Stadium: Court C Round: 25 Ground: Hardcourt outdoor
| Challenger Portoroz | 2019/08/12 08:00 | Tom Jomby v Alessandro Bega | 3-6,0-6 |
| Challenger Manerbio | 2019/08/05 15:35 | Tomas Martin Etcheverry v Alessandro Bega | 6-3,6-2 |
| Challenger - Segovia | 2019/07/29 16:00 | Alessandro Bega v Andres Artunedo Martinavarr | 3-6,6-3,0-6 |
| Challenger - Tampere | 2019/07/23 15:15 | Alessandro Bega v Patrik Niklas-Salminen | 6-4,6-7,6-7 |
| Challenger - San Benedetto | 2019/07/15 12:05 | Andrea Pellegrino v Alessandro Bega | 7-5,6-3 |
| Challenger Recanati | 2019/07/04 15:40 | Alessandro Bega v Mats Moraing | 3-6,2-6 |
| Challenger Recanati | 2019/07/03 17:30 | Lorenzo Giustino v Alessandro Bega | 6-7,2-6 |
| Challenger Recanati | 2019/07/02 09:50 | Alessandro Bega v Enrico Dalla Valle | 2-6,7-5,6-2 |
| 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 |
| 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 |