| Open d'Australie | 01/11 04:20 | 14 | [210] Wolf, Jeffrey John v Stakhovsky, Sergiy [220] | 6-3,6-4 | |
| Coupe Davis | 11/27 14:35 | 1 | Casper Ruud v Stakhovsky, Sergiy | 4-6,6-3,7-6 | |
| Challenger - Pau | 11/20 13:00 | 28 | [137] Radu Albot v Stakhovsky, Sergiy [233] | 6-2,6-7,6-1 | |
| Challenger - Pau | 11/19 12:25 | 27 | [233] Stakhovsky, Sergiy v Norbert Gombos [119] | 6-4,1-6,7-6 | |
| Challenger - Pau | 11/18 12:05 | 26 | [233] Stakhovsky, Sergiy v Dan Added [413] | 6-4,4-6,6-4 | |
| Challenger - Pau | 11/16 17:15 | 25 | [118] Dennis Novak v Stakhovsky, Sergiy [233] | 3-6,1-6 | |
| Challenger Bratislava | 11/09 09:30 | 25 | [229] Stakhovsky, Sergiy v Jiri Lehecka [164] | 4-6,5-7 | |
| Bergamo, Italy | 11/03 18:15 | 26 | [415] Fabian Marozsan v Stakhovsky, Sergiy [227] | 7-5,6-2 | |
| Bergamo, Italy | 11/01 15:00 | 25 | [227] Stakhovsky, Sergiy v Matteo Arnaldi [363] | 6-3,6-7,7-6 | |
| Challenger Rennes | 09/14 08:00 | 25 | Stakhovsky, Sergiy v Liam Broady | Cancelled | |
| Challenger Kyiv | 09/09 10:00 | 26 | [347] Ergi Kirkin v Stakhovsky, Sergiy [227] | 4-6,6-3,6-2 | |
| Challenger Kyiv | 09/07 13:20 | 25 | [318] Jelle Sels v Stakhovsky, Sergiy [227] | 2-6,3-6 | |
| US Open, New York, USA | 08/24 22:55 | 14 | [455] Khan, Zane v Stakhovsky, Sergiy [225] | 4-6,7-5,6-3 | |
| Nur Sultan, Kazakhstan | 07/21 06:30 | 26 | [370] Nick Chappell v Stakhovsky, Sergiy [229] | 7-6,6-4 | |
| Nur Sultan, Kazakhstan | 07/20 07:20 | 25 | [474] Benjamin Lock v Stakhovsky, Sergiy [229] | 3-6,6-3,5-7 | |
| Nur Sultan, Kazakhstan | 07/15 06:00 | 26 | [226] Stakhovsky, Sergiy v Jason Kubler [282] | 2-6,6-3,2-6 | |
| Nur Sultan, Kazakhstan | 07/13 06:10 | 25 | [226] Stakhovsky, Sergiy v Pavel Kotov [270] | 7-5,6-2 | |
| Challenger Porto | 07/03 10:00 | 28 | [247] Altug Celikbilek v Stakhovsky, Sergiy [242] | 6-2,6-1 | |
| Challenger Porto | 07/02 12:00 | 27 | [297] Goncalo Oliveira v Stakhovsky, Sergiy [242] | 6-7,6-7 | |
| Challenger Porto | 06/30 13:45 | 26 | [260] Viola, Matteo v Stakhovsky, Sergiy [242] | 2-6,6-4,5-7 | |
| Challenger Porto | 06/28 14:50 | 25 | [242] Stakhovsky, Sergiy v Soeda, Go [174] | 2-6,6-2,7-6 | |
| Wimbledon, London, Great Britain | 06/23 14:15 | 19 | [133] Gregoire Barrere v Stakhovsky, Sergiy [239] | 7-5,6-3 | |
| Wimbledon, London, Great Britain | 06/22 14:50 | 14 | [218] Stakhovsky, Sergiy v Soeda, Go [163] | 6-3,7-6 | |
| ATP Halle | 06/12 15:10 | 14 | [210] Stakhovsky, Sergiy v Arthur Rinderknech [118] | 4-6,4-6 | |
| Stuttgart, Germany | 06/07 12:30 | 14 | [210] Stakhovsky, Sergiy v Gojowczyk, Peter [134] | 1-6,6-7 | |
| French Open, Paris, France | 05/26 11:55 | 15 | [112] Taro Daniel v Stakhovsky, Sergiy [209] | 6-1,6-4 | |
| French Open, Paris, France | 05/25 08:30 | 14 | [226] Joao Domingues v Stakhovsky, Sergiy [209] | 5-7,4-6 | |
| Challenger Prague | 05/06 10:00 | 26 | [213] Stakhovsky, Sergiy v Sumit Nagal [140] | 6-4,1-6,4-6 | |
| Challenger Prague | 05/04 14:15 | 25 | [180] Dmitry Popko v Stakhovsky, Sergiy [213] | 3-6,4-6 | |
| Challenger Prague | 05/03 11:30 | 19 | [204] Istomin, Denis v Stakhovsky, Sergiy [213] | 6-7,1-6 |