| US Open | 08/31 23:05 | 23 | Sam Groth v Alexandr Dolgopolov | Retired | |
| ATP - Cincinnati | 08/22 17:00 | 28 | Novak Djokovic v Alexandr Dolgopolov | 4-6,7-6,6-2 | |
| ATP - Cincinnati | 08/21 16:30 | 27 | Alexandr Dolgopolov v Tomas Berdych | 6-4,6-2 | |
| ATP - Cincinnati | 08/20 15:00 | 26 | Alexandr Dolgopolov v Jerzy Janowicz | 6-3,3-6,6-4 | |
| ATP - Cincinnati | 08/18 22:00 | 25 | Alexandr Dolgopolov v Bernard Tomic | 6-4,6-1 | |
| ATP Cincinnati Qual | 08/16 14:00 | 46 | Santiago Giraldo v Alexandr Dolgopolov | 3-6,6-3,4-6 | |
| ATP Cincinnati Qual | 08/15 16:05 | 45 | James Ward v Alexandr Dolgopolov | 4-6,4-6 | |
| ATP - Montreal | 08/11 16:30 | 24 | Alexandr Dolgopolov v Grigor Dimitrov | 4-6,5-7 | |
| ATP Montreal Qual | 08/08 20:15 | 45 | Alexandr Dolgopolov v Dudi Sela | 6-2,3-6,7-6 | |
| ATP - Washington | 08/06 22:00 | 26 | Alexander Zverev v Alexandr Dolgopolov | 2-6,6-2,6-4 | |
| ATP - Washington | 08/06 04:00 | 25 | Alexandr Dolgopolov v Ivo Karlovic | 6-4,7-6 | |
| ATP - Washington | 08/05 02:35 | 24 | Alexandr Dolgopolov v Tim Smyczek | 6-4,6-2 | |
| Davis Cup | 07/17 14:00 | - | Jerzy Janowicz v Alexandr Dolgopolov | 3-6,4-6,6-7 | |
| Wimbledon | 07/02 16:20 | 24 | Alexandr Dolgopolov v Ivo Karlovic | 7-5,3-6,4-6,7-6,11-13 | |
| Wimbledon | 06/30 10:30 | 23 | Alexandr Dolgopolov v Kyle Edmund | 7-6,6-1,6-2 | |
| ATP - Stuttgart | 06/08 16:10 | 25 | Alexandr Dolgopolov v Philipp Kohlschreiber | 3-6,3-6 | |
| ATP - Miami | 03/31 21:05 | 26 | Novak Djokovic v Alexandr Dolgopolov | 6-7,7-5,6-0 | |
| ATP - Miami | 03/30 16:25 | 25 | Thomaz Bellucci v Alexandr Dolgopolov | 5-7,4-6 | |
| ATP - Miami | 03/28 20:30 | 24 | Alexandr Dolgopolov v Tommy Robredo | 6-7,6-3,7-5 | |
| ATP - Miami | 03/26 21:25 | 23 | Ricardas Berankis v Alexandr Dolgopolov | 4-6,1-6 | |
| ATP - Delray Beach | 02/20 16:00 | 27 | Donald Young v Alexandr Dolgopolov | 2-6,6-3,6-4 | |
| ATP - Delray Beach | 02/19 19:30 | 26 | Tim Smyczek v Alexandr Dolgopolov | 2-6,4-6 | |
| ATP - Delray Beach | 02/16 19:30 | 25 | Teymuraz Gabashvili v Alexandr Dolgopolov | 6-7,3-6 | |
| ATP Memphis | 02/12 18:35 | 26 | Bernard Tomic v Alexandr Dolgopolov | 6-1,7-5 | |
| Challenger - Shanghai | 10/05 10:30 | 24 | Alexandr Dolgopolov v Roberto Bautista-Agut | 4-6,4-6 | |
| ATP - Hamburg | 07/17 10:10 | 26 | Alexandr Dolgopolov v Tobias Kamke | 5-7,6-2,5-7 | |
| ATP - Hamburg | 07/16 11:00 | 25 | Alexandr Dolgopolov v Jerzy Janowicz | 6-4,6-1 | |
| Wimbledon | 06/27 14:35 | 25 | Grigor Dimitrov v Alexandr Dolgopolov | 6-7,6-4,2-6,6-4,6-1 | |
| Wimbledon | 06/25 12:15 | 24 | Benjamin Becker v Alexandr Dolgopolov | 7-6,6-7,3-6,4-6 | |
| Wimbledon | 06/23 16:45 | 23 | Sam Groth v Alexandr Dolgopolov | 5-7,6-7,6-7 |