Stadium: Court 1 Round: 45 Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2016/09/19 14:00 | Luka Vukovic v Daniel Grunberger | 6-3,5-7,1-6 |
| ITF Canada F9 Qual | 2016/09/18 14:00 | Antoine Leduc v Luka Vukovic | 6-2,6-7,3-6 |
| ITF Canada F9 Qual | 2016/09/17 16:00 | Tegbir Singh Hara v Luka Vukovic | 4-6,2-6 |
| ITF Canada F8 | 2016/09/13 16:35 | Kaichi Uchida v Luka Vukovic | 6-4,6-3 |
| ITF Canada F8 Qual | 2016/09/12 14:00 | Luka Vukovic v Nicaise Muamba | 6-7,6-4,7-5 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Luka Vukovic v Razvan Baiant | 6-3,6-2 |
| ITF Canada F7 Qual | 2016/09/04 15:00 | Strong Kirchheimer v Luka Vukovic | 6-7,6-3,6-4 |
| ITF Canada F3 Qual | 2015/06/20 16:00 | Luka Vukovic v Patrick Walker | 6-3,7-5 |
| ITF USA F40 | 2016/12/08 17:10 | Dominik Koepfer v Winston Lin | 6-4,4-6,6-4 |
| ITF USA F37 | 2016/11/18 16:00 | Patrick Kypson v Winston Lin | 6-7,7-6,6-1 |
| ITF USA F37 | 2016/11/17 17:30 | Nathaniel Lammons v Winston Lin | 4-6,4-6 |
| ITF USA F36 | 2016/11/08 15:30 | Winston Lin v Justin Roberts | 6-7,4-6 |
| ITF USA F32 | 2016/10/19 18:45 | Winston Lin v Guanarteme N Delgado | 0-6,2-6 |
| ITF USA F31 | 2016/10/13 15:00 | Winston Lin v Connor Smith | 2-6,6-7 |
| ITF USA F31 | 2016/10/11 15:00 | Julian Lenz v Winston Lin | 3-6,6-4,2-6 |
| ITF Canada F9 Qual | 2016/09/21 17:20 | Winston Lin v Roy Smith | 3-6,4-6 |