| Challenger Series TT | 03/03 10:10 | - | Albert Vilardell v Dillon Chambers | L | 3-0 | |
| Challenger Series TT | 03/03 08:10 | - | Dillon Chambers v Damian Zech | W | 3-1 | |
| Challenger Series TT | 03/02 20:10 | - | Samuel Amann v Dillon Chambers | W | 0-3 | |
| Challenger Series TT | 03/02 17:30 | - | Liang Qiu v Dillon Chambers | L | 3-0 | |
| Challenger Series TT | 03/02 14:50 | - | Dillon Chambers v Marco Stefanidis | W | 3-0 | |
| Challenger Series TT | 03/02 11:30 | - | Dillon Chambers v Guilherme Teodoro | L | 2-3 | |
| Challenger Series TT | 03/02 09:30 | - | Dillon Chambers v Anton Limonov | L | 0-3 | |
| Challenger Series TT | 02/28 13:50 | 50 | Dillon Chambers v Martin Buch Andersen | L | 2-3 | |
| Challenger Series TT | 02/28 12:25 | 2 | Sushmit Sriram v Dillon Chambers | L | 3-2 | |
| Challenger Series TT | 02/28 10:10 | - | Dauud Cheaib v Dillon Chambers | W | 2-3 | |
| Challenger Series TT | 02/28 08:10 | - | Dillon Chambers v Sushmit Sriram | L | 2-3 | |
| Challenger Series TT | 02/27 20:10 | - | Martin Buch Andersen v Dillon Chambers | L | 3-1 | |
| Challenger Series TT | 02/27 17:30 | - | Sven Happek v Dillon Chambers | L | 3-2 | |
| Challenger Series TT | 02/27 14:50 | - | Dillon Chambers v Remy Pham | W | 3-0 | |
| Challenger Series TT | 02/27 14:50 | - | Rafael Turrini v Dillon Chambers | - | Cancelled | |
| Challenger Series TT | 02/27 11:30 | - | Emiliano Riofrio v Dillon Chambers | W | 2-3 | |
| Challenger Series TT | 02/27 09:30 | - | Alvaro Gainza v Dillon Chambers | W | 2-3 | |
| Challenger Series TT | 02/03 13:50 | 50 | Dillon Chambers v Kirill Fadeev | W | 3-2 | |
| Challenger Series TT | 02/03 12:25 | 2 | Dennis Klein v Dillon Chambers | L | 3-0 | |
| Challenger Series TT | 02/03 11:30 | - | Kenan Hrnic v Dillon Chambers | L | 3-0 | |
| Challenger Series TT | 02/03 07:30 | - | Dennis Klein v Dillon Chambers | L | 3-2 | |
| Challenger Series TT | 02/02 19:30 | - | Dillon Chambers v Anton Limonov | L | 1-3 | |
| Challenger Series TT | 02/02 16:10 | - | Dillon Chambers v Kirill Fadeev | L | 0-3 | |
| Challenger Series TT | 02/02 14:10 | - | Nikola Grujic v Dillon Chambers | W | 0-3 | |
| Challenger Series TT | 02/02 11:30 | - | Hannes Hormann v Dillon Chambers | W | 1-3 | |
| Challenger Series TT | 02/02 08:50 | - | Damian Zech v Dillon Chambers | W | 1-3 | |
| Challenger Series TT | 01/13 10:10 | - | Josip Huzjak v Dillon Chambers | W | 2-3 | |
| Challenger Series TT | 01/13 08:10 | - | Dillon Chambers v Makoto Nogami | L | 1-3 | |
| Challenger Series TT | 01/12 20:10 | - | Sven Happek v Dillon Chambers | L | 3-2 | |
| Challenger Series TT | 01/12 17:30 | - | Damian Zech v Dillon Chambers | L | 3-0 |