| ITF Serbia F4 | 08/26 07:00 | 62 | Petar Pjevcevic v Petros Tsitsipas | 6-3,5-7,6-0 | |
| ITF Serbia F3 | 08/19 10:30 | 62 | Mile Matic v Petros Tsitsipas | 6-2,7-5 | |
| Davis Cup | 04/07 08:00 | 29 | Petros Tsitsipas v Egor Matvievici | 6-1,6-1 | |
| ITF Greece F5 | 03/25 08:00 | 62 | Vlad Cristian Niculae v Petros Tsitsipas | 6-2,7-5 | |
| ITF Greece F4 | 03/20 08:00 | 25 | Petros Tsitsipas v Erik Crepaldi | 4-6,0-6 | |
| ITF Greece F3 | 03/10 07:30 | 62 | Michalis Sakellaridis v Petros Tsitsipas | 6-3,6-2 | |
| ITF Greece F2 | 03/03 07:30 | 62 | Petros Tsitsipas v Darko Jandric | Retired | |
| ITF Greece F1 | 02/28 08:30 | 25 | Petros Tsitsipas v Luke Johnson | 2-6,2-6 | |
| Challenger Quimper Qual | 01/28 12:25 | 46 | Petros Tsitsipas v Tristan Lamasine | 3-6,1-6 | |
| Challenger Quimper Qual | 01/27 11:30 | 45 | Toshihide Matsui v Petros Tsitsipas | Walkover | |
| ITF Greece F10 | 11/22 07:30 | 25 | Maksim Tikhomirov v Petros Tsitsipas | 6-3,6-0 | |
| ITF Greece F7 | 11/02 11:35 | 26 | Petros Tsitsipas v Andres Artunedo Martinavarr | 2-6,1-6 | |
| ITF Greece F7 | 11/02 04:00 | - | Petros Tsitsipas v Andres Artunedo Martinavarro | 2-6,1-6 | |
| ITF Greece F7 | 11/01 12:15 | 25 | Leandros Misdrahis v Petros Tsitsipas | 4-6,2-6 | |
| ITF Greece F6 | 10/22 11:00 | 44 | Petros Tsitsipas v Razvan M Codescu | 6-4,1-6,0-6 | |
| ITF Greece F6 | 10/21 11:00 | 44 | Davud Amirov v Petros Tsitsipas | 4-6,2-6 | |
| ITF Greece F4 | 03/26 10:00 | 62 | Lukas Klein v Petros Tsitsipas | 6-3,6-1 | |
| ITF Greece F4 | 03/25 07:00 | 62 | Marvin Schramm v Petros Tsitsipas | 0-6,4-6 | |
| ITF Greece F3 | 03/22 13:15 | 25 | Petros Tsitsipas v Maxim Tybar | 7-5,3-6,1-6 | |
| ITF Greece F1 | 03/08 13:45 | 25 | Adrian Bodmer v Petros Tsitsipas | 6-1,6-3 | |
| ITF Greece F10 Qual | 11/12 07:00 | 62 | Petros Tsitsipas v Stephanos Schinas | 5-7,4-6 | |
| ITF Greece F9 | 11/08 10:30 | 25 | Jakob Sude v Petros Tsitsipas | 7-5,6-1 | |
| ITF Italy F10 | 05/10 10:15 | 25 | Petros Tsitsipas v Alberto Cammarata | 2-6,3-6 | |
| ITF Greece F5 | 04/16 06:00 | 62 | Sebastien Boltz v Petros Tsitsipas | 6-0,6-2 | |
| ITF Greece F3 | 04/02 13:00 | 62 | David Novotny v Petros Tsitsipas | 6-2,6-0 | |
| ITF Greece F10 Qual | 10/31 11:30 | 62 | Marco Neubau v Petros Tsitsipas | 6-0,6-3 | |
| ITF Greece F8 | 10/18 10:00 | 62 | Petros Tsitsipas v Masayoshi Ono | 3-6,1-6 | |
| ITF Greece F8 | 10/17 11:30 | 62 | Aria Harajchi v Petros Tsitsipas | 5-7,3-6 | |
| ITF Greece F6 | 04/26 11:00 | - | Stamatios Kapiris v Petros Tsitsipas | 6-3,4-6,7-5 | |
| ITF Greece F3 | 04/05 08:00 | - | Tomas Papik v Petros Tsitsipas | 6-1,6-2 |