Stadium: Court 2 Round: 25 Ground: Clay
| ITF M15 Sofia | 2022/07/04 08:00 | Jotovski, Tomislav v Dimitrov, Martin | 6-4,6-4 |
| ITF M15 Sofia | 2022/07/03 09:00 | Dimitrov, Martin v Milushev, Plamen | 7-6,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/30 10:30 | Dimitrov, Martin v Milushev, Plamen | 4-6,7-5,5-2 |
| UTR Pro Tennis Series Copenhagen | 2022/04/28 07:30 | Dimitrov, Martin v John Walentowicz | 4-6,6-3,5-1 |
| UTR Pro Tennis Series Copenhagen | 2022/04/27 06:00 | Dimitrov, Martin v Korsgaard, Henrik Heise | 2-6,7-6,3-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/26 09:00 | Dimitrov, Martin v Maciej Rajski | 0-6,4-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/25 07:30 | Dimitrov, Martin v Ruzgas, Marius | 4-6,7-6,5-4 |
| UTR Pro Tennis Series Dobrich | 2022/02/27 07:23 | Petr Nesterov v Dimitrov, Martin | 6-3,4-6,7-5 |
| ITF M15 Sozopol | 2022/10/12 13:35 | Alexander Vasilev v Popeanga, Dragos Petre | 6-1,4-6,1-6 |
| ITF M15 Sofia | 2022/07/03 09:00 | Jotovski, Tomislav v Alexander Vasilev | 6-4,6-2 |