Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Nur-Sultan | 2019/07/15 12:00 | Sidharth Rawat v Sanjar Fayziev | 6-2,6-2 |
| Challenger Fergana | 2019/06/19 07:50 | Sidharth Rawat v Pavel Kotov | 4-6,3-6 |
| Challenger Fergana | 2019/06/18 05:00 | Vladyslav Manafov v Sidharth Rawat | 6-7,2-6 |
| ITF M25 Hong Kong | 2019/06/15 03:00 | Agustin Velotti v Sidharth Rawat | 6-0,6-4 |
| ITF M25 Hong Kong | 2019/06/14 02:00 | Nam Hoang Ly v Sidharth Rawat | 6-4,6-7,1-6 |
| ITF M25 Hong Kong | 2019/06/13 03:45 | Alexander Crnokrak v Sidharth Rawat | 4-6,4-6 |
| ITF M25 Hong Kong | 2019/06/11 08:25 | Andrej Glvac v Sidharth Rawat | 4-6,4-6 |
| ITF M25 Hong Kong | 2019/06/05 04:30 | Agustin Velotti v Sidharth Rawat | 6-1,6-4 |
| Challenger Recanati | 2019/07/04 08:00 | Ramkumar Ramanathan v Matteo Viola | 6-4,6-1 |
| Challenger Recanati | 2019/07/03 08:00 | Matteo Viola v Ilya Ivashka | 6-4,5-7,6-4 |
| Challenger Recanati | 2019/07/01 17:15 | Matteo Viola v Emiliano Maggioli | 6-3,7-6 |
| ATP Stuttgart | 2019/06/09 11:05 | Matteo Viola v Alexei Popyrin | 3-6,5-7 |
| Challenger Vicenza | 2019/05/30 07:30 | Matteo Viola v Mats Moraing | 4-6,1-6 |
| French Open | 2019/05/21 08:00 | Mathias Bourgue v Matteo Viola | 4-6,6-1,6-3 |
| Challenger Heilbronn | 2019/05/14 11:20 | Matteo Viola v Attila Balazs | 4-6,3-6 |
| Challenger Rome | 2019/05/09 08:00 | Matteo Viola v Henri Laaksonen | 4-6,3-6 |