| Challenger - Aix en Provence | 05/08 08:30 | 25 | [148] Sebastian Ofner v Stakhovsky, Sergiy [127] | 3-6,6-2,7-5 | |
| Challenger - Ostrava | 05/01 14:00 | 25 | [289] de Greef, Arthur v Stakhovsky, Sergiy [126] | 6-4,3-6,6-3 | |
| ATP Budapest Qual | 04/21 10:25 | 26 | [133] Elias Ymer v Stakhovsky, Sergiy [121] | 6-3,6-3 | |
| ATP Monte Carlo Qual | 04/15 11:45 | 46 | [117] Stakhovsky, Sergiy v Dusan Lajovic [90] | 4-6,4-6 | |
| ATP Monte Carlo Qual | 04/14 12:35 | 45 | [68] Troicki, Viktor v Stakhovsky, Sergiy [117] | 1-6,3-6 | |
| Challenger St Brieuc | 03/28 14:00 | 25 | [118] Stakhovsky, Sergiy v Kamke, Tobias [214] | 4-6,3-6 | |
| Miami, USA, Qualifying | 03/20 20:55 | 45 | [103] Ricardas Berankis v Stakhovsky, Sergiy [118] | 3-6,6-3,6-0 | |
| Miami, USA, Qualifying | 03/19 18:55 | 44 | [188] King, Evan v Stakhovsky, Sergiy [118] | 3-6,6-4,6-7 | |
| Irving, USA | 03/14 21:20 | 25 | Stakhovsky, Sergiy v Steve Johnson | 7-5,6-7,4-6 | |
| Indian Wells, USA, Qualifying | 03/07 21:30 | 45 | Cameron Norrie v Stakhovsky, Sergiy | 6-4,6-2 | |
| Indian Wells, USA, Qualifying | 03/07 02:00 | 44 | Marcos Giron v Stakhovsky, Sergiy | 7-5,6-7,4-6 | |
| Challenger - Indian Wells | 02/26 21:20 | 25 | Stakhovsky, Sergiy v Martin Klizan | 3-6,6-2,3-6 | |
| ATP - Marseille | 02/21 13:00 | 25 | Muller, Gilles v Stakhovsky, Sergiy | 7-5,6-3 | |
| ATP Marseille Qual | 02/19 13:10 | - | Stakhovsky, Sergiy v Norbert Gombos | 4-6,2-6 | |
| ATP Marseille Qual | 02/18 11:40 | 26 | Stakhovsky, Sergiy v Bachinger, Matthias | 1-6,6-1,7-5 | |
| Sofia, Bulgaria | 02/06 10:00 | 25 | Stakhovsky, Sergiy v Mirza Basic | Cancelled | |
| Coupe Davis | 02/03 13:35 | 26 | Stakhovsky, Sergiy v Elias Ymer | 6-4,6-4 | |
| Coupe Davis | 02/02 15:00 | 26 | Stakhovsky, Sergiy v Ymer, Mikael | 6-7,2-6 | |
| Challenger Rennes | 01/24 16:05 | 25 | Elias Ymer v Stakhovsky, Sergiy | 6-1,3-6,6-3 | |
| Challenger - Koblenz | 01/20 15:10 | 28 | Stakhovsky, Sergiy v Moraing, Mats | 4-6,3-6 | |
| Challenger - Koblenz | 01/19 18:25 | 27 | Mohamed Safwat v Stakhovsky, Sergiy | 2-6,1-6 | |
| Challenger - Koblenz | 01/18 17:00 | 26 | Nicola Kuhn v Stakhovsky, Sergiy | 4-6,3-6 | |
| Challenger - Koblenz | 01/17 13:00 | 25 | Joris De Loore v Stakhovsky, Sergiy | 2-6,3-6 | |
| Australian Open Qual | 01/10 02:40 | 44 | Stakhovsky, Sergiy v Bachinger, Matthias | 6-4,6-7,3-6 | |
| Challenger Playford | 01/02 02:45 | 25 | Tommy Paul v Stakhovsky, Sergiy | 3-6,7-5,7-5 | |
| Challenger Bratislava | 11/07 19:30 | 25 | [163] Martin, Andrej v Stakhovsky, Sergiy [110] | 7-6,6-3 | |
| ATP Vienna Qual | 10/22 11:00 | 46 | [102] Stakhovsky, Sergiy v Garcia-Lopez, Guillermo [82] | 6-3,3-6,1-6 | |
| ATP Vienna Qual | 10/21 11:15 | 45 | [55] Nikoloz Basilashvili v Stakhovsky, Sergiy [102] | 1-6,5-7 | |
| Antwerp, Belgium | 10/18 10:00 | 26 | [61] Joao Sousa v Stakhovsky, Sergiy [102] | 5-7,6-4,6-4 | |
| Antwerp, Belgium | 10/16 13:30 | 25 | [102] Stakhovsky, Sergiy v Donaldson, Jared [52] | 7-6,6-4 |