Stadium: Court Tsitsipas Round: 25 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2021/11/17 11:20 | Kai Wehnelt v Simon A Ivanov | 5-7,4-6 |
| ITF M25 Villers Les Nancy | 2021/11/09 10:50 | Tristan Schoolkate v Kai Wehnelt | 7-5,6-2 |
| ITF M25 Hamburg | 2021/10/21 09:55 | Louis Wessels v Kai Wehnelt | 7-5,4-6,6-3 |
| ITF M25 Hamburg | 2021/10/20 08:00 | Kai Wehnelt v Markus Eriksson | 6-4,7-5 |
| ITF M15 Sozopol | 2021/10/13 15:40 | Kai Wehnelt v Andrew Paulson | 6-7,1-6 |
| 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 Heraklion | 2021/11/14 11:00 | Raffael Schaer v Ioannis Kountourakis | 6-4,6-2 |
| ITF M15 Heraklion | 2021/11/08 09:00 | Zsombor Velcz v Ioannis Kountourakis | 7-5,6-0 |
| ITF M15 Heraklion | 2021/11/03 12:40 | Ioannis Kountourakis v Mark Lajal | 6-4,1-6,2-6 |
| ITF M15 Heraklion | 2021/11/02 07:00 | Jonathan Backman v Ioannis Kountourakis | 6-1,6-7,7-10 |
| ITF M15 Heraklion | 2021/11/01 11:00 | Ioannis Kountourakis v Nikolas Moceanu | 6-1,6-2 |
| ITF M15 Cairo | 2021/09/13 08:00 | Ioannis Kountourakis v Maikel De Boes | 4-6,4-6 |
| ITF M15 Cairo | 2021/09/07 07:30 | Tobias Franco v Ioannis Kountourakis | 6-4,6-2 |
| ITF M15 Cairo | 2021/09/06 08:30 | Antonio Mazzeo v Ioannis Kountourakis | 2-6,4-6 |