Round: 25 Ground: Hardcourt outdoor
| ITF Canada F4 | 2016/07/01 18:00 | Raymond Sarmiento v Riaan Du Toit | 6-2,6-3 |
| ITF Canada F4 | 2016/07/01 00:00 | Riaan Du Toit v Filip Peliwo | 4-6,6-3,6-2 |
| ITF Canada F4 | 2016/06/29 23:05 | Calvin Thalheimer v Riaan Du Toit | 1-6,2-6 |
| ITF Canada F4 Qual | 2016/06/27 17:00 | Riaan Du Toit v Lakshit Sood | 6-2,6-4 |
| ITF Canada F4 Qual | 2016/06/26 17:00 | Riaan Du Toit v Washi Gervais | 6-7,6-2,6-2 |
| ITF Canada F3 | 2016/06/21 20:00 | Riaan Du Toit v Harrison Scott | 1-6,6-2,0-6 |
| ITF Canada F3 Qual | 2016/06/20 18:20 | Riaan Du Toit v Jabari Stafford | 6-1,6-2 |
| ITF Canada F3 Qual | 2016/06/19 19:00 | Riaan Du Toit v Stefan Frljanic | 7-5,6-1 |
| ITF USA F27 | 2016/08/13 14:00 | Rhyne Williams v Christian Harrison | 7-6,3-6,4-6 |
| ITF USA F27 | 2016/08/12 14:00 | Wil Spencer v Rhyne Williams | 4-6,2-6 |
| ITF USA F27 | 2016/08/11 14:00 | Dominik Koepfer v Rhyne Williams | 2-6,4-6 |
| ITF USA F27 | 2016/08/10 16:25 | Rhyne Williams v Ryan Shane | 6-4,6-4 |
| ITF USA F27 | 2016/08/09 15:40 | Rhyne Williams v Gonzalo Escobar | 6-4,6-3 |
| ITF USA F26 | 2016/08/04 15:00 | Marc Polmans v Rhyne Williams | 6-4,7-6 |
| ITF USA F26 | 2016/08/02 15:00 | Rhyne Williams v Facundo Mena | 6-4,6-2 |
| ITF USA F25 | 2016/07/28 16:45 | Rhyne Williams v Tennys Sandgren | 1-6,4-6 |