Stadium: Court 3 Round: 26 Ground: Clay
| 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 - 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 - M25 Bolzano | 2021/08/03 13:50 | Andrea Gola v Jeremy Jahn | 4-6,6-2,6-3 |
| ITF - M25 Bolzano | 2021/08/02 14:45 | Andrea Gola v Christian Fellin | 6-1,7-5 |
| ITF - M25 Bolzano | 2021/08/01 14:20 | Andrea Gola v Maximilian Figl | 6-4,6-1 |
| ITF - M15 Perugia | 2021/07/19 13:00 | Andrea Gola v Riccardo Di Nocera | 6-7,3-6 |
| ITF - M15 Perugia | 2021/07/18 13:15 | Matias Soto v Andrea Gola | 6-7,3-6 |
| ITF - M25 Ajaccio | 2021/07/07 07:00 | Clement Chidekh v Andrea Gola | 6-0,6-0 |
| ITF - M25 Ajaccio | 2021/07/05 15:30 | Andrea Gola v Jamie Krattiger | 6-0,6-1 |
| ITF - M15 Cairo | 2021/04/18 08:30 | Jorge Martinez Martinez v Andrea Gola | 6-1,6-7,2-10 |