Stadium: Mercedes Court Round: 64 Ground: Grass
| Open de France | 2019/05/26 13:10 | Gunneswaran, Prajnesh v Hugo Dellien | 1-6,3-6,1-6 |
| ATP - Munich | 2019/04/28 11:30 | Gunneswaran, Prajnesh v Istomin, Denis | 6-4,2-6,2-6 |
| ATP - Munich | 2019/04/27 14:00 | Gunneswaran, Prajnesh v Erler, Alexander | 3-6,7-6,7-5 |
| Anning, China | 2019/04/21 06:00 | Jay Clarke v Gunneswaran, Prajnesh | 6-4,6-3 |
| Anning, China | 2019/04/20 04:00 | Kamil Majchrzak v Gunneswaran, Prajnesh | 6-7,7-6,4-6 |
| Anning, China | 2019/04/19 05:30 | Nikola Milojevic v Gunneswaran, Prajnesh | 5-7,3-6 |
| Anning, China | 2019/04/18 05:50 | Pavlasek, Adam v Gunneswaran, Prajnesh | 5-7,3-6 |
| Anning, China | 2019/04/16 07:10 | Myneni, Saketh v Gunneswaran, Prajnesh | 2-6,4-6 |
| Challenger - Vicence | 2019/05/30 07:30 | Viola, Matteo v Moraing, Mats | 4-6,1-6 |
| Open de France | 2019/05/21 08:00 | Mathias Bourgue v Viola, Matteo | 4-6,6-1,6-3 |
| Challenger Heilbronn | 2019/05/14 11:20 | Viola, Matteo v Balazs, Attila | 4-6,3-6 |
| Challenger - Rome | 2019/05/09 08:00 | Viola, Matteo v Henri Laaksonen | 4-6,3-6 |
| Challenger - Rome | 2019/05/07 08:00 | Viola, Matteo v Renzo Olivo | 6-3,7-5 |
| Challenger - Ostrava | 2019/05/01 11:40 | Viola, Matteo v Ivan Gakhov | 4-6,4-6 |
| Challenger - Francavilla | 2019/04/23 12:00 | Viola, Matteo v Ymer, Mikael | 1-6,2-6 |
| Challenger - Francavilla | 2019/04/22 11:20 | Viola, Matteo v Boluda-Purkiss, Carlos | 6-3,6-2 |