Stadium: Court 11 Round: 44 Ground: Hardcourt outdoor
| Czechia Extraliga | 2019/12/18 10:20 | Vaclav Safranek v Sergiy Stakhovsky | 7-6,5-7,6-4 |
| Czechia Extraliga | 2019/12/16 12:10 | Zdenek Kolar v Sergiy Stakhovsky | 3-6,4-6 |
| Czechia Extraliga | 2019/12/15 10:20 | Marek Gengel v Sergiy Stakhovsky | 7-6,6-7,2-6 |
| Czechia Extraliga | 2019/12/13 10:50 | Sergiy Stakhovsky v Jan Stancik | 6-2,6-4 |
| Challenger Helsinki | 2019/11/15 12:00 | Sergiy Stakhovsky v Carlos Taberner | 6-7,3-6 |
| Challenger Helsinki | 2019/11/14 12:55 | Rayane Roumane v Sergiy Stakhovsky | 3-6,7-5,3-6 |
| Challenger Bratislava | 2019/11/06 14:15 | Sergiy Stakhovsky v Stefano Travaglia | 4-6,5-7 |
| Challenger Bratislava | 2019/11/04 17:25 | Attila Balazs v Sergiy Stakhovsky | 4-6,4-6 |
| Challenger Canberra | 2020/01/07 23:00 | Blaz Rola v Dominik Koepfer | 4-6,6-3,0-6 |
| Challenger Canberra | 2020/01/06 23:00 | Blaz Rola v Ilya Ivashka | 7-5,7-6 |
| Challenger Champaign | 2019/11/13 01:45 | Alexander Brown v Blaz Rola | 6-7,6-3,6-4 |
| Challenger Knoxville | 2019/11/08 23:30 | Tommy Paul v Blaz Rola | 2-6,6-1,7-6 |
| Challenger Knoxville | 2019/11/07 21:00 | Blaz Rola v Dmitry Popko | 6-4,6-4 |
| Challenger Knoxville | 2019/11/06 15:00 | Blaz Rola v Andrea Vavassori | 6-3,6-4 |
| Challenger Charlottesville | 2019/11/01 18:10 | Brayden Schnur v Blaz Rola | 6-2,7-6 |
| Challenger Charlottesville | 2019/10/31 20:10 | Liam Caruana v Blaz Rola | 3-6,2-6 |