Head to Head
| Bulgaria Cup | 2022/08/24 15:00 | Sayana Haskovo v FK Dimitrovgrad | W | 4-0 |
| Bulgaria Third League | 2022/05/11 15:00 | Sayana Haskovo v FK Dimitrovgrad | D | 0-0 |
Home History
| Bulgaria Amateur Cup | 2024/03/20 13:00 | Atletik Kuklen v Sayana Haskovo | W | 1-2 |
| Bulgaria Third League | 2024/03/17 13:00 | Lokomotiv Plovdiv II v Sayana Haskovo | W | 1-2 |
| Bulgaria Third League | 2024/03/09 13:00 | Sayana Haskovo v Zagorets | W | 1-0 |
| Bulgaria Third League | 2024/02/17 16:00 | Atletik Kuklen v Sayana Haskovo | W | 0-2 |
| Club Friendly List | 2024/01/24 13:00 | Beroe v Sayana Haskovo | W | 1-2 |
| Bulgaria Third League | 2023/10/26 13:00 | Sayana Haskovo v Levski Karlovo | W | 2-1 |
| Bulgaria Third League | 2023/09/30 14:00 | Asenovets v Sayana Haskovo | W | 0-1 |
| Bulgaria Third League | 2023/09/27 14:00 | Sayana Haskovo v FK Gigant Saedinie | D | 1-1 |
Away History
| Bulgaria Third League | 2024/03/09 13:00 | FK Sozopol v FK Dimitrovgrad | D | 0-0 |
| Bulgaria Third League | 2024/02/25 12:00 | Spartak Plovdiv v FK Dimitrovgrad | L | 5-0 |
| Bulgaria Third League | 2023/11/18 12:30 | Sekirovo v FK Dimitrovgrad | W | 2-3 |
| Bulgaria Third League | 2023/10/27 13:00 | Lokomotiv Plovdiv II v FK Dimitrovgrad | W | 0-1 |
| Bulgaria Third League | 2023/10/11 13:00 | FK Dimitrovgrad v FC Karnobat | W | 4-1 |
| Bulgaria Third League | 2023/10/07 13:00 | Atletik Kuklen v FK Dimitrovgrad | D | 1-1 |
| Bulgaria Third League | 2023/09/02 15:00 | Beroe Stara Zagora II v FK Dimitrovgrad | L | 3-1 |
| Bulgaria Third League | 2023/08/27 15:00 | FK Dimitrovgrad v FK Sozopol | D | 0-0 |