Round: 26 Ground: Hardcourt outdoor
| Challenger Monterrey | 2016/10/10 18:00 | Philip Bester v Adam El Mihdawy | 6-4,6-4 |
| Challenger Stockton Qual | 2016/10/03 20:10 | Dennis Nevolo v Philip Bester | 6-1,4-6,6-3 |
| Challenger Stockton Qual | 2016/10/02 17:50 | Mico Santiago v Philip Bester | 3-6,1-6 |
| Challenger Stockton Qual | 2016/10/01 20:55 | Philip Bester v Nils Langer | 6-3,7-6 |
| Challenger Columbus | 2016/09/20 16:50 | Tennys Sandgren v Philip Bester | 6-4,6-4 |
| Challenger Cary | 2016/09/15 18:45 | Philip Bester v Stefan Kozlov | 4-6,1-6 |
| Challenger Cary | 2016/09/13 16:00 | Philip Bester v Nicolas Meister | 7-5,6-3 |
| ITF Canada F7 | 2016/09/08 16:00 | David Volfson v Philip Bester | 7-6,1-6,6-3 |
| Challenger Ortisei | 2016/11/09 12:20 | Benjamin Becker v Lorenzo Sonego | 1-6,6-7 |
| Challenger Ortisei | 2016/11/08 15:05 | Benjamin Becker v Julien Dubail | 6-4,6-1 |
| ATP Vienna | 2016/10/25 14:50 | Jo-Wilfried Tsonga v Benjamin Becker | 6-3,6-4 |
| ATP Vienna Qual | 2016/10/23 10:00 | Yuichi Sugita v Benjamin Becker | 6-7,3-6 |
| ATP Vienna Qual | 2016/10/22 09:00 | Benjamin Becker v Lukas Rosol | 7-6,5-7,7-6 |
| ATP Stockholm | 2016/10/19 10:00 | Benjamin Becker v Jurgen Zopp | 3-6,4-6 |
| Challenger Monterrey | 2016/10/14 21:30 | Ernesto Escobedo v Benjamin Becker | 6-2,2-6,6-3 |
| Challenger Monterrey | 2016/10/13 20:55 | John-Patrick Smith v Benjamin Becker | 4-6,3-6 |