Stadium: CENTER COURT Round: 28 Ground: Hardcourt outdoor
| Challenger Bangkok 4 | 2016/08/30 09:40 | Duckhee Lee v Prajnesh Gunneswaran | 4-6,0-6 |
| Challenger Pune | 2016/10/27 08:30 | Prajnesh Gunneswaran v Saketh Myneni | 6-7,6-2,6-0 |
| Challenger Pune | 2016/10/26 07:25 | Prajnesh Gunneswaran v N. Vijay Sundar Prashanth | 6-4,6-2 |
| Challenger Pune | 2016/10/24 08:20 | Prajnesh Gunneswaran v Haadin Bava | 7-5,2-6,6-4 |
| Challenger Ho Chi Minh City | 2016/10/12 04:55 | Prajnesh Gunneswaran v Go Soeda | 6-4,3-6,2-6 |
| ITF India F6 | 2016/09/24 09:00 | Sanam Singh v Prajnesh Gunneswaran | 6-3,3-6,6-4 |
| ITF India F6 | 2016/09/23 03:30 | Vishnu Vardhan v Prajnesh Gunneswaran | 6-3,4-6,6-7 |
| ITF India F6 | 2016/09/22 05:55 | Sidharth Rawat v Prajnesh Gunneswaran | 7-6,3-6,5-7 |
| ITF India F6 | 2016/09/21 05:40 | Aryan Goveas v Prajnesh Gunneswaran | 6-4,4-6,4-6 |
| Challenger Pune | 2016/10/27 07:00 | Dmitry Popko v Duckhee Lee | 3-6,4-6 |
| Challenger Pune | 2016/10/26 08:35 | Luca Margaroli v Duckhee Lee | 6-7,3-6 |
| Challenger Pune | 2016/10/25 05:30 | Hugo Nys v Duckhee Lee | 3-6,7-6,1-6 |
| Challenger Ningbo | 2016/10/21 07:00 | Hiroki Moriya v Duckhee Lee | 6-2,6-2 |
| Challenger Ningbo | 2016/10/20 06:00 | Daniel Masur v Duckhee Lee | 3-6,1-6 |
| Challenger Ningbo | 2016/10/18 03:40 | Yannick Hanfmann v Duckhee Lee | 2-6,4-6 |
| Others | 2016/10/01 07:00 | Duckhee Lee v Vasek Pospisil | 7-6,6-7,3-6 |
| Challenger Kaohsiung | 2016/09/25 08:25 | Duckhee Lee v Hyeon Chung | 4-6,2-6 |