| Challenger Prague | 08/16 10:00 | 24 | [169] Sergiy Stakhovsky v Tomas Machac [256] | 5-7,2-6 | |
| Eastern European Championship | 06/17 08:00 | - | Sergiy Stakhovsky v Filip Stipic | 6-1,6-3 | |
| Eastern European Championship | 06/16 14:40 | 1 | [169] Sergiy Stakhovsky v Tomislav Brkic [106] | 7-5,5-7,5-7 | |
| Eastern European Championship | 06/15 14:00 | - | [61] Aljaz Bedene v Sergiy Stakhovsky [169] | 6-4,1-6,4-6 | |
| Eastern European Championship | 06/15 13:20 | 1 | Aljaz Bedene v Sergiy Stakhovsky | 6-4,1-6,4-6 | |
| Davis Cup | 03/07 12:35 | 45 | [167] Sergiy Stakhovsky v Tung-Lin Wu [232] | 7-6,4-6,6-3 | |
| Davis Cup | 03/06 14:00 | 45 | [167] Sergiy Stakhovsky v Chun Hsin Tseng [279] | 6-3,1-6,2-6 | |
| Challenger Pau | 02/25 09:00 | 25 | [161] Sergiy Stakhovsky v Teymuraz Gabashvili [277] | 6-7,2-6 | |
| ATP Marseille | 02/16 11:30 | 64 | [222] Matthias Bachinger v Sergiy Stakhovsky [152] | 6-3,6-4 | |
| ATP Rotterdam | 02/09 12:00 | 164 | [80] Philipp Kohlschreiber v Sergiy Stakhovsky [153] | 6-2,6-2 | |
| ATP Rotterdam | 02/08 11:45 | 64 | [153] Sergiy Stakhovsky v Dennis Novak [93] | 7-6,6-2 | |
| ATP Montpellier | 02/04 18:00 | 25 | [153] Sergiy Stakhovsky v Pierre-Hugues Herbert [67] | 2-6,5-7 | |
| ATP Montpellier | 02/03 12:40 | 164 | [153] Sergiy Stakhovsky v Danilo Petrovic [159] | 6-2,6-4 | |
| ATP Montpellier | 02/02 12:25 | 64 | [153] Sergiy Stakhovsky v Alexey Vatutin [207] | 6-3,5-7,6-1 | |
| Challenger Rennes | 01/23 12:20 | 26 | [153] Sergiy Stakhovsky v Tobias Kamke [248] | 2-6,1-6 | |
| Challenger Rennes | 01/22 10:30 | 25 | [153] Sergiy Stakhovsky v Nino Serdarusic [294] | 7-6,6-4 | |
| Australian Open | 01/16 08:10 | 45 | [208] Alejandro Tabilo v Sergiy Stakhovsky [152] | 2-6,6-2,6-3 | |
| Australian Open | 01/14 08:15 | 44 | [152] Sergiy Stakhovsky v Blaz Rola [143] | 7-6,6-4 | |
| Czech Extraliga | 12/18 10:20 | 1 | [332] Vaclav Safranek v Sergiy Stakhovsky [150] | 7-6,5-7,6-4 | |
| Czech Extraliga | 12/16 12:10 | 1 | [231] Zdenek Kolar v Sergiy Stakhovsky [150] | 3-6,4-6 | |
| Czech Extraliga | 12/15 10:20 | 1 | [244] Marek Gengel v Sergiy Stakhovsky [151] | 7-6,6-7,2-6 | |
| Czech Extraliga | 12/13 10:50 | - | Sergiy Stakhovsky v Jan Stancik | 6-2,6-4 | |
| Challenger Helsinki | 11/15 12:00 | 27 | [151] Sergiy Stakhovsky v Carlos Taberner [212] | 6-7,3-6 | |
| Challenger Helsinki | 11/14 12:55 | 26 | [369] Rayane Roumane v Sergiy Stakhovsky [151] | 3-6,7-5,3-6 | |
| Challenger Helsinki | 11/13 15:20 | 25 | [292] Mischa Zverev v Sergiy Stakhovsky [151] | Retired | |
| Challenger Bratislava | 11/06 14:15 | 25 | [150] Sergiy Stakhovsky v Stefano Travaglia [86] | 4-6,5-7 | |
| Challenger Bratislava | 11/04 17:25 | 24 | [135] Attila Balazs v Sergiy Stakhovsky [150] | 4-6,4-6 | |
| Challenger Eckental | 10/29 13:55 | 25 | [147] Sergiy Stakhovsky v Illya Marchenko [256] | 4-6,6-7 | |
| Challenger Hamburg | 10/24 13:00 | 26 | [365] Altug Celikbilek v Sergiy Stakhovsky [145] | 7-6,6-2 | |
| Challenger Hamburg | 10/23 16:45 | 25 | [180] Maxime Cressy v Sergiy Stakhovsky [145] | 6-7,6-7 |