Round: 28 Ground: Clay
| ITF - Índia F4 | 2016/09/07 08:40 | Prajnesh Gunneswaran v Dalwinder Singh | 6-1,6-1 |
| ITF - Índia F4 | 2016/09/06 11:55 | Prajnesh Gunneswaran v Irfan Hussain | 6-0,6-2 |
| Challenger Bangkok 4 | 2016/09/01 04:00 | Prajnesh Gunneswaran v Edan Leshem | 6-4,3-6,5-7 |
| Challenger Bangkok 4 | 2016/08/30 09:40 | Duckhee Lee v Prajnesh Gunneswaran | 4-6,0-6 |
| Challenger - Bastad | 2016/07/04 09:40 | Andrey Rublev v Prajnesh Gunneswaran | 6-7,7-5,7-6 |
| Challenger - Bastad - Qualificação | 2016/07/03 11:25 | Prajnesh Gunneswaran v Fred Simonsson | 4-6,7-5,6-3 |
| Challenger - Bastad - Qualificação | 2016/07/02 12:20 | Prajnesh Gunneswaran v Jonathan Mridha | 7-5,6-4 |
| Challenger - Marburg - Qualificação | 2016/06/27 10:00 | Sumit Nagal v Prajnesh Gunneswaran | 6-3,6-3 |
| ITF - Índia F4 | 2016/09/08 04:30 | N. Vijay Sundar Prashanth v Sidharth Rawat | 3-6,1-6 |
| ITF - Índia F4 | 2016/09/06 07:50 | Fran Zvonimir Zgombic v Sidharth Rawat | 6-4,3-6,3-6 |
| Challenger Bangkok 4 | 2016/08/30 03:00 | Xin Gao v Sidharth Rawat | 6-3,6-4 |
| Challenger Bangkok 4 | 2016/08/28 05:20 | Sidharth Rawat v Nattan Benjasupawan | 6-4,6-2 |
| ITF - Tailândia F4 | 2016/08/22 06:00 | Phassawit Bura'ritta v Sidharth Rawat | 6-2,4-6,6-4 |
| ITF - Índia F3 | 2016/05/10 03:30 | Pol Wattanakul v Sidharth Rawat | 1-6,6-7 |
| ITF - Índia F2 | 2016/05/07 04:30 | Sidharth Rawat v Shintaro Imai | 4-6,4-6 |
| ITF - Índia F2 | 2016/05/06 04:30 | Sho Katayama v Sidharth Rawat | 6-2,3-6,3-6 |