Stadium: Bud Koffman Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Binghamton | 2019/07/23 19:20 | Alex Rybakov v Bernardo Saraiva | 6-7,6-1,6-3 |
| ITF M25 Iowa City | 2019/07/21 15:00 | Alex Rybakov v John McNally | 7-6,5-7,7-6 |
| ITF M25 Iowa City | 2019/07/20 15:15 | Mohamed Aziz Dougaz v Alex Rybakov | 6-7,3-6 |
| ITF M25 Iowa City | 2019/07/19 17:25 | Alex Rybakov v Preston Touliatos | 6-3,6-2 |
| ITF M25 Iowa City | 2019/07/18 15:30 | Alex Rybakov v Joshua Peck | 6-3,6-4 |
| ITF M25 Iowa City | 2019/07/16 18:50 | Alex Rybakov v Jacob Dunbar | 6-1,6-2 |
| Challenger Winnetka | 2019/07/09 15:00 | Alex Rybakov v Max Purcell | 6-7,3-6 |
| Challenger Dallas | 2019/02/06 19:05 | Alex Rybakov v Dustin Brown | 2-6,4-6 |
| ATP Newport | 2019/07/16 16:50 | Ramkumar Ramanathan v Sergiy Stakhovsky | 5-7,7-6,6-2 |
| Challenger Recanati | 2019/07/04 17:00 | Viktor Galovic v Sergiy Stakhovsky | 5-7,6-3,6-3 |
| Challenger Recanati | 2019/07/03 19:05 | Illya Marchenko v Sergiy Stakhovsky | 6-7,6-3,5-7 |
| Wimbledon | 2019/06/26 12:25 | Andrew Harris v Sergiy Stakhovsky | 3-6,6-3,6-3 |
| Wimbledon | 2019/06/24 10:00 | Darian King v Sergiy Stakhovsky | 3-6,2-6 |
| ATP Halle | 2019/06/19 14:10 | Sergiy Stakhovsky v Pierre-Hugues Herbert | 6-2,6-7,4-6 |
| ATP Halle | 2019/06/18 11:30 | Rudolf Molleker v Sergiy Stakhovsky | 6-3,6-7,2-6 |
| ATP Halle | 2019/06/16 11:30 | Matthias Bachinger v Sergiy Stakhovsky | 4-6,7-6,2-6 |