| Challenger - Orlando | 11/17 17:00 | 25 | [388] Sadio Doumbia v Prajnesh Gunneswaran [137] | 3-6,5-7 | |
| Challenger - Orlando | 11/17 16:55 | 25 | Sam Riffice v Prajnesh Gunneswaran | Cancelled | |
| Challenger - Cary | 11/15 17:00 | 29 | [146] Prajnesh Gunneswaran v Denis Kudla [124] | 6-3,3-6,0-6 | |
| Challenger - Cary | 11/14 21:10 | 28 | Mikael Torpegaard v Prajnesh Gunneswaran | Walkover | |
| Challenger - Cary | 11/13 18:20 | 27 | [146] Prajnesh Gunneswaran v Thomaz Bellucci [297] | 3-6,7-5,7-6 | |
| Challenger - Cary | 11/12 17:35 | 26 | [146] Prajnesh Gunneswaran v Jack Sock [253] | 6-7,6-2,7-6 | |
| Challenger - Cary | 11/10 15:30 | 25 | [146] Prajnesh Gunneswaran v Peter Polansky [213] | 6-2,6-2 | |
| Challenger - Hamburg | 10/27 13:05 | 25 | [145] Prajnesh Gunneswaran v Tobias Kamke [235] | 6-3,4-6,1-6 | |
| Challenger - Ismaning | 10/24 13:50 | 28 | [152] Prajnesh Gunneswaran v Botic Van De Zandschulp [174] | 6-7,1-6 | |
| Challenger - Ismaning | 10/23 14:25 | 27 | [152] Prajnesh Gunneswaran v Daniel Masur [256] | 7-5,6-7,6-3 | |
| Challenger - Ismaning | 10/21 18:50 | 26 | [152] Prajnesh Gunneswaran v Lukas Lacko [188] | 6-4,5-7,6-4 | |
| Challenger - Ismaning | 10/19 12:30 | 25 | [149] Prajnesh Gunneswaran v Tomas Martin Etcheverry [247] | 6-4,3-6,7-6 | |
| Challenger - Parma | 10/05 10:40 | 25 | [142] Prajnesh Gunneswaran v Paolo Lorenzi [130] | 6-7,2-6 | |
| Challenger - Biella | 09/28 10:00 | 25 | [159] Maxime Cressy v Prajnesh Gunneswaran [142] | 7-6,6-4 | |
| French Open | 09/23 12:55 | 15 | [192] Aleksandar Vukic v Prajnesh Gunneswaran [141] | 6-4,7-6 | |
| French Open | 09/21 10:10 | 14 | [206] Cem Ilkel v Prajnesh Gunneswaran [141] | 3-6,1-6 | |
| ATP - Kitzbühel | 09/08 10:00 | 19 | [303] Marc-Andrea Huesler v Prajnesh Gunneswaran [136] | 6-3,6-3 | |
| ATP - Kitzbühel | 09/07 12:50 | 45 | Sandro Kopp v Prajnesh Gunneswaran | 4-6,6-1,4-6 | |
| Davis Cup | 03/07 16:35 | 45 | [37] Marin Cilic v Prajnesh Gunneswaran [132] | Cancelled | |
| Davis Cup | 03/06 14:00 | 45 | [277] Borna Gojo v Prajnesh Gunneswaran [132] | 3-6,6-4,6-2 | |
| ATP - Dubai | 02/25 10:00 | 25 | [134] Prajnesh Gunneswaran v Dennis Novak [96] | 4-6,3-6 | |
| Challenger - Bengaluru | 02/13 10:55 | 26 | [124] Prajnesh Gunneswaran v Benjamin Bonzi [368] | 6-7,0-6 | |
| Challenger - Bengaluru | 02/12 05:30 | 25 | Prajnesh Gunneswaran v Sebastian Fanselow | 6-2,4-6,6-4 | |
| ATP Pune | 02/06 13:10 | 26 | [88] Soonwoo Kwon v Prajnesh Gunneswaran [122] | 6-3,7-6 | |
| ATP Pune | 02/04 13:10 | 25 | [122] Prajnesh Gunneswaran v Yannick Maden [131] | 7-6,7-6 | |
| Australian Open | 01/20 23:30 | 23 | [146] Tatsuma Ito v Prajnesh Gunneswaran [123] | 6-4,6-2,7-5 | |
| Australian Open | 01/17 05:05 | 46 | [254] Ernests Gulbis v Prajnesh Gunneswaran [122] | 7-6,6-2 | |
| Australian Open | 01/16 06:35 | 45 | [167] Yannick Hanfmann v Prajnesh Gunneswaran [122] | 6-1,2-6,1-6 | |
| Australian Open | 01/14 09:00 | 44 | [279] Harry Bourchier v Prajnesh Gunneswaran [122] | 2-6,4-6 | |
| Challenger - Canberra | 01/07 06:45 | 25 | [122] Prajnesh Gunneswaran v Taro Daniel [106] | 4-6,6-7 |
Prajnesh Gunneswaran (* 12. November 1989 in Chennai) ist ein indischer Tennisspieler.