Stadium: TSITSIPAS COURT Round: 25 Ground: Hardcourt outdoor
| Challenger Bari | 2021/11/21 09:00 | Victor Vlad Cornea v Petros Tsitsipas | 7-6,7-5 |
| ITF M15 Heraklion | 2021/11/17 10:50 | Michael Zhu v Petros Tsitsipas | 5-7,7-6,6-2 |
| ITF M25 Villers Les Nancy | 2021/11/10 12:10 | Petros Tsitsipas v Sebastian Fanselow | 5-7,2-6 |
| ITF M25 Saint Dizier | 2021/11/03 13:20 | Petros Tsitsipas v Jeremy Jahn | 4-6,7-6,6-7 |
| Challenger Napoli | 2021/10/05 12:55 | Filippo Baldi v Petros Tsitsipas | 6-4,3-6,6-4 |
| Challenger Napoli | 2021/10/04 08:00 | Bogdan Ionut Apostol v Petros Tsitsipas | 6-3,6-2 |
| Challenger Sibiu | 2021/09/28 08:40 | Damir Dzumhur v Petros Tsitsipas | 6-2,6-0 |
| Davis Cup | 2021/09/18 09:00 | Petros Tsitsipas v Ricardas Berankis | 1-6,3-6 |
| ITF M15 Heraklion | 2021/11/24 11:10 | Henry Patten v Aristotelis Thanos | 6-3,6-7,6-2 |
| ITF M15 Heraklion | 2021/11/23 07:00 | Aristotelis Thanos v Jan Kupcic | 6-0,6-2 |
| ITF M15 Heraklion | 2021/11/21 11:00 | Aristotelis Thanos v Aaron Cohen | 6-3,6-1 |
| ITF M15 Heraklion | 2021/11/05 08:30 | Aristotelis Thanos v Kyle Seelig | 1-6,5-7 |
| ITF M15 Heraklion | 2021/11/04 08:55 | Aristotelis Thanos v Alessandro Spadola | 7-5,2-6,6-3 |
| ITF M15 Heraklion | 2021/11/03 07:00 | Karlis Ozolins v Aristotelis Thanos | 2-6,4-6 |
| ITF M25 Skopje | 2021/09/29 11:50 | Aristotelis Thanos v Gorazd Srbljak | 2-6,4-6 |
| ITF M25 Skopje | 2021/09/28 07:30 | Aristotelis Thanos v William Ma | 6-4,6-1 |