Stadium: Court 2 Round: 14 Ground: Hardcourt outdoor
| ITF M25 Pretoria | 2021/09/29 11:30 | Markos Kalovelonis v Michail Pervolarakis | 3-6,2-6 |
| ITF M25 Johannesburg | 2021/09/23 08:00 | Khololwam Montsi v Markos Kalovelonis | 6-1,6-3 |
| ITF M25 Johannesburg | 2021/09/22 08:35 | Markos Kalovelonis v Makoto Ochi | 6-4,6-4 |
| ITF M25 Lesa | 2021/08/25 10:45 | Andrea Basso v Markos Kalovelonis | 6-3,6-2 |
| UTR Pro Tennis Series Barcelona | 2021/08/14 08:40 | Pablo Carretero v Markos Kalovelonis | 6-7,1-0 |
| UTR Pro Tennis Series Barcelona | 2021/08/12 13:00 | Markos Kalovelonis v Olexiy Kolisnyk | 4-6,4-6 |
| UTR Pro Tennis Series Barcelona | 2021/08/11 07:00 | Markos Kalovelonis v Xavier Gabarro | 6-3,6-0 |
| UTR Pro Tennis Series Barcelona | 2021/08/10 10:00 | Markos Kalovelonis v Andrey Chepelev | 6-7,6-2,3-5 |
| ITF M25 Budapest | 2021/09/29 11:10 | Gergely Madarasz v Jaroslav Pospisil | 6-4,1-6,7-5 |
| ITF M25 Prostejov | 2021/08/16 10:50 | Jaroslav Pospisil v Nicolas Alvarez Varona | 3-6,3-6 |
| Challenger Meerbusch | 2021/08/08 10:00 | Duje Ajdukovic v Jaroslav Pospisil | 6-3,6-2 |
| Challenger Liberec | 2021/08/01 15:00 | Alexander Ritschard v Jaroslav Pospisil | 6-2,6-4 |
| ITF M15 Poprad | 2021/07/08 07:55 | Milos Karol v Jaroslav Pospisil | 6-4,7-6 |
| Czechia Extraliga | 2020/12/13 10:00 | Jaroslav Pospisil v Vojtech Vlkovsky | 6-2,6-3 |
| ITF M25 Pardubice | 2020/09/30 10:30 | Pedro Cachin v Jaroslav Pospisil | 6-3,6-4 |
| ITF M25 Pardubice | 2020/09/30 07:00 | Jaroslav Pospisil v Matias Zukas | 6-1,6-2 |