Round: 25 Ground: Hardcourt indoor
| ITF Canada F8 | 2016/09/17 15:00 | Rhyne Williams v Filip Peliwo | 3-6,4-6 |
| ITF Canada F8 | 2016/09/16 14:00 | Rhyne Williams v Benjamin Sigouin | 7-5,6-3 |
| ITF Canada F8 | 2016/09/15 14:00 | Kaichi Uchida v Rhyne Williams | 2-6,2-6 |
| ITF Canada F8 | 2016/09/14 14:00 | Quinton Vega v Rhyne Williams | 1-6,2-6 |
| ITF Canada F8 | 2016/09/13 14:00 | Nicholas S. Hu v Rhyne Williams | 6-7,2-6 |
| ITF Canada F7 | 2016/09/09 16:00 | Frank Dancevic v Rhyne Williams | 6-4,6-2 |
| ITF Canada F7 | 2016/09/07 16:00 | Rhyne Williams v Carl Soderlund | 6-4,6-1 |
| ITF Canada F7 | 2016/09/05 19:35 | Riaan Du Toit v Rhyne Williams | 3-6,1-6 |
| Challenger Granby Qual | 2016/07/30 16:00 | Jack Mingjie Lin v Washi Gervais | 4-6,7-5,6-7 |
| Challenger Winnipeg Qual | 2016/07/09 15:00 | Jack Mingjie Lin v Cameron Norrie | 6-7,2-6 |
| ITF Canada F5 | 2016/07/06 21:00 | Sebastien Boltz v Jack Mingjie Lin | 4-6,6-2,6-3 |
| ITF Canada F4 Qual | 2016/06/26 17:00 | Conor Berg v Jack Mingjie Lin | 6-4,4-6,6-4 |
| ITF Canada F3 Qual | 2016/06/20 17:00 | Jack Mingjie Lin v Michael Genender | 5-7,6-3,2-6 |
| ITF Canada F2 | 2016/03/09 23:45 | Frank Dancevic v Jack Mingjie Lin | 7-6,6-7,6-0 |
| ITF Canada F1 | 2016/03/02 16:20 | Jack Mingjie Lin v Liam Broady | 3-6,1-6 |
| ITF Canada F1 Qual | 2016/02/29 15:00 | Kevin Kylar v Jack Mingjie Lin | 4-6,1-6 |