| Challenger Ochsenhausen | 01/11 18:20 | 1 | Felix Wetzel v Chambers, Dillon | L | 3-0 | |
| Challenger Ochsenhausen | 01/11 15:40 | 1 | Chambers, Dillon v Michael Servaty | L | 2-3 | |
| Challenger Ochsenhausen | 01/11 11:30 | 1 | Chambers, Dillon v Jiri Martinko | L | 0-3 | |
| Challenger Ochsenhausen | 01/11 09:30 | 1 | Chambers, Dillon v Dauud Cheaib | L | 1-3 | |
| Team World Cup, Doubles | 11/07 02:00 | - | Gustavo Tsuboi v Chambers, Dillon | L | 3-0 | |
| Australian Open 2019, MS | 07/09 02:30 | - | Chambers, Dillon v Ng, Pak Nam | L | 1-4 | |
| Qatar Open XD | 07/13 06:52 | - | Chambers, Dillon v Chris Yan | L | 2-4 | |
| Qatar Open XD | 07/13 06:50 | 1 | Chambers, Dillon v Yan, Xin | L | 2-4 | |
| Qatar Open XD | 07/12 09:00 | 1 | Chambers, Dillon v Silva, Sajith | W | 3-2 | |
| Qatar Open XD | 07/11 05:00 | 1 | Cosgriff, Luke v Chambers, Dillon | W | 0-3 | |
| Qatar Open XD | 07/11 04:30 | 1 | Xavier Dixon v Chambers, Dillon | W | 2-3 | |
| Qatar Open XD | 07/11 00:15 | - | Chambers, Dillon v Xiao Justin Wang | W | 3-0 | |
| Qatar Open XD | 07/11 00:05 | 1 | Chambers, Dillon v Wang, Xiao | W | 3-0 | |
| Qatar Open XD | 07/10 23:30 | 1 | Chambers, Dillon v Foley, Eric | W | 3-0 | |
| Qatar Open XD | 07/09 08:30 | - | Chambers, Dillon v Taylor, Benjamin | W | 3-1 | |
| Qatar Open XD | 07/02 04:15 | 1 | Lee, Chia-Sheng v Chambers, Dillon | L | 4-0 | |
| Qatar Open XD | 07/02 00:00 | 1 | Littler, Richard v Chambers, Dillon | W | 1-3 |