Stadium: Court 3 Round: 26 Ground: Clay
| ITF - M15 Cairo | 2021/07/21 08:00 | Kai Wehnelt v Artur Soghoyan | 6-3,6-3 |
| ITF - M25 Alkmaar | 2021/06/24 08:00 | Mats Rosenkranz v Kai Wehnelt | 6-1,4-6,5-7 |
| ITF - M25 Alkmaar | 2021/06/23 16:10 | Kai Wehnelt v Sander Jong | 6-2,7-6 |
| ITF - M25 Alkmaar | 2021/06/21 16:00 | Kai Wehnelt v Deney Wassermann | 5-7,6-3,12-10 |
| ITF - M15 Bucuresti | 2021/05/26 08:30 | Kai Wehnelt v Cristian Rodriguez | 6-7,3-6 |
| ITF - M15 Troisdorf | 2021/05/13 09:00 | Kai Wehnelt v Lucas Gerch | 4-6,6-4,5-7 |
| ITF - M15 Troisdorf | 2021/05/11 12:35 | Tomas Lipovsek Puches v Kai Wehnelt | 1-6,7-6,3-6 |
| ITF - M15 Cairo | 2021/05/06 07:50 | Jose Fco. Vidal Azorin v Kai Wehnelt | 6-4,6-3 |
| ITF - M15 Cairo | 2021/07/21 08:00 | Leonid Sheyngezikht v Sherif Makhlouf | 6-3,6-2 |
| ITF - M15 Cairo | 2021/07/20 08:00 | Leonid Sheyngezikht v Abdalla Genidy | 6-4,6-2 |
| ITF - M15 Sofia | 2021/07/08 07:00 | Nicolae Frunza v Leonid Sheyngezikht | 7-6,6-0 |
| ITF - M15 Sofia | 2021/07/07 06:50 | Dmitrii Vasilev v Leonid Sheyngezikht | 0-6,2-6 |
| ITF - M15 Sofia | 2021/07/05 11:30 | Leonid Sheyngezikht v Franco Roncadelli | 6-2,6-2 |
| ITF - M15 Sofia | 2021/07/05 07:00 | Plamen Milushev v Leonid Sheyngezikht | 3-6,6-3,9-11 |
| ITF - M15 Sofia | 2021/07/04 07:30 | Vlad Andrei Dumitru v Leonid Sheyngezikht | 1-6,4-6 |
| ITF - M25 Belgrad | 2021/06/29 08:40 | Leonid Sheyngezikht v Dusan Milanovic | 6-3,4-6,10-12 |