Round: 24 Ground: Hardcourt outdoor
| ATP Washington | 2016/07/22 00:20 | Sam Querrey v Alexandr Dolgopolov | 7-6,6-3 |
| ATP Washington | 2016/07/19 22:00 | Jordan Thompson v Alexandr Dolgopolov | 4-6,6-1,6-7 |
| Wimbledon | 2016/06/29 16:20 | Daniel Evans v Alexandr Dolgopolov | 7-6,6-4,6-1 |
| Wimbledon | 2016/06/27 14:05 | Evgeny Donskoy v Alexandr Dolgopolov | 2-6,4-6,6-3,6-7 |
| ATP Madrid | 2016/05/03 16:30 | Milos Raonic v Alexandr Dolgopolov | 6-4,6-7,6-2 |
| ATP Madrid | 2016/05/01 16:55 | Alexandr Dolgopolov v Steve Johnson | 3-6,6-3,7-6 |
| ATP Barcelona | 2016/04/22 12:55 | Alexandr Dolgopolov v Kei Nishikori | 5-7,0-6 |
| ATP Barcelona | 2016/04/21 14:10 | Karen Khachanov v Alexandr Dolgopolov | 4-6,5-7 |
| ATP Washington | 2016/07/20 22:00 | Malek Jaziri v Kevin Anderson | 5-7,6-4,7-6 |
| Wimbledon | 2016/06/27 11:40 | Denis Istomin v Kevin Anderson | 4-6,6-7,6-4,7-6,6-3 |
| French Open | 2016/05/24 14:30 | Kevin Anderson v Stephane Robert | 4-6,2-6,6-1,5-7 |
| ATP Madrid | 2016/05/03 10:00 | Kevin Anderson v Gael Monfils | 4-6,1-6 |
| Challenger Shanghai | 2015/10/16 05:30 | Kevin Anderson v Jo-Wilfried Tsonga | 6-7,7-5,4-6 |
| Challenger Shanghai | 2015/10/15 08:30 | Kei Nishikori v Kevin Anderson | 6-7,6-7 |
| Challenger Shanghai | 2015/10/14 07:00 | Fabio Fognini v Kevin Anderson | 3-6,6-7 |
| Challenger Shanghai | 2015/10/13 07:30 | Tommy Haas v Kevin Anderson | 3-6,5-7 |