Round: 25 Ground: Hardcourt outdoor
| Challenger - Tiburon | 2015/09/29 17:00 | Mitchell Krueger v Philip Bester | 6-4,6-7,6-1 |
| Challenger - Columbus | 2015/09/22 14:00 | Quentin Halys v Philip Bester | 6-1,2-6,6-0 |
| ITF Canada F8 | 2015/09/04 20:30 | Philip Bester v Gonzalo Escobar | 2-6,6-3,3-6 |
| ITF Canada F8 | 2015/09/03 19:30 | Philip Bester v Edward Bourchier | 6-1,6-1 |
| 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 |
| Challenger - Tiburon | 2015/09/30 21:30 | Jared Donaldson v Mitchell Krueger | 3-6,6-7 |
| Challenger - Tiburon | 2015/09/28 18:45 | Jared Donaldson v Darian King | 6-1,6-4 |
| US Open | 2015/09/01 20:15 | Jared Donaldson v Lukas Rosol | 6-7,0-6,6-7 |
| ATP - Cincinnati | 2015/08/19 15:00 | Jared Donaldson v Jerzy Janowicz | 4-6,6-7 |
| ATP - Cincinnati | 2015/08/17 20:00 | Jared Donaldson v Nicolas Mahut | 7-5,6-7,6-2 |
| Challenger Aptos | 2015/08/13 01:20 | Jared Donaldson v Yoshihito Nishioka | 6-4,3-6,3-6 |
| Challenger Aptos | 2015/08/10 21:20 | Jared Donaldson v Gastao Elias | 7-6,6-3 |
| ATP - Newport | 2015/07/15 15:00 | John-Patrick Smith v Jared Donaldson | 6-3,6-1 |