Round: 44 Ground: Hardcourt indoor
| ITF Canada F8 Qual | 2016/09/12 15:50 | Nicholas Kamisar v Nicholas S. Hu | 3-6,3-6 |
| ITF Canada F8 Qual | 2016/09/12 07:33 | Nicholas Kamisar v Nicholas S. Hu | 3-6,3-6 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Nicholas Kamisar v Taha Baadi | 6-4,6-2 |
| ITF Canada F5 Qual | 2016/07/02 19:30 | Justin Roberts v Nicholas Kamisar | 6-2,6-3 |
| ITF Canada F3 Qual | 2016/06/20 20:05 | Nicholas Kamisar v Raheel Manji | 6-4,1-6,5-7 |
| ITF Canada F5 | 2015/07/21 21:50 | Robbie C Bellamy v Nicholas Kamisar | 6-1,6-3 |
| ITF Canada F5 Qual | 2015/07/19 20:00 | Roy Hobbs v Nicholas Kamisar | 3-6,6-2,0-6 |
| ITF Canada F5 Qual | 2015/07/18 18:00 | Nicholas Kamisar v Jabari Stafford | 6-3,4-6,6-0 |
| ITF Canada F8 | 2016/09/13 14:00 | Quinton Vega v Drew Van Orderlain | 7-6,6-1 |
| ITF Canada F8 Qual | 2016/09/12 07:33 | Thomas Susen v Drew Van Orderlain | 2-6,6-4,2-6 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Drew Van Orderlain v Damien Ghader | 6-1,6-0 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Drew Van Orderlain v Niels P Van Noord | 6-1,6-2 |
| ITF Canada F7 Qual | 2016/09/04 13:00 | Drew Van Orderlain v Washi Gervais | 6-7,3-6 |
| ITF USA F26 Qual | 2016/07/30 15:30 | Brandon Donaldson v Drew Van Orderlain | 6-2,6-3 |
| ITF Canada F5 Qual | 2016/07/02 17:00 | Drew Van Orderlain v Herbert Jody Maginley | 2-6,3-6 |
| ITF USA F22 Qual | 2016/06/26 14:00 | Drew Van Orderlain v Colin Markes | 3-6,4-6 |