Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| Challenger Jerusalem | 2019/05/22 11:10 | Goncalo Oliveira v Dimitar Kuzmanov | 6-7,2-6 |
| Challenger Jerusalem | 2019/05/21 07:00 | Frederico Ferreira Silva v Dimitar Kuzmanov | 2-6,6-7 |
| ITF M15 Antalya | 2019/05/19 07:45 | Dimitar Kuzmanov v Oleg Prihodko | 3-6,6-2,6-1 |
| ITF M15 Antalya | 2019/05/18 09:50 | Dimitar Kuzmanov v Victor Vlad Cornea | 6-2,6-1 |
| ITF M15 Antalya | 2019/05/17 10:10 | Dimitar Kuzmanov v Marsel Ilhan | 6-2,6-3 |
| ITF M15 Antalya | 2019/05/16 09:15 | Dimitar Kuzmanov v Yanki Erel | 6-3,6-4 |
| ITF M15 Antalya | 2019/05/15 08:50 | Dimitar Kuzmanov v Flemming Peters | 6-0,6-4 |
| Challenger Ostrava | 2019/04/30 09:40 | Dimitar Kuzmanov v Dennis Novak | 6-2,4-6,4-6 |
| Challenger Jerusalem | 2019/05/22 07:00 | Edan Leshem v Collin Altamirano | 1-6,6-1,6-4 |
| Challenger Jerusalem | 2019/05/21 07:00 | Tom Jomby v Edan Leshem | 2-6,2-6 |
| ITF M15 Heraklion | 2019/05/18 07:30 | Yshai Oliel v Edan Leshem | 7-5,6-3 |
| ITF M15 Heraklion | 2019/05/17 07:00 | Marek Jaloviec v Edan Leshem | 7-5,5-7,1-6 |
| ITF M15 Heraklion | 2019/05/16 09:55 | Jonas Trinker v Edan Leshem | 3-6,4-6 |
| ITF M15 Heraklion | 2019/05/15 13:55 | Dominik Palan v Edan Leshem | 4-6,4-6 |
| Challenger Shymkent | 2019/05/08 06:30 | Edan Leshem v Gerald Melzer | 2-6,1-6 |
| Challenger Shymkent | 2019/05/07 04:00 | Grigoriy Lomakin v Edan Leshem | 5-7,6-7 |