| Challenger - Bengaluru | 02/14 11:20 | 25 | [135] Aleksandar Vukic v Prajnesh Gunneswaran [235] | 6-4,6-2 | |
| Challenger - Bengaluru | 02/10 07:55 | 26 | [123] Jiri Vesely v Prajnesh Gunneswaran [235] | 3-6,6-2,6-1 | |
| Challenger - Bengaluru | 02/08 08:20 | 25 | [229] Mathias Bourgue v Prajnesh Gunneswaran [235] | 6-7,2-6 | |
| ATP Pune | 01/31 14:30 | 25 | [228] Prajnesh Gunneswaran v Daniel Altmaier [85] | 6-7,2-6 | |
| Challenger - Forlì | 01/19 09:00 | 25 | [220] Prajnesh Gunneswaran v Quentin Halys [148] | 3-6,1-6 | |
| Australian Open | 01/12 06:10 | 15 | [221] Prajnesh Gunneswaran v Maximilian Marterer [228] | 2-6,6-7 | |
| Australian Open | 01/10 05:45 | 14 | [120] Daniel Elahi Galan v Prajnesh Gunneswaran [219] | 4-6,4-6 | |
| Challenger - Manama | 11/23 08:00 | 25 | Prajnesh Gunneswaran v Yanki Erel | 3-6,3-6 | |
| Challenger - Champaign | 11/15 21:05 | 25 | [197] Prajnesh Gunneswaran v Vasil Kirkov [491] | 5-7,1-6 | |
| Challenger - Knoxville | 11/10 23:45 | 26 | [149] Jack Sock v Prajnesh Gunneswaran [180] | 6-3,7-6 | |
| Challenger - Knoxville | 11/08 20:00 | 25 | [180] Prajnesh Gunneswaran v Mikael Torpegaard [211] | 6-2,7-6 | |
| Challenger - Charlottesville | 11/05 16:00 | 27 | [243] Brayden Schnur v Prajnesh Gunneswaran [184] | 7-5,6-3 | |
| Challenger - Charlottesville | 11/03 21:00 | 26 | Inaki M-De La Torre v Prajnesh Gunneswaran | 1-6,5-7 | |
| Challenger - Charlottesville | 11/01 20:50 | 25 | [184] Prajnesh Gunneswaran v Taro Daniel [125] | 6-7,7-6,6-2 | |
| Challenger - Columbus | 09/23 15:00 | 26 | [167] Prajnesh Gunneswaran v Mikael Torpegaard [226] | 1-6,4-6 | |
| Challenger - Columbus | 09/21 22:35 | 25 | [167] Prajnesh Gunneswaran v Aleksandar Kovacevic [364] | 3-6,6-3,7-5 | |
| Davis Cup | 09/18 12:55 | 4 | Patrik N-Salminen v Prajnesh Gunneswaran | 3-6,5-7 | |
| Davis Cup | 09/17 14:50 | 1 | [419] Otto Virtanen v Prajnesh Gunneswaran [165] | 6-3,7-6 | |
| Challenger - St. Tropez | 08/30 12:25 | 25 | [156] Prajnesh Gunneswaran v Hugo Grenier [241] | 5-7,3-6 | |
| US Open | 08/26 18:20 | 15 | [216] Christopher Eubanks v Prajnesh Gunneswaran [156] | 6-3,6-4 | |
| US Open | 08/25 15:00 | 14 | [232] Brayden Schnur v Prajnesh Gunneswaran [156] | 4-6,6-7 | |
| ATP - Washington | 08/03 18:00 | 24 | [158] Prajnesh Gunneswaran v Emil Ruusuvuori [69] | 6-2,1-6,1-6 | |
| ATP - Washington | 08/01 19:30 | 19 | [155] Prajnesh Gunneswaran v Go Soeda [178] | 6-3,6-1 | |
| ATP - Washington | 07/31 16:00 | 14 | [155] Prajnesh Gunneswaran v Luke Saville [422] | 6-2,6-2 | |
| Challenger - Lexington | 07/27 18:00 | 25 | [155] Prajnesh Gunneswaran v Peter Polansky [243] | 3-6,4-6 | |
| Challenger - Cary | 07/23 19:00 | 27 | [227] Ramkumar Ramanathan v Prajnesh Gunneswaran [156] | 3-6,7-6,6-4 | |
| Challenger - Cary | 07/22 18:00 | 26 | Sam Riffice v Prajnesh Gunneswaran | 2-6,4-6 | |
| Challenger - Cary | 07/20 16:50 | 25 | [226] Thai-Son Kwiatkowski v Prajnesh Gunneswaran [156] | Retired | |
| Challenger - Braunschweig | 07/04 14:25 | 14 | [148] Prajnesh Gunneswaran v Benjamin Hassan [441] | 5-7,4-6 | |
| Challenger - Porto | 07/01 10:00 | 26 | [189] Steven Diez v Prajnesh Gunneswaran [148] | 6-3,1-6,6-4 |
Prajnesh Gunneswaran (* 12. November 1989 in Chennai) ist ein indischer Tennisspieler.