Stadium: Center Court Round: 25
| Challenger Bastad | 2016/07/04 09:40 | Andrey Rublev v Prajnesh Gunneswaran | 6-7,7-5,7-6 |
| Challenger Bastad Qual | 2016/07/03 11:25 | Prajnesh Gunneswaran v Fred Simonsson | 4-6,7-5,6-3 |
| Challenger Bastad Qual | 2016/07/02 12:20 | Prajnesh Gunneswaran v Jonathan Mridha | 7-5,6-4 |
| Challenger Marburg Qual | 2016/06/27 10:00 | Sumit Nagal v Prajnesh Gunneswaran | 6-3,6-3 |
| Challenger Marburg Qual | 2016/06/26 14:10 | Sergey Betov v Prajnesh Gunneswaran | 2-6,4-6 |
| Challenger Marburg Qual | 2016/06/26 08:00 | Prajnesh Gunneswaran v Alexey Vatutin | 6-2,6-3 |
| ITF France F6 | 2016/03/16 13:40 | Maxime Authom v Prajnesh Gunneswaran | 6-2,6-2 |
| ITF France F6 | 2016/03/15 13:00 | Luis Diego Chavez Villalpando v Prajnesh Gunneswaran | 6-3,3-6,1-6 |
| Challenger Winnipeg | 2016/07/14 14:00 | Andrey Golubev v Peter Polansky | 2-6,3-6 |
| Wimbledon Qual | 2016/06/20 17:50 | Yoshihito Nishioka v Andrey Golubev | 6-0,6-4 |
| Challenger Poprad Tatry | 2016/06/14 08:00 | Andrey Golubev v Adam Pavlasek | 5-7,3-6 |
| Challenger Vicenza | 2016/05/27 09:30 | Andrey Golubev v Pere Riba | 6-1,2-6,2-6 |
| Challenger Vicenza | 2016/05/25 09:30 | Luca Vanni v Andrey Golubev | 5-7,4-6 |
| Challenger Vicenza | 2016/05/23 16:35 | Ruben Bemelmans v Andrey Golubev | 6-7,6-4,3-6 |
| French Open Qual | 2016/05/19 13:15 | Andrey Golubev v Radu Albot | 0-6,6-7 |
| French Open Qual | 2016/05/18 10:05 | Andrey Golubev v Alexandre Sidorenko | 6-4,6-4 |