Stadium: Pista 3 Round: 26 Ground: Hardcourt outdoor
| Challenger Mallorca | 2021/09/01 16:00 | Blaz Rola v Tobias Kamke | 4-6,4-6 |
| US Open | 2021/08/24 17:05 | Tobias Kamke v Illya Marchenko | 6-3,6-7,2-6 |
| Challenger Meerbusch | 2021/08/09 14:00 | Lukas Klein v Tobias Kamke | 6-1,6-2 |
| Challenger Poznan | 2021/07/27 08:00 | Mats Moraing v Tobias Kamke | 6-4,6-2 |
| ATP Hamburg | 2021/07/10 12:05 | Tobias Kamke v Alessandro Giannessi | 3-6,4-6 |
| Challenger Braunschweig | 2021/07/05 16:25 | Elias Ymer v Tobias Kamke | 6-3,7-5 |
| Wimbledon | 2021/06/22 15:30 | Thiago Seyboth Wild v Tobias Kamke | 6-4,6-4 |
| Challenger Prostejov | 2021/06/17 09:00 | Zdenek Kolar v Tobias Kamke | 6-2,6-3 |
| Challenger Mallorca | 2021/09/01 14:00 | Nick Chappell v Evgeny Karlovskiy | 6-3,6-1 |
| Challenger Mallorca | 2021/08/31 08:00 | Rafael Giotis v Nick Chappell | 3-6,4-6 |
| Challenger Mallorca | 2021/08/30 08:00 | Joan Nadal v Nick Chappell | 1-6,2-6 |
| Challenger Prague | 2021/08/23 10:00 | Kaichi Uchida v Nick Chappell | 6-4,3-6,6-1 |
| ITF M25 Prostejov | 2021/08/19 08:15 | Alex Rybakov v Nick Chappell | 6-2,7-6 |
| ITF M25 Prostejov | 2021/08/18 10:30 | Daniel Paty v Nick Chappell | 4-6,3-6 |
| ITF M25 Prostejov | 2021/08/17 07:55 | Robert Rumler v Nick Chappell | 0-6,4-6 |
| Challenger Segovia | 2021/07/25 14:00 | Luca Vanni v Nick Chappell | 6-1,6-2 |