Stadium: Court 1 Round: 164 Ground: Hardcourt indoor
| ATP Los Cabos | 2019/07/28 01:20 | Danilo Petrovic v Sergiy Stakhovsky | 6-4,7-6 |
| Challenger Orleans | 2019/09/27 13:00 | Tristan Lamasine v Sergiy Stakhovsky | 7-6,6-4 |
| Challenger Orleans | 2019/09/26 14:35 | Yannick Maden v Sergiy Stakhovsky | 7-6,3-6,4-6 |
| Challenger Orleans | 2019/09/25 12:00 | Sergiy Stakhovsky v Ugo Humbert | 4-6,7-5,7-6 |
| Challenger Orleans | 2019/09/23 17:55 | Sergiy Stakhovsky v Antoine Cornut-Chauvinc | 7-5,6-4 |
| Davis Cup | 2019/09/15 11:30 | Marton Fucsovics v Sergiy Stakhovsky | 7-5,3-6,6-7 |
| Davis Cup | 2019/09/14 09:00 | Attila Balazs v Sergiy Stakhovsky | 4-6,3-6 |
| Challenger Cassis | 2019/09/05 13:20 | Rayane Roumane v Sergiy Stakhovsky | 6-2,6-2 |
| Challenger Cassis | 2019/09/04 14:05 | Tristan Lamasine v Sergiy Stakhovsky | 6-2,6-7,1-6 |
| Challenger Sibiu | 2019/09/22 13:50 | Christopher O'Connell v Danilo Petrovic | 4-6,2-6 |
| Challenger Sibiu | 2019/09/21 09:30 | Danilo Petrovic v Alex Molcan | 6-3,6-3 |
| Challenger Sibiu | 2019/09/20 09:30 | Danilo Petrovic v Laurent Lokoli | 6-4,7-6 |
| Challenger Sibiu | 2019/09/19 08:00 | Danilo Petrovic v Juan Pablo Varillas | 7-6,6-3 |
| Challenger Sibiu | 2019/09/17 11:10 | Robin Haase v Danilo Petrovic | 3-6,2-6 |
| Challenger Sibiu | 2019/09/16 12:10 | Uladzimir Ignatik v Danilo Petrovic | 6-7,4-6 |
| Challenger Banja Luka | 2019/09/10 13:25 | Danilo Petrovic v Danylo Kalenichenko | 6-3,5-7,6-7 |
| Challenger Mallorca | 2019/08/26 09:00 | Aaron Cohen v Danilo Petrovic | 3-6,2-6 |