| Challenger Series TT | 2023/06/23 11:25 | Dennis Klein v Ihor Zavadskyi | W | 3-0 |
| Challenger Series TT | 2023/06/23 07:50 | Dennis Klein v Dauud Cheaib | W | 3-0 |
| Challenger Series TT | 2023/06/22 19:10 | Dennis Klein v Carlo Rossi | W | 3-1 |
| Challenger Series TT | 2023/06/22 14:30 | Dennis Klein v Sven Happek | W | 3-0 |
| Challenger Series TT | 2023/06/22 12:30 | Dennis Klein v Johannes Willeke | W | 3-0 |
| Challenger Series TT | 2023/06/22 09:10 | Tobias Slanina v Dennis Klein | W | 2-3 |
| Challenger Series TT | 2023/06/22 07:10 | Dennis Klein v Samuel Amann | W | 3-0 |
| Challenger Series TT | 2023/06/20 13:30 | Dennis Klein v Carlo Rossi | W | 3-1 |