| Challenger Aptos | 08/06 21:25 | 25 | Brandon Holt v Prajnesh Gunneswaran | 6-4,4-6,2-6 | |
| ATP Los Cabos | 08/01 00:00 | 25 | [74] Cameron Norrie v Prajnesh Gunneswaran [177] | 6-2,6-2 | |
| ATP Los Cabos Qual | 07/29 23:10 | 164 | [186] Prajnesh Gunneswaran v Evan Song [389] | 6-3,6-1 | |
| ATP Los Cabos Qual | 07/29 00:10 | 64 | [186] Prajnesh Gunneswaran v Miguel A.R. Varela [61] | 6-4,6-0 | |
| ATP Atlanta | 07/23 19:40 | 25 | [71] Lukas Lacko v Prajnesh Gunneswaran [186] | 6-2,6-2 | |
| ATP Atlanta Qual | 07/22 15:00 | 164 | [214] Tommy Paul v Prajnesh Gunneswaran [184] | 3-6,3-6 | |
| ATP Atlanta Qual | 07/21 14:00 | 64 | [184] Prajnesh Gunneswaran v Mohamed Safwat [168] | 0-6,6-3,6-1 | |
| ATP Newport Qual | 07/15 20:55 | 64 | [163] Prajnesh Gunneswaran v Alessandro Bega [310] | 4-6,7-5,4-6 | |
| Wimbledon Qual | 06/25 13:05 | 44 | [219] Tobias Kamke v Prajnesh Gunneswaran [152] | 6-1,6-4 | |
| Challenger Ilkley Qual | 06/18 09:00 | 46 | Prajnesh Gunneswaran v Hiroki Moriya | Walkover | |
| Challenger Ilkley Qual | 06/17 10:00 | 45 | [169] Prajnesh Gunneswaran v Dennis Novikov [194] | 6-4,6-2 | |
| ATP Stuttgart | 06/14 09:00 | 26 | [75] Guido Pella v Prajnesh Gunneswaran [169] | 7-6,6-3 | |
| ATP Stuttgart | 06/13 09:00 | 25 | [169] Prajnesh Gunneswaran v Denis Shapovalov [23] | 7-6,2-6,6-3 | |
| ATP Stuttgart Qual | 06/10 10:15 | 164 | [207] Christian Harrison v Prajnesh Gunneswaran [183] | 3-6,6-4,3-6 | |
| ATP Stuttgart Qual | 06/09 12:20 | 64 | [196] Evan King v Prajnesh Gunneswaran [183] | 1-6,4-6 | |
| Challenger Vicenza | 05/28 14:10 | 25 | [183] Prajnesh Gunneswaran v Salvatore Caruso [228] | 1-6,4-6 | |
| French Open Qual | 05/25 08:00 | 46 | [122] Elias Ymer v Prajnesh Gunneswaran [183] | 6-3,6-4 | |
| French Open Qual | 05/23 13:55 | 45 | [183] Prajnesh Gunneswaran v Marcelo Arevalo [146] | 6-4,6-1 | |
| French Open Qual | 05/21 14:25 | 44 | [228] Salvatore Caruso v Prajnesh Gunneswaran [183] | 4-6,4-6 | |
| Challenger Anning | 04/29 05:00 | 29 | [260] Prajnesh Gunneswaran v Mohamed Safwat [229] | 5-7,6-3,6-1 | |
| Challenger Anning | 04/28 07:05 | 28 | [231] Kamil Majchrzak v Prajnesh Gunneswaran [260] | 6-0,3-6,1-6 | |
| Challenger Anning | 04/27 04:20 | 27 | [260] Prajnesh Gunneswaran v Soon Woo Kwon [215] | 6-2,6-3 | |
| Challenger Anning | 04/25 05:20 | 26 | [271] Andrew Whittington v Prajnesh Gunneswaran [260] | 4-6,4-6 | |
| Challenger Anning | 04/24 03:00 | 25 | [374] Hugo Grenier v Prajnesh Gunneswaran [260] | 2-6,1-6 | |
| Challenger Nanchang | 04/20 03:00 | 27 | [266] Prajnesh Gunneswaran v Quentin Halys [118] | 4-6,3-6 | |
| Challenger Nanchang | 04/19 03:00 | 26 | [177] Alex Bolt v Prajnesh Gunneswaran [266] | 6-7,1-6 | |
| Challenger Nanchang | 04/18 03:00 | 25 | [244] Cem Ilkel v Prajnesh Gunneswaran [266] | 4-6,4-6 | |
| Challenger Taipei | 04/10 06:15 | 25 | [395] Saketh Myneni v Prajnesh Gunneswaran [264] | 4-6,7-6,6-4 | |
| Puchar Davisa | 04/07 06:55 | 28 | [332] Yibing Wu v Prajnesh Gunneswaran [263] | 4-6,2-6 | |
| Challenger Qujing | 03/20 02:00 | 25 | [246] Prajnesh Gunneswaran v Andrea Pellegrino [354] | 5-7,2-6 |
Prajnesh Gunneswaran (ur. 12 listopada 1989 w Ćennaju) – indyjski tenisista.