Round: 27 Ground: Clay
| 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 |
| 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 |
| ITF India F4 | 2016/09/07 04:30 | Ansu Bhuyan v Thales Turini | 2-6,3-6 |
| ITF India F4 | 2016/09/06 10:10 | Naoki Takeda v Thales Turini | 4-6,3-6 |
| ITF Thailand F4 | 2016/08/25 03:00 | Thales Turini v N.Sriram Balaji | 2-6,6-4,1-6 |
| ITF Thailand F4 | 2016/08/24 05:30 | Vishnu Vardhan v Thales Turini | 4-6,6-7 |
| ITF Thailand F4 | 2016/08/23 08:45 | Xin Gao v Thales Turini | 6-7,3-6 |
| ITF Austria F4 | 2016/07/26 14:25 | Thales Turini v Rudolf Molleker | 1-6,6-1,4-6 |
| ITF Germany F8 | 2016/07/19 10:00 | Thales Turini v George Von Massow | 3-6,4-6 |
| ITF Austria F2 | 2016/07/12 10:25 | Thales Turini v Tobias Simon | 4-6,3-6 |