| Bulgaria Third League | 2023/08/19 15:00 | Asenovets v Sekirovo | L | 2-1 |
| Bulgarien - Playoff | 2023/06/07 15:00 | FC Arda Kardzhali II v Sekirovo | W | 1-3 |
| Bulgarien - Pokal | 2023/09/09 13:00 | Sayana Haskovo v Yantra Gabrovo | L | 0-3 |
| Bulgaria Third League | 2023/08/13 15:00 | FC Karnobat v Sayana Haskovo | W | 1-4 |
| Bulgaria Third League | 2023/08/05 15:00 | Sayana Haskovo v Atletik Kuklen | W | 3-2 |
| Bulgaria Amateur Cup | 2023/05/31 15:00 | Sayana Haskovo v Gorna Oryahovitsa | L | 0-2 |
| Bulgaria Third League | 2023/05/25 15:00 | Sayana Haskovo v Beroe Stara Zagora II | W | 2-1 |
| Bulgaria Third League | 2023/05/14 15:00 | Sayana Haskovo v FK Gigant Saedinie | W | 1-0 |
| Bulgaria Third League | 2023/05/10 15:00 | Chernomorets Burgas v Sayana Haskovo | L | 4-2 |
| Bulgaria Amateur Cup | 2023/04/26 14:00 | Sayana Haskovo v Chernomorets | W | 2-0 |