Round: 27 Ground: Hardcourt outdoor
| ITF India F4 | 2016/09/09 06:05 | Prajnesh Gunneswaran v Sidharth Rawat | 6-3,7-6 |
| ITF India F6 | 2016/09/21 07:00 | Sidharth Rawat v Abhinav Sanjeev Shanmugam | 6-4,6-2 |
| ITF India F6 | 2016/09/19 03:30 | Sidharth Rawat v Vignesh Veerabhadran | 6-3,6-0 |
| ITF India F5 | 2016/09/13 08:40 | Dhakshineswar Suresh v Sidharth Rawat | 6-3,4-6,6-3 |
| ITF India F4 | 2016/09/09 06:05 | Prajnesh Gunneswaran v Sidharth Rawat | 6-3,7-6 |
| ITF India F4 | 2016/09/08 04:30 | N. Vijay Sundar Prashanth v Sidharth Rawat | 3-6,1-6 |
| ITF India 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 India F6 | 2016/09/21 05:40 | Aryan Goveas v Prajnesh Gunneswaran | 6-4,4-6,4-6 |
| ITF India F6 | 2016/09/20 09:25 | Jatin Dahiya v Prajnesh Gunneswaran | 0-6,0-6 |
| ITF India F4 | 2016/09/10 11:45 | Prajnesh Gunneswaran v N.Sriram Balaji | 3-6,7-5,7-6 |
| ITF India F4 | 2016/09/09 06:05 | Prajnesh Gunneswaran v Sidharth Rawat | 6-3,7-6 |
| ITF India F4 | 2016/09/07 08:40 | Prajnesh Gunneswaran v Dalwinder Singh | 6-1,6-1 |
| ITF India 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 |