Round: 46 Ground: Hardcourt outdoor
| ITF USA F24 | 2016/07/20 18:20 | Dayne Kelly v Alfredo Perez | 6-2,3-6,3-6 |
| Challenger Winnipeg | 2016/07/14 16:50 | Dayne Kelly v Yoshihito Nishioka | 3-6,3-6 |
| Challenger Winnipeg | 2016/07/13 15:00 | Marinko Matosevic v Dayne Kelly | 7-6,6-7,3-6 |
| Challenger Winnipeg Qual | 2016/07/10 15:00 | Dayne Kelly v Joshua Peck | 7-6,6-3 |
| ITF USA F23 | 2016/06/28 14:00 | Dayne Kelly v Takanyi Garanganga | 4-6,4-6 |
| ITF Hong Kong F2 Qual | 2016/06/16 22:00 | Xin Gao v Dayne Kelly | 1-6,6-2,6-3 |
| ITF Hong Kong F2 Qual | 2016/06/15 22:00 | Sami Reinwein v Dayne Kelly | 6-7,2-6 |
| ITF Hong Kong F2 Qual | 2016/06/14 22:00 | Jeson Patrombon v Dayne Kelly | 2-6,2-6 |
| Challenger Granby Qual | 2016/07/30 16:00 | Raymond Sarmiento v Nicaise Muamba | 6-3,6-4 |
| ITF Canada F4 | 2016/07/03 20:00 | Raymond Sarmiento v Peter Polansky | 2-6,4-6 |
| ITF Canada F4 | 2016/07/02 20:00 | Raymond Sarmiento v Sebastien Boltz | 6-3,6-1 |
| ITF Canada F4 | 2016/07/01 18:00 | Raymond Sarmiento v Riaan Du Toit | 6-2,6-3 |
| ITF Canada F4 | 2016/06/30 18:35 | Raymond Sarmiento v Chandril Sood | 6-1,6-4 |
| ITF Canada F4 | 2016/06/30 00:20 | Benjamin Mitchell v Raymond Sarmiento | 1-6,4-6 |
| ITF Canada F3 | 2016/06/25 19:35 | Raymond Sarmiento v Peter Polansky | 4-6,4-6 |
| ITF Canada F3 | 2016/06/24 18:00 | Raymond Sarmiento v Farris Fathi Gosea | 6-4,6-3 |