| Challenger - Porto | 06/29 16:10 | 25 | [198] Mathias Bourgue v Prajnesh Gunneswaran [148] | 2-6,6-3,1-6 | |
| Wimbledon | 06/22 13:30 | 14 | Arthur Fery v Prajnesh Gunneswaran | 6-1,7-6 | |
| Challenger - Nottingham | 06/14 14:55 | 25 | Yasutaka Uchiyama v Prajnesh Gunneswaran | Cancelled | |
| Challenger - Nottingham | 06/08 10:00 | 25 | [151] Prajnesh Gunneswaran v Kamil Majchrzak [126] | Retired | |
| French Open | 05/25 08:30 | 14 | [152] Oscar Otte v Prajnesh Gunneswaran [151] | 6-2,6-2 | |
| ATP - Genf | 05/16 08:30 | 14 | [148] Prajnesh Gunneswaran v Mackenzie McDonald [120] | 3-6,6-3,3-6 | |
| Challenger - Heilbronn | 05/10 15:40 | 25 | [161] Alessandro Giannessi v Prajnesh Gunneswaran [148] | 7-6,6-1 | |
| ATP - München | 04/24 12:15 | 14 | [149] Prajnesh Gunneswaran v Dennis Novak [110] | 4-6,6-3,5-7 | |
| Challenger - Tallahassee | 04/19 17:00 | 25 | [149] Prajnesh Gunneswaran v Pedro Sakamoto [315] | 2-6,6-2,4-6 | |
| Challenger - Orlando | 04/15 16:30 | 26 | [138] Prajnesh Gunneswaran v Jack Sock [257] | 3-6,4-6 | |
| Challenger - Orlando | 04/13 16:20 | 25 | [138] Prajnesh Gunneswaran v Matthew Ebden [228] | 6-4,6-1 | |
| ATP - Dubai | 03/13 07:00 | 14 | Yuki Bhambri v Prajnesh Gunneswaran | 6-1,6-4 | |
| Challenger - Nur-Sultan | 03/06 06:35 | 28 | [166] Tomas Machac v Prajnesh Gunneswaran [134] | 6-3,1-6,6-2 | |
| Challenger - Nur-Sultan | 03/05 05:00 | 27 | [102] James Duckworth v Prajnesh Gunneswaran [134] | 4-6,6-2,6-7 | |
| Challenger - Nur-Sultan | 03/03 05:50 | 26 | [203] Tatsuma Ito v Prajnesh Gunneswaran [134] | Retired | |
| Challenger - Nur-Sultan | 03/02 04:00 | 25 | [255] Julian Lenz v Prajnesh Gunneswaran [134] | 6-3,2-6,3-6 | |
| Challenger - Nur-Sultan | 03/02 04:00 | 25 | [139] Jurij Rodionov v Prajnesh Gunneswaran [134] | Cancelled | |
| Challenger - Nur-Sultan | 02/27 06:25 | 28 | [138] Prajnesh Gunneswaran v Jurij Rodionov [152] | 2-6,6-3,3-6 | |
| Challenger - Nur-Sultan | 02/26 07:40 | 27 | [159] Martin Klizan v Prajnesh Gunneswaran [138] | 3-6,6-4,4-6 | |
| Challenger - Nur-Sultan | 02/25 05:00 | 26 | [215] Brayden Schnur v Prajnesh Gunneswaran [138] | 6-3,3-6,0-6 | |
| Challenger - Nur-Sultan | 02/24 08:30 | 25 | Dostanbek Tashbulatov v Prajnesh Gunneswaran | 2-6,3-6 | |
| Challenger - Potchefstroom | 02/15 10:50 | 25 | [131] Prajnesh Gunneswaran v Akira Santillan [266] | 3-6,6-3,5-7 | |
| Challenger - Potchefstroom | 02/09 10:15 | 25 | [131] Prajnesh Gunneswaran v Dimitar Kuzmanov [278] | 3-6,4-6 | |
| Challenger - Istanbul | 01/19 10:00 | 25 | [178] Arthur Rinderknech v Prajnesh Gunneswaran [128] | Retired | |
| Australian Open | 01/12 13:10 | 15 | [128] Prajnesh Gunneswaran v Constant Lestienne [227] | 2-6,3-6 | |
| Australian Open | 01/11 12:20 | 60 | [128] Prajnesh Gunneswaran v Brayden Schnur [207] | 6-4,4-6,6-2 | |
| Challenger - Orlando | 11/22 16:00 | 29 | [202] Brandon Nakashima v Prajnesh Gunneswaran [137] | 6-3,6-4 | |
| Challenger - Orlando | 11/21 16:00 | 28 | [137] Prajnesh Gunneswaran v Christopher Eubanks [239] | 6-4,7-6 | |
| Challenger - Orlando | 11/20 15:00 | 27 | [172] Dmitry Popko v Prajnesh Gunneswaran [137] | 0-6,3-6 | |
| Challenger - Orlando | 11/18 16:55 | 26 | [250] Tung-Lin Wu v Prajnesh Gunneswaran [137] | Retired |
Prajnesh Gunneswaran (* 12. November 1989 in Chennai) ist ein indischer Tennisspieler.