| Europe Friendlies | 2019/07/24 15:00 | Borislav 2009 v Maritsa Plovdiv | D | 4-4 |
| Bulgaria Third League | 2019/04/20 14:00 | Borislav 2009 v Asenovets | W | 8-0 |
| World Club Friendlies | 2019/02/02 13:00 | Borislav 2009 v Maritsa Plovdiv | L | 1-4 |
| Bulgaria Amateur Cup | 2018/10/17 13:00 | Sokol Markovo v Borislav 2009 | L | 10-9 |
| Bulgaria Third League | 2018/04/25 14:00 | Borislav 2009 v Svilengrad 1921 | L | 2-3 |
| Bulgaria Third League | 2018/04/05 14:00 | Borislav 2009 v Levski Karlovo | D | 1-1 |
| Europe Friendlies | 2018/02/21 13:00 | Botev Plovdiv v Borislav 2009 | L | 4-0 |
| Europe Friendlies | 2018/02/14 13:00 | Borislav 2009 v Sokol Markovo | D | 1-1 |
| 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 |
| Bulgaria Third League | 2019/04/21 14:00 | Levski Karlovo v FK Haskovo | W | 0-2 |
| Bulgaria Third League | 2019/04/14 14:00 | FK Haskovo v Neftochimik 1962 | L | 0-3 |
| Bulgaria Third League | 2019/03/27 13:00 | FK Gigant Saedinie v FK Haskovo | D | 1-1 |
| Bulgaria Third League | 2019/03/24 13:00 | FK Haskovo v Asenovets | W | 4-1 |