Round: 25 Ground: Clay
| Challenger - Le Gosier | 2016/04/05 19:00 | Philip Bester v Andre Ghem | 4-6,6-7 |
| Challenger - Drummondville | 2016/03/18 17:00 | Philip Bester v Daniel Evans | 3-6,6-7 |
| Challenger - Drummondville | 2016/03/17 18:30 | Philip Bester v Roberto Ortega-Olmedo | 6-3,7-6 |
| Challenger - Drummondville | 2016/03/15 22:30 | Tommy Paul v Philip Bester | 3-6,4-6 |
| Davis Cup | 2016/03/06 15:15 | Richard Gasquet v Philip Bester | 6-1,7-6 |
| Challenger - Morelos | 2016/02/17 16:00 | Alejandro Gonzalez v Philip Bester | 7-5,7-6 |
| Challenger - Morelos | 2016/02/15 18:05 | Tigre Hank v Philip Bester | 3-6,6-7 |
| ITF - USA F2 | 2016/01/13 20:50 | Yannick Hanfmann v Philip Bester | 6-4,4-6,6-3 |
| ITF - USA F12 | 2016/04/07 20:20 | Jan Choinski v Felipe Mantilla | 7-5,6-2 |
| ITF - USA F12 | 2016/04/06 14:00 | Tigre Hank v Felipe Mantilla | 4-6,5-7 |
| Challenger - San Luis Potosi - Qualifikation | 2016/03/20 21:05 | Marcelo Arevalo v Felipe Mantilla | 6-2,7-5 |
| Challenger - San Luis Potosi - Qualifikation | 2016/03/19 23:25 | Rodrigo M Monsech v Felipe Mantilla | 0-6,3-6 |
| ITF - USA F9 | 2016/03/03 17:00 | Juan Sebastian Gomez v Felipe Mantilla | 4-6,6-4,7-6 |
| ITF - USA F9 | 2016/03/01 15:00 | Felipe Mantilla v Isaiah Strode | 6-4,7-6 |
| ITF - USA F8 | 2016/02/24 17:20 | Felipe Mantilla v Jason Kubler | 4-6,2-6 |
| ITF - USA F8 - Qualifikation | 2016/02/22 17:00 | Felipe Mantilla v Gonzales Austin | 3-6,7-5,1-6 |