Stadium: Center Court_1 Round: 25 Ground: Clay
| ITF M25 Kottingbrunn | 2021/07/19 09:30 | Petros Tsitsipas v Raffael Schaer | 3-6,4-6 |
| ITF M25 Kottingbrunn | 2021/07/18 07:30 | Petros Tsitsipas v Stephanos Schinas | 6-3,6-2 |
| ITF M25 Ajaccio | 2021/07/11 16:00 | Petros Tsitsipas v Clement Chidekh | 3-6,0-6 |
| ITF M25 Ajaccio | 2021/07/10 19:20 | Petros Tsitsipas v Loris Pourroy | 6-4,6-7,6-3 |
| ITF M25 Ajaccio | 2021/07/09 16:35 | Petros Tsitsipas v Lisandru Rodriguez | 7-6,6-1 |
| ITF M25 Ajaccio | 2021/07/08 12:30 | Hiroki Moriya v Petros Tsitsipas | 1-6,6-3,2-6 |
| ITF M25 Ajaccio | 2021/07/07 19:05 | Petros Tsitsipas v Hendrik Jebens | 3-6,6-0,6-1 |
| ITF M15 Monastir | 2021/06/24 11:30 | Omni Kumar v Petros Tsitsipas | 6-1,6-2 |
| ITF M15 Monastir | 2021/04/18 10:00 | Leyton Rivera v Jonas Greif | 6-1,6-2 |
| ITF M15 Monastir | 2021/04/11 08:00 | Jonas Greif v Yuta Kawahashi | 2-6,3-6 |
| ITF M15 Monastir | 2021/03/07 08:00 | Jonas Greif v Luca Castagnola | 2-6,0-6 |
| ITF M15 Monastir | 2021/02/28 09:00 | Jonas Greif v Leonardo Civita-Telles | 0-6,5-7 |
| ITF M15 Monastir | 2021/02/22 08:00 | Jonas Greif v Kenneth Raisma | 2-6,2-6 |
| ITF M15 Monastir | 2021/02/21 11:00 | Jonas Greif v Thomas George Brun | 6-4,6-0 |
| ITF M15 Monastir | 2021/02/15 09:00 | Jonas Greif v Jesse Timmermans | 3-6,1-6 |
| ITF M15 Monastir | 2021/02/14 09:00 | Alessandro Ingarao v Jonas Greif | 6-7,2-6 |