Stadium: Court 9 Round: 26 Ground: Hardcourt indoor
| Challenger Cassis | 2019/09/05 13:20 | Roumane, Rayane v Stakhovsky, Sergiy | 6-2,6-2 |
| Helsinki, Finland | 2019/11/13 11:00 | Maden, Yannick v Roumane, Rayane | 4-6,7-5,1-6 |
| Helsinki, Finland | 2019/11/11 13:30 | Roumane, Rayane v Ornago, Fabrizio | 6-4,6-7,6-3 |
| Paris, France | 2019/10/27 10:00 | Querrey, Sam v Roumane, Rayane | 7-5,6-1 |
| Paris, France | 2019/10/26 08:00 | Roumane, Rayane v Miomir Kecmanovic | 6-3,4-6,7-6 |
| Brest, France | 2019/10/21 13:10 | Roumane, Rayane v Evgeny Karlovskiy | 5-7,6-7 |
| Mouilleron-Le-Captif, France | 2019/10/09 09:50 | Roumane, Rayane v Lorenzi, Paolo | 6-7,2-6 |
| Mouilleron-Le-Captif, France | 2019/10/08 09:55 | Roumane, Rayane v Quentin Halys | 6-4,6-4 |
| Orleans, France | 2019/09/26 10:30 | Roumane, Rayane v Maxime Janvier | 4-6,6-7 |
| Challenger Bratislava | 2019/11/06 14:15 | Stakhovsky, Sergiy v Stefano Travaglia | 4-6,5-7 |
| Challenger Bratislava | 2019/11/04 17:25 | Balazs, Attila v Stakhovsky, Sergiy | 4-6,4-6 |
| Challenger Eckental | 2019/10/29 13:55 | Stakhovsky, Sergiy v Illya Marchenko | 4-6,6-7 |
| Challenger - Hambourg | 2019/10/24 13:00 | Altug Celikbilek v Stakhovsky, Sergiy | 7-6,6-2 |
| Challenger - Hambourg | 2019/10/23 16:45 | Maxime Cressy v Stakhovsky, Sergiy | 6-7,6-7 |
| Antwerp, Belgium | 2019/10/13 09:00 | Kamil Majchrzak v Stakhovsky, Sergiy | 6-3,6-3 |
| Mouilleron-Le-Captif, France | 2019/10/08 15:15 | Antoine Hoang v Stakhovsky, Sergiy | 6-3,3-6,6-4 |
| Mouilleron-Le-Captif, France | 2019/10/07 17:55 | Stakhovsky, Sergiy v Constant Lestienne | 7-5,7-5 |