Stadium: Central Cabesto Round: 26 Ground: Hardcourt outdoor
| Challenger - Cassis | 2019/09/04 12:00 | Quentin Halys v Rayane Roumane | 6-3,1-6,4-6 |
| Challenger - Cassis | 2019/09/02 13:30 | Geoffrey Blancaneaux v Rayane Roumane | 3-6,6-4,4-6 |
| ITF M25 Pozoblanco | 2019/08/11 19:30 | Konstantin Kravchuk v Rayane Roumane | 4-6,5-7 |
| ITF M25 Pozoblanco | 2019/08/10 19:15 | Rayane Roumane v Illya Marchenko | 7-6,6-2 |
| ITF M25 Pozoblanco | 2019/08/09 17:00 | Rayane Roumane v Andres Artunedo Martinavarr | 6-4,6-3 |
| ITF M25 Pozoblanco | 2019/08/08 17:30 | Tobias Simon v Rayane Roumane | 6-3,3-6,6-7 |
| ITF M25 Pozoblanco | 2019/08/07 16:00 | Rayane Roumane v Benjamin Winter Lopez | 6-0,6-3 |
| ITF - M25 Roehampton | 2019/07/31 13:55 | Rayane Roumane v Alastair Gray | 1-6,4-6 |
| Challenger - Cassis | 2019/09/04 14:05 | Tristan Lamasine v Sergiy Stakhovsky | 6-2,6-7,1-6 |
| Challenger - Mallorca | 2019/08/29 14:20 | Sergiy Stakhovsky v Blaz Kavcic | 4-6,2-6 |
| US Open | 2019/08/19 23:50 | Nicola Kuhn v Sergiy Stakhovsky | 6-4,6-4 |
| Challenger Portoroz | 2019/08/15 16:15 | Zdeněk Kolář v Sergiy Stakhovsky | 6-2,3-6,6-3 |
| Challenger Portoroz | 2019/08/14 16:00 | Alessandro Bega v Sergiy Stakhovsky | 1-6,5-7 |
| ATP - Los Cabos | 2019/07/28 01:20 | Danilo Petrovic v Sergiy Stakhovsky | 6-4,7-6 |
| Challenger Binghamton | 2019/07/24 19:00 | Alex Rybakov v Sergiy Stakhovsky | 7-6,4-6,7-6 |
| ATP - Newport | 2019/07/16 16:50 | Ramkumar Ramanathan v Sergiy Stakhovsky | 5-7,7-6,6-2 |