Stadium: M (CC) Round: 25 Ground: Clay
| Challenger Meerbusch | 2021/08/08 12:05 | Nerman Fatic v Petros Tsitsipas | 6-1,7-6 |
| ITF M25 Bolzano | 2021/08/04 08:25 | Petros Tsitsipas v Andrea Gola | 2-6,2-6 |
| ITF M25 Bolzano | 2021/08/03 15:35 | Petros Tsitsipas v Jonas Greif | 6-3,6-2 |
| 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 M15 Oldenzaal | 2021/08/17 08:15 | Gabriel Alejandro Hidalgo v Felipe Derdoy | 6-2,6-1 |
| ITF M15 Oldenzaal | 2021/08/15 12:00 | Gabriel Alejandro Hidalgo v Roland Stuurman | 6-2,2-6,10-4 |
| ITF M25 Wetzlar | 2021/08/04 09:55 | Dayne Kelly v Gabriel Alejandro Hidalgo | 6-7,6-2,6-4 |
| ITF M25 Wetzlar | 2021/08/03 08:55 | Gabriel Alejandro Hidalgo v Dominik Recek | 6-2,6-3 |
| ITF M25 Wetzlar | 2021/08/02 09:30 | Gabriel Alejandro Hidalgo v Julien Penzlin | 6-1,7-5 |
| ITF M15 Esch/Alzette | 2021/07/23 09:00 | Gabriel Alejandro Hidalgo v Nicholas David Ionel | 4-6,0-6 |
| ITF M15 Esch/Alzette | 2021/07/22 10:00 | Gabriel Alejandro Hidalgo v Alexander Weis | 6-2,6-7,7-5 |
| ITF M15 Esch/Alzette | 2021/07/21 08:55 | Dan Added v Gabriel Alejandro Hidalgo | 6-2,4-6,4-6 |