Round: 44 Ground: Hardcourt indoor
| ITF Canada F8 | 2016/09/13 14:00 | Nicholas S. Hu v Rhyne Williams | 6-7,2-6 |
| 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 S. Hu v Andrew Ochotta | 6-3,6-1 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Nicholas S. Hu v Joseph W. Van Meter | 6-4,6-4 |
| ITF USA F25 Qual | 2016/07/25 17:00 | John McNally v Nicholas S. Hu | 6-3,6-2 |
| ITF USA F25 Qual | 2016/07/24 13:15 | Nicholas S. Hu v George Goldhoff | 6-2,3-6,6-1 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Nicholas S. Hu v Patrick Davidson | 6-2,6-3 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Michael Lippens v Malik Bhatnagar | 5-7,2-6 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Michael Lippens v Brandon Donaldson | 6-1,5-7,6-1 |
| ITF Canada F7 Qual | 2016/09/05 17:45 | Michael Lippens v Gary Kushnirovich | 3-6,6-7 |
| ITF Canada F7 Qual | 2016/09/04 14:00 | Kazuma Kawachi v Michael Lippens | 6-4,1-6,1-6 |
| ITF USA F22 Qual | 2016/06/25 16:30 | Dennis Uspensky v Michael Lippens | 6-7,6-2,6-1 |
| ITF USA F20 Qual | 2016/06/19 17:00 | Aryan Goveas v Michael Lippens | 6-3,6-3 |
| ITF USA F19 Qual | 2016/06/12 16:30 | Mauricio Resendiz Dominguez v Michael Lippens | 7-5,6-1 |
| ITF USA F19 Qual | 2016/06/11 17:00 | Eric Morris v Michael Lippens | 2-6,2-6 |