Ground: Hardcourt outdoor
| 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 |
| ITF USA F22 - Qual. | 2016/06/25 17:00 | Drew Van Orderlain v Joseph W. Van Meter | 6-4,6-3 |
| ITF USA F20 - Qual. | 2016/06/19 17:00 | Justin Roberts v Drew Van Orderlain | 7-6,6-3 |