Round: 28 Ground: Hardcourt outdoor
| ITF USA F22 | 2016/07/02 14:00 | Winston Lin v Kaichi Uchida | 2-6,6-7 |
| ITF USA F22 | 2016/07/01 16:10 | Winston Lin v Connor Smith | 6-3,6-4 |
| ITF USA F22 | 2016/06/30 18:00 | Winston Lin v Andrew Carter | 6-4,6-2 |
| ITF USA F22 | 2016/06/28 14:00 | Winston Lin v William Bushamuka | 6-4,4-6,6-4 |
| ITF USA F20 | 2016/06/24 00:00 | Marcus Fugate v Winston Lin | 6-3,7-5 |
| ITF USA F20 | 2016/06/22 22:30 | Sebastian Korda v Winston Lin | 2-6,4-6 |
| ITF USA F19 | 2016/06/17 21:00 | Winston Lin v Evan King | 4-6,1-6 |
| ITF USA F19 | 2016/06/16 15:00 | Winston Lin v Andrew Watson | 6-2,6-4 |
| 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 17:00 | Gonzales Austin v Filip Peliwo | 6-4,3-6,4-6 |
| ITF Canada F3 | 2016/06/24 20:10 | Finn Tearney v Filip Peliwo | 7-5,7-5 |
| ITF Canada F3 | 2016/06/22 17:00 | Conor Berg v Filip Peliwo | 1-6,4-6 |
| ITF China F8 | 2016/05/27 05:15 | Akira Santillan v Filip Peliwo | 6-4,6-4 |
| ITF China F8 | 2016/05/26 03:00 | Evan Song v Filip Peliwo | 2-6,3-6 |
| ITF China F8 | 2016/05/24 02:00 | Zihao Xia v Filip Peliwo | 4-6,6-7 |
| Challenger Drummondville | 2016/03/16 17:20 | Denis Shapovalov v Filip Peliwo | 6-2,3-6,6-1 |