Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| Challenger Chennai | 2019/02/06 07:20 | Prajnesh Gunneswaran v Daniel Altmaier | 6-4,6-4 |
| Davis Cup | 2019/02/02 06:30 | Prajnesh Gunneswaran v Andreas Seppi | 1-6,4-6 |
| Davis Cup | 2019/02/01 07:00 | Prajnesh Gunneswaran v Matteo Berrettini | 4-6,3-6 |
| Australian Open | 2019/01/14 01:25 | Frances Tiafoe v Prajnesh Gunneswaran | 7-6,6-3,6-3 |
| Australian Open | 2019/01/11 00:40 | Prajnesh Gunneswaran v Yosuke Watanuki | 6-7,6-4,6-4 |
| Australian Open | 2019/01/10 03:40 | Prajnesh Gunneswaran v Enrique Lopez-Perez | 6-3,6-3 |
| Australian Open | 2019/01/09 01:20 | Prajnesh Gunneswaran v Viktor Galovic | 6-4,6-4 |
| ATP Pune | 2018/12/31 11:30 | Michael Mmoh v Prajnesh Gunneswaran | 7-5,6-3 |
| Challenger Chennai | 2019/02/06 04:30 | Arjun Kadhe v Jose Hernandez-Fernandez | 6-3,6-2 |
| Challenger Chennai | 2019/02/04 04:30 | Arjun Kadhe v Ivan Nedelko | 6-4,6-1 |
| ITF M25 Nussloch | 2019/01/23 10:00 | Kai Wehnelt v Arjun Kadhe | 7-6,7-6 |
| Challenger Da Nang | 2019/01/07 06:15 | Arjun Kadhe v Denis Yevseyev | 2-6,1-6 |
| Challenger Da Nang | 2019/01/06 07:15 | Alessandro Bega v Arjun Kadhe | 4-6,6-4,4-6 |
| ATP Pune | 2019/01/01 15:45 | Laslo Djere v Arjun Kadhe | 7-5,7-6 |
| Australian Open WC | 2018/11/29 03:40 | Arjun Kadhe v Renta Tokuda | 6-7,1-6 |
| Challenger Pune | 2018/11/21 09:50 | Brayden Schnur v Arjun Kadhe | 7-5,6-2 |