Home History
| Bulgaria Third League | 2020/09/13 14:00 | Levski Karlovo v FK Haskovo | L | 2-1 |
| Bulgaria Third League | 2020/08/29 15:00 | FK Haskovo v Borislav 2009 | L | 0-4 |
| Bulgaria Third League | 2019/09/08 14:00 | FK Haskovo v Svilengrad 1921 | D | 1-1 |
| Europe Friendlies | 2019/07/27 15:00 | Borislav 2009 v FK Haskovo | L | 1-0 |
| Bulgaria Third League | 2019/06/06 15:00 | Rodopa v FK Haskovo | L | 1-0 |
| Bulgaria Third League | 2019/06/02 15:00 | FK Haskovo v FK Sozopol | L | 0-2 |
| Bulgaria Third League | 2019/05/08 15:00 | FK Haskovo v Sokol Markovo | W | 2-0 |
| Bulgaria Third League | 2019/05/04 15:00 | Chernomorets Burgas v FK Haskovo | L | 5-1 |
Away History
| Bulgaria Third League | 2020/10/17 13:00 | Vereya v FK Dimitrovgrad | W | 1-2 |
| Bulgaria Third League | 2020/09/19 14:00 | Spartak Plovdiv v FK Dimitrovgrad | D | 1-1 |
| Bulgaria Third League | 2020/08/08 15:00 | FK Dimitrovgrad v Sokol Markovo | L | 1-2 |
| Bulgaria Third League | 2019/06/01 15:00 | Zagorets v FK Dimitrovgrad | L | 3-0 |
| Bulgaria Third League | 2019/05/03 15:00 | FK Dimitrovgrad v Minior Radnevo | L | 0-1 |
| Bulgaria Third League | 2019/03/31 12:00 | Levski Karlovo v FK Dimitrovgrad | L | 3-0 |
| Bulgaria Amateur Cup | 2019/03/27 13:00 | FK Dimitrovgrad v Zagorets | L | 0-5 |
| Bulgaria Amateur Cup | 2019/02/16 12:00 | FK Gigant Saedinie v FK Dimitrovgrad | W | 0-2 |