Stadium: Court 2 Round: 44 Ground: Clay
| ITF M25 Pazardzhik | 2023/09/25 10:00 | Nikola Kolyachev v Martin Dimitrov | 6-4,6-2 |
| ITF M25 Pazardzhik | 2023/09/24 09:00 | Martin Dimitrov v Carlo Cataldi | 7-5,4-6,11-9 |
| ITF M15 Pazardzhik | 2023/05/18 10:55 | Martin Dimitrov v Alexander Vasilev | 6-7,3-6 |
| ITF M15 Sofia | 2022/07/04 08:00 | Tomislav Jotovski v Martin Dimitrov | 6-4,6-4 |
| ITF M15 Sofia | 2022/07/03 09:00 | Martin Dimitrov v Plamen Milushev | 7-6,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/30 10:30 | Martin Dimitrov v Plamen Milushev | 4-6,7-5,5-2 |
| UTR Pro Tennis Series Copenhagen | 2022/04/28 07:30 | Martin Dimitrov v John Walentowicz | 4-6,6-3,5-1 |
| UTR Pro Tennis Series Copenhagen | 2022/04/27 06:00 | Martin Dimitrov v Henrik Heise Korsgaard | 2-6,7-6,3-6 |
| ITF M15 Kursumlijska Banja | 2024/07/07 08:30 | Mihail Ivanov v Tymur Bieldiugin | 1-6,4-6 |
| ITF M15 Kursumlijska Banja | 2024/06/09 08:30 | Angel Hernandez v Mihail Ivanov | 6-3,6-3 |
| ITF M25 Kursumlijska Banja | 2024/06/03 09:30 | Mihail Ivanov v Svyatoslav Gulin | 3-6,1-6 |
| ITF M25 Kursumlijska Banja | 2024/06/02 10:00 | Gabriele Camilli v Mihail Ivanov | 5-7,3-6 |
| ITF M15 Kursumlijska Banja | 2024/05/29 08:55 | Mihail Ivanov v Svyatoslav Gulin | 1-6,3-6 |
| ITF M15 Kursumlijska Banja | 2024/05/28 06:30 | Benjamin Torres v Mihail Ivanov | 4-6,7-6,8-10 |
| ITF M15 Kursumlijska Banja | 2024/05/27 06:30 | Mihail Ivanov v Vanja Petrov | 2-6,6-1,10-6 |
| ITF M15 Kursumlijska Banja | 2024/05/26 08:30 | Luka Todorovic v Mihail Ivanov | 5-7,4-6 |