Round: 26 Ground: Hardcourt outdoor
| US Open Qual | 2015/08/26 15:00 | Daniel Nguyen v Philip Bester | 7-6,2-6,6-4 |
| ATP Montreal | 2015/08/10 22:30 | Philip Bester v Gilles Muller | 2-6,3-6 |
| Challenger Granby | 2015/07/25 16:30 | Yoshihito Nishioka v Philip Bester | 6-7,6-3,3-6 |
| ITF Canada F4 | 2015/07/03 17:00 | Hans Hach Verdugo v Philip Bester | 7-5,3-6,6-4 |
| ITF Canada F4 | 2015/07/02 17:00 | Roy Hobbs v Philip Bester | 3-6,2-6 |
| ITF Canada F4 | 2015/07/01 17:00 | Nicholas Reyes v Philip Bester | 4-6,4-6 |
| ITF Canada F3 | 2015/06/28 19:00 | Philip Bester v Brayden Schnur | 3-6,6-4,7-6 |
| ITF Canada F3 | 2015/06/27 19:00 | Philip Bester v Alexios Halebian | 6-7,6-3,6-4 |
| ITF Canada F7 | 2015/08/26 17:15 | Edward Bourchier v Robert Levine | 2-6,1-6 |
| ITF USA F25 Qual | 2015/08/08 14:00 | Edward Bourchier v Arsav Mohanty | 6-4,6-2 |