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