Round: 25 Ground: Clay
| Challenger Ortisei Qual | 2016/11/06 09:00 | Bastian Trinker v Dino Marcan | 6-7,6-7 |
| Challenger Eckental Qual | 2016/10/30 09:00 | Bastian Trinker v David Pichler | 5-7,4-6 |
| Challenger Rome 2 | 2016/09/26 11:30 | Davide Pontoglio v Bastian Trinker | 4-6,6-0,6-2 |
| Challenger Alphen | 2016/09/07 10:45 | Bastian Trinker v Damir Dzumhur | 1-6,0-6 |
| Challenger Manerbio | 2016/08/23 12:55 | Maximilian Marterer v Bastian Trinker | 6-1,6-4 |
| Challenger Cortina | 2016/08/02 09:15 | Federico Gaio v Bastian Trinker | 6-4,6-4 |
| ITF China F13 | 2016/07/19 09:05 | Bastian Trinker v Rui-Xuan Wang | 7-6,6-2 |
| ITF China F12 | 2016/07/17 03:00 | Bastian Trinker v Kuan-Yi Lee | 5-7,3-6 |
| ITF Canada F9 Qual | 2016/09/20 15:45 | Brayden Schnur v Chandril Sood | 6-1,6-2 |
| ITF Canada F8 | 2016/09/13 17:15 | Chandril Sood v Samuel Monette | 1-6,4-6 |
| ITF Canada F7 | 2016/09/06 17:10 | Gary Kushnirovich v Chandril Sood | 6-3,6-2 |
| ITF Canada F6 | 2016/08/30 18:05 | Stefan Frljanic v Chandril Sood | 3-6,7-6,6-2 |
| ITF Canada F5 | 2016/07/05 17:30 | Dennis Uspensky v Chandril Sood | 7-5,6-2 |
| ITF Canada F4 | 2016/06/30 18:35 | Raymond Sarmiento v Chandril Sood | 6-1,6-4 |
| ITF Canada F4 | 2016/06/28 18:35 | Chandril Sood v Tim Kopinski | 6-1,2-6,6-3 |
| ITF Canada F3 | 2016/06/22 19:25 | Peter Polansky v Chandril Sood | 6-0,6-1 |