
| Bulgaria Third League | 2022/10/29 13:00 | Sokol Markovo v FK Dimitrovgrad | L | 3-2 |