| Europe Friendlies | 2019/07/27 15:00 | Borislav 2009 v FK Haskovo | L | 1-0 |
| 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 |
| 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 | 2020/08/16 15:00 | Levski Karlovo v Borislav 2009 | W | 1-2 |
| Europe Friendlies | 2020/07/08 14:30 | Borislav 2009 v Spartak Plovdiv | D | 1-1 |
| Europe Friendlies | 2020/07/04 15:00 | Borislav 2009 v Haskovo | W | 3-1 |
| Club Friendly List | 2020/02/15 12:00 | Borislav 2009 v Asenovets | W | 5-0 |
| Europe Friendlies | 2020/01/29 13:00 | FK Gigant Saedinie v Borislav 2009 | L | 1-0 |
| Europe Friendlies | 2020/01/18 12:00 | Borislav 2009 v Spartak Plovdiv | L | 1-2 |
| Bulgaria Amateur Cup | 2019/11/05 12:30 | FK Gigant Saedinie v Borislav 2009 | L | 7-3 |
| Bulgaria Amateur Cup | 2019/10/16 13:00 | FC Marica Milevo v Borislav 2009 | W | 0-5 |