| US Open | 09/02 15:00 | 25 | Viktor Troicki v Alexandr Dolgopolov | 1-6,0-6,4-6 | |
| US Open | 08/31 15:00 | 24 | Alexandr Dolgopolov v Tomas Berdych | 3-6,6-1,7-6,6-2 | |
| US Open | 08/30 15:00 | 23 | Jan-Lennard Struff v Alexandr Dolgopolov | 6-3,3-6,2-6,6-1,3-6 | |
| ATP - Winston Salem | 08/20 19:00 | 24 | Thiago Monteiro v Alexandr Dolgopolov | 6-3,6-3 | |
| ATP - Cincinnati | 08/16 17:40 | 25 | Nick Kyrgios v Alexandr Dolgopolov | 6-3,7-6 | |
| ATP - Cincinnati | 08/15 15:00 | 24 | Kevin Anderson v Alexandr Dolgopolov | 4-6,6-7 | |
| ATP Cincinnati Qual | 08/13 18:20 | 46 | [71] Aleksander Dolgopolov v Mackenzie McDonald [207] | 6-3,6-4 | |
| ATP Cincinnati Qual | 08/12 17:05 | 45 | [71] Aleksander Dolgopolov v Reilly Opelka [165] | 6-4,4-6,7-6 | |
| ATP - Kitzbühel | 07/31 12:45 | 25 | [80] Thomaz Bellucci v Alexandr Dolgopolov [70] | 6-2,5-7,6-4 | |
| ATP - Gstaad | 07/25 10:00 | 25 | [114] Thiago Monteiro v Alexandr Dolgopolov [67] | 7-6,3-6,6-3 | |
| ATP - Båstad | 07/23 12:00 | 29 | [89] Alexandr Dolgopolov v David Ferrer [46] | 4-6,4-6 | |
| ATP - Båstad | 07/22 11:00 | 28 | [88] Andrey Kuznetsov v Alexandr Dolgopolov [89] | 3-6,2-6 | |
| ATP - Båstad | 07/21 12:30 | 27 | [33] Karen Khachanov v Alexandr Dolgopolov [89] | 6-7,6-3,6-7 | |
| ATP - Båstad | 07/20 12:00 | 26 | [89] Alexandr Dolgopolov v Horacio Zeballos [56] | 6-4,6-4 | |
| ATP - Båstad | 07/18 11:40 | 25 | [89] Alexandr Dolgopolov v Leonardo Mayer [134] | 6-3,6-2 | |
| Wimbledon | 07/04 14:45 | 23 | [84] Alexandr Dolgopolov v Roger Federer [5] | Retired | |
| ATP Den Bosch | 06/15 12:15 | 26 | [83] Vasek Pospisil v Alexandr Dolgopolov [81] | Retired | |
| ATP Den Bosch | 06/13 09:00 | 25 | [81] Alexandr Dolgopolov v Steve Darcis [56] | 6-2,7-6 | |
| French Open | 06/01 11:10 | 24 | [3] Stan Wawrinka v Alexandr Dolgopolov [89] | 6-4,7-6,7-5 | |
| French Open | 05/30 09:00 | 23 | [89] Alexandr Dolgopolov v Carlos Berlocq [64] | 7-5,6-3,6-4 | |
| ATP - Rome | 05/16 15:50 | 24 | [89] Alexandr Dolgopolov v Roberto Bautista-Agut [20] | 4-6,2-6 | |
| ATP Rome Qual | 05/14 13:40 | 46 | [76] Nicolas Almagro v Alexandr Dolgopolov [87] | 7-5,6-4 | |
| ATP Rome Qual | 05/13 15:05 | 45 | [106] Darian King v Alexandr Dolgopolov [87] | 3-6,6-3,6-7 | |
| ATP Madrid Qual | 05/06 12:40 | 45 | [101] Lukas Lacko v Alexandr Dolgopolov [83] | 6-4,3-6,7-5 | |
| ATP - Miami | 03/24 00:50 | 23 | [67] Alexandr Dolgopolov v Malek Jaziri [53] | Retired | |
| ATP - Indian Wells | 03/11 22:35 | 24 | [64] Alexandr Dolgopolov v Philipp Kohlschreiber [31] | Retired | |
| ATP - Indian Wells | 03/10 02:30 | 23 | [64] Alexandr Dolgopolov v Viktor Troicki [39] | 6-1,6-4 | |
| ATP - Acapulco | 02/28 22:00 | 25 | Alexandr Dolgopolov v Marin Cilic | 3-6,6-4,0-6 | |
| ATP - Rio de Janeiro | 02/24 21:20 | 27 | Pablo Carreno-Busta v Alexandr Dolgopolov | Retired | |
| ATP - Rio de Janeiro | 02/23 19:30 | 26 | Horacio Zeballos v Alexandr Dolgopolov | 6-7,6-4,4-6 |