Stadium: Court 1 Round: 54 Ground: Clay
| ITF Qatar F3 Qual | 2018/03/11 15:40 | Grozdanov, Tihomir v Kai Wehnelt | 1-6,1-6 |
| ITF Qatar F3 Qual | 2018/03/10 10:00 | Grozdanov, Tihomir v Yehorov, Vasil | 6-3,6-3 |
| ITF Qatar F2 Qual | 2018/03/05 12:00 | Mats Rosenkranz v Grozdanov, Tihomir | 7-5,6-1 |
| ITF Qatar F2 Qual | 2018/03/04 12:00 | Grozdanov, Tihomir v Butts, Skyler | 6-2,6-3 |
| ITF Qatar F2 Qual | 2018/03/03 09:35 | Grozdanov, Tihomir v Rother, Jannik | 6-3,7-6 |
| ITF Thailand F12 Qual | 2017/12/10 03:00 | Dzhavakian, Yurii v Grozdanov, Tihomir | 6-4,3-6,6-1 |
| ITF Thailand F12 Qual | 2017/12/09 06:30 | Navasirisomboon, Jirat v Grozdanov, Tihomir | 3-6,5-7 |
| ITF Thailand F11 Qual | 2017/12/03 03:00 | Grozdanov, Tihomir v Song, Min-Kyu | 5-7,1-6 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/06 09:35 | Melnic, Vladislav v Dimitrov, Martin | 6-4,6-1 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/05 08:00 | Savin, Robert Damian v Dimitrov, Martin | 3-6,1-6 |
| Chitila, Singles M-ITF-ROU-06A | 2019/07/30 12:20 | Solberg, Christoffer v Dimitrov, Martin | 6-4,1-6,11-9 |
| Chitila, Singles M-ITF-ROU-06A | 2019/07/30 06:30 | Borsan, Doru Junior v Dimitrov, Martin | 3-6,1-6 |
| Plovdiv, Singles Qualifying M-ITF-BUL-03A | 2019/06/04 06:30 | Dimitrov, Martin v Milushev, Plamen | 6-0,5-7,9-11 |
| ITF - M15 Héraklion | 2019/05/29 07:00 | Dimitrov, Martin v Crepaldi, Erik | 5-7,4-6 |
| ITF - M15 Héraklion | 2019/05/28 07:00 | Krainer, L. v Dimitrov, Martin | 4-6,4-6 |
| ITF - M15 Héraklion | 2019/05/21 07:00 | Meehan, Harry David v Dimitrov, Martin | 7-6,7-6 |