Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2021/10/10 07:00 | Billy Harris v Kai Wehnelt | 6-4,6-1 |
| ITF M15 Sozopol | 2021/10/09 07:00 | Alexander Donski v Kai Wehnelt | 6-4,3-6,6-7 |
| ITF M15 Sozopol | 2021/10/08 07:00 | Kai Wehnelt v Ilya Snitari | 7-6,6-3 |
| ITF M15 Sozopol | 2021/10/07 07:00 | Kai Wehnelt v George Tsivadze | 6-3,6-1 |
| ITF M15 Sozopol | 2021/10/05 09:00 | Kai Wehnelt v Dian Nedev | 6-3,6-3 |
| Challenger Sibiu | 2021/09/27 07:00 | Kai Wehnelt v Stefan Palosi | 6-7,7-6,2-6 |
| ITF M15 Sozopol | 2021/09/19 07:00 | Kai Wehnelt v Ryan James Storrie | 4-6,6-0,2-6 |
| ITF M15 Sozopol | 2021/09/18 07:00 | Kai Wehnelt v Martin Krumich | 6-4,6-2 |
| ITF M25 Prague | 2021/10/07 08:00 | Khumoyun Sultanov v Andrew Paulson | 4-6,6-3,6-2 |
| ITF M25 Pardubice | 2021/09/23 11:00 | Filip Misolic v Andrew Paulson | 3-6,7-5,6-2 |
| ITF M25 Pardubice | 2021/09/23 07:30 | Dominik Recek v Andrew Paulson | 2-6,6-7 |
| UTR Pro Tennis Series Ricany | 2021/09/19 07:00 | Filip Duda v Andrew Paulson | 0-0 |
| UTR Pro Tennis Series Ricany | 2021/09/18 09:00 | Petr Hajek v Andrew Paulson | 4-6,1-6 |
| UTR Pro Tennis Series Ricany | 2021/09/17 10:30 | Andrey Chepelev v Andrew Paulson | 3-6,2-5 |
| UTR Pro Tennis Series Ricany | 2021/09/16 08:30 | Marek Jaloviec v Andrew Paulson | 6-3,2-6,6-7 |
| UTR Pro Tennis Series Ricany | 2021/09/14 10:30 | Jiri Jenicek v Andrew Paulson | 3-6,4-5 |