| Challenger Series TT | 2023/02/27 11:30 | Emiliano Riofrio v Dillon Chambers | W | 2-3 |
| Challenger Series TT | 2023/02/27 09:30 | Alvaro Gainza v Dillon Chambers | W | 2-3 |
| Challenger Series TT | 2023/02/03 13:50 | Dillon Chambers v Kirill Fadeev | W | 3-2 |
| Challenger Series TT | 2023/02/03 12:25 | Dennis Klein v Dillon Chambers | L | 3-0 |
| Challenger Series TT | 2023/02/03 11:30 | Kenan Hrnic v Dillon Chambers | L | 3-0 |
| Challenger Series TT | 2023/02/03 07:30 | Dennis Klein v Dillon Chambers | L | 3-2 |
| Challenger Series TT | 2023/02/02 19:30 | Dillon Chambers v Anton Limonov | L | 1-3 |
| Challenger Series TT | 2023/02/02 16:10 | Dillon Chambers v Kirill Fadeev | L | 0-3 |
| Challenger Series TT | 2023/02/27 10:50 | Dauud Cheaib v Remy Pham | L | 3-1 |
| Challenger Series TT | 2023/02/27 08:10 | Martin Andersen v Remy Pham | L | 3-1 |