| Bulgaria Third League | 2019/09/08 14:00 | FK Drenovets v FC Tryavna | L | 4-3 |
| Bulgaria Third League | 2020/09/13 14:00 | FC Tryavna v Lok Mezdra | D | 0-0 |
| Bulgaria Third League | 2020/09/09 14:00 | FC Tryavna v Etar Veliko Tarnovo II | D | 1-1 |
| Bulgaria Third League | 2020/08/30 15:00 | FC Tryavna v Vihar Slavyanovo | L | 1-4 |
| Bulgaria Third League | 2020/08/09 15:00 | FC Sevlievo v FC Tryavna | L | 3-0 |
| Bulgaria Third League | 2019/09/08 14:00 | FK Drenovets v FC Tryavna | L | 4-3 |
| Bulgaria Third League | 2019/04/07 14:00 | FC Tryavna v Levski 2007 | L | 2-4 |
| World Club Friendlies | 2019/02/03 09:30 | Levski Karlovo v FC Tryavna | L | 4-0 |
| Bulgaria Third League | 2018/10/10 13:00 | Yantra Gabrovo v FC Tryavna | L | 3-0 |
| Bulgaria Third League | 2020/09/20 14:00 | FK Drenovets v Levski 2007 | D | 2-2 |
| Bulgaria Third League | 2020/08/09 15:00 | FK Drenovets v Akademia Botev Vratsa | L | 0-3 |
| Europe Friendlies | 2020/07/18 08:00 | Balkan Botevgrad v FK Drenovets | L | 2-1 |
| Bulgaria Third League | 2019/09/08 14:00 | FK Drenovets v FC Tryavna | W | 4-3 |
| Bulgaria Cup | 2019/09/05 13:00 | FK Drenovets v FC Lovech | L | 1-2 |