Stadium: Court 5 Round: 44 Ground: Clay
| ITF M15 Zlatibor | 2019/09/16 10:30 | Obrad Markovski v Dusan Obradovic | 4-6,3-6 |
| ITF M15 Zlatibor | 2019/09/15 10:30 | Obrad Markovski v Xin Hu | 6-2,6-0 |
| ITF M15 Brasov | 2019/09/08 09:30 | Robert Damian Savin v Obrad Markovski | 6-3,7-6 |
| ITF M15 Curtea de Arges | 2019/08/19 06:30 | Dmitrii Baskov v Obrad Markovski | 4-6,6-3,10-8 |
| ITF M25 Pitesti | 2019/08/13 07:45 | Vladislav Melnic v Obrad Markovski | 6-7,7-5,10-4 |
| ITF M25 Pitesti | 2019/08/12 11:00 | Robert Damian Savin v Obrad Markovski | 3-6,4-6 |
| ITF M15 Targu Mures | 2019/08/05 09:00 | Obrad Markovski v Felipe Derdoy | 2-6,0-6 |
| ITF M25 Kiseljak | 2019/05/28 08:50 | Duje Kekez v Obrad Markovski | 6-0,6-2 |
| ITF M15 Antalya | 2020/01/27 07:00 | Esteban Bruna v Bogdan Borza | 6-7,1-6 |
| ITF M15 Antalya | 2020/01/26 07:00 | Alberto Bronzetti v Esteban Bruna | 2-6,3-6 |
| ITF M15 Antalya | 2020/01/22 07:00 | Pol Martin Tiffon v Esteban Bruna | 6-2,6-2 |
| ITF M15 Antalya | 2020/01/21 07:00 | Esteban Bruna v Andrea Fiorentini | 7-5,4-6,10-8 |
| ITF M15 Antalya | 2020/01/14 07:00 | Esteban Bruna v Lorenzo Vatteroni | 6-7,3-6 |
| ITF M15 Maldonado | 2019/11/26 13:30 | Esteban Bruna v Mariano Kestelboim | 4-6,2-6 |
| ITF M15 Junin | 2019/10/24 12:00 | Franco Emanuel Egea v Esteban Bruna | 6-2,6-3 |
| ITF M15 Junin | 2019/10/23 12:00 | Alan Postay v Esteban Bruna | 5-7,1-6 |