Round: 44 Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2016/09/18 14:00 | Риаан дю Туа v Kamisar, Nicholas | 6-3,3-6,2-6 |
| ITF Canada F9 Qual | 2016/09/17 14:00 | Kamisar, Nicholas v Дрю ван Ордерлейн | 6-1,5-7,6-1 |
| ITF Canada F8 Qual | 2016/09/12 15:50 | Kamisar, Nicholas v Ху, Николас С | 3-6,3-6 |
| ITF Canada F8 Qual | 2016/09/12 07:33 | Kamisar, Nicholas v Ху, Николас С | 3-6,3-6 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Kamisar, Nicholas v Таха Баади | 6-4,6-2 |
| ITF Canada F5 Qual | 2016/07/02 19:30 | Джастин Робертс v Kamisar, Nicholas | 6-2,6-3 |
| ITF Canada F3 Qual | 2016/06/20 20:05 | Kamisar, Nicholas v Manji, Raheel | 6-4,1-6,5-7 |
| ITF Canada F5 Qual | 2015/07/19 20:00 | Рой Хоббс v Kamisar, Nicholas | 3-6,6-2,0-6 |
| ITF Canada F9 Qual | 2016/09/18 16:00 | Donaldson, Brandon v Лейкшит Суд | 6-2,6-0 |
| ITF Canada F9 Qual | 2016/09/17 14:00 | Donaldson, Brandon v Lunn, Justin | 6-2,6-2 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Lippens, Michael v Donaldson, Brandon | 6-1,5-7,6-1 |
| ITF Canada F7 Qual | 2016/09/05 16:00 | Ваши Джервейс v Donaldson, Brandon | 6-3,6-2 |
| ITF Canada F7 Qual | 2016/09/04 14:00 | Том Динка v Donaldson, Brandon | 1-6,1-6 |
| ITF USA F26 Qual | 2016/07/31 16:00 | Donaldson, Brandon v Фосетт, Том | 2-6,1-6 |
| ITF USA F26 Qual | 2016/07/30 15:30 | Donaldson, Brandon v Дрю ван Ордерлейн | 6-2,6-3 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Сантьяго, Мико v Donaldson, Brandon | 6-2,6-2 |