Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Jounieh | 2019/09/24 09:10 | Petros Tsitsipas v Dusan Rajic | 6-4,6-3 |
| ITF M25 Jounieh | 2019/09/23 11:00 | Petros Tsitsipas v Jean-Marie Yazbeck | 6-0,6-0 |
| ITF M25 Trieste | 2019/09/02 08:00 | Luca Tomasetto v Petros Tsitsipas | 6-4,6-2 |
| ITF M25 Trieste | 2019/09/01 09:30 | Dominique Graf v Petros Tsitsipas | 6-7,7-6,5-10 |
| ITF M15 - Heraklion | 2019/05/29 09:10 | Joshua Paris v Petros Tsitsipas | 5-7,6-4,6-4 |
| ITF M15 - Heraklion | 2019/05/22 11:35 | Evan Hoyt v Petros Tsitsipas | 6-2,6-4 |
| ITF M15 - Heraklion | 2019/05/13 09:00 | Brandon Murphy v Petros Tsitsipas | 7-6,6-4 |
| ITF M15 - Heraklion | 2019/05/09 07:00 | Michal Dembek v Petros Tsitsipas | 6-4,6-4 |
| ITF M25 Jounieh | 2019/09/25 16:45 | Hasan Ibrahim v Alexandar Lazarov | 0-6,1-6 |
| Davis Cup | 2019/09/13 09:00 | Lloyd Harris v Alexandar Lazarov | 6-4,6-7,6-3 |
| ITF M15 - Curtea de Arges | 2019/08/24 08:00 | Hernan Casanova v Alexandar Lazarov | 4-6,6-0,6-2 |
| ITF M15 - Curtea de Arges | 2019/08/23 09:35 | Alexandar Lazarov v Simone Roncalli | 7-6,6-1 |
| ITF M15 - Curtea de Arges | 2019/08/22 08:00 | Alexandar Lazarov v Bogdan Pavel | 6-4,6-0 |
| ITF M15 - Curtea de Arges | 2019/08/21 11:20 | Alexandar Lazarov v Luca Prevosto | 6-1,6-0 |
| ITF M25 - Pitesti | 2019/08/15 10:40 | Calin Manda v Alexandar Lazarov | 7-6,7-5 |
| ITF M25 - Pitesti | 2019/08/14 13:15 | Vladimir Filip v Alexandar Lazarov | 3-6,3-6 |