Round: 27 Ground: Hardcourt outdoor
| Challenger Pune | 2016/10/26 07:25 | Prajnesh Gunneswaran v N. Vijay Sundar Prashanth | 6-4,6-2 |
| ITF India F4 | 2015/09/17 06:00 | N. Vijay Sundar Prashanth v Prajnesh Gunneswaran | 6-3,6-2 |
| Australian Open 2017 WC | 2016/12/03 04:15 | Denis Istomin v Prajnesh Gunneswaran | 6-2,1-6,11-9 |
| Australian Open 2017 WC | 2016/12/02 05:00 | Francis Casey Alcantara v Prajnesh Gunneswaran | 4-6,1-6 |
| Australian Open 2017 WC | 2016/12/01 03:15 | Prajnesh Gunneswaran v Xiao Gong | 4-6,6-4,6-2 |
| Challenger Astana 2 | 2016/11/24 06:45 | Aleksandr Nedovyesov v Prajnesh Gunneswaran | 6-2,6-3 |
| Challenger Astana 2 | 2016/11/23 06:30 | Soonwoo Kwon v Prajnesh Gunneswaran | 3-6,6-4,1-6 |
| Challenger Astana 2 | 2016/11/22 10:40 | Prajnesh Gunneswaran v Andrey Golubev | 6-4,6-2 |
| Challenger Kobe | 2016/11/08 03:40 | Prajnesh Gunneswaran v Laurent Lokoli | 3-6,6-7 |
| Challenger Canberra 2 | 2016/11/01 02:30 | Prajnesh Gunneswaran v Maverick Banes | 3-6,5-7 |
| Australian Open 2017 WC | 2016/12/02 02:50 | N. Vijay Sundar Prashanth v Di Wu | 6-4,3-6,4-6 |
| Australian Open 2017 WC | 2016/11/30 03:50 | Zhao-Tai Li v N. Vijay Sundar Prashanth | 6-7,0-6 |
| Challenger Canberra 2 | 2016/11/03 03:15 | N. Vijay Sundar Prashanth v John-Patrick Smith | 1-6,2-6 |
| Challenger Canberra 2 | 2016/11/01 01:10 | Luke Saville v N. Vijay Sundar Prashanth | 4-6,2-6 |
| Challenger Pune | 2016/10/26 07:25 | Prajnesh Gunneswaran v N. Vijay Sundar Prashanth | 6-4,6-2 |
| Challenger Pune | 2016/10/25 05:30 | N. Vijay Sundar Prashanth v Jayesh Pungliya | 6-2,6-4 |
| Challenger Ho Chi Minh City | 2016/10/11 03:00 | N. Vijay Sundar Prashanth v Tatsuma Ito | 3-6,7-6,1-6 |
| Challenger Ho Chi Minh City Qual | 2016/10/10 04:20 | N.Sriram Balaji v N. Vijay Sundar Prashanth | 6-7,2-6 |