Round: 26 Ground: Hardcourt outdoor
| ITF Finland F2 | 2016/08/09 07:30 | Winston Lin v Matvey Khomentovskiy | 4-6,2-6 |
| ITF Finland F1 | 2016/08/04 13:00 | Rubin Statham v Winston Lin | 6-4,6-0 |
| ITF Finland F1 | 2016/08/03 10:30 | Patrik Brydolf v Winston Lin | 6-7,2-6 |
| 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 F19 Qual | 2016/06/13 15:00 | Serge Becerra v Logan Smith | 6-3,2-6,6-3 |
| ITF USA F19 Qual | 2016/06/12 17:30 | Serge Becerra v Ivan Mitric | 6-1,6-2 |
| ITF USA F19 Qual | 2016/06/11 18:00 | Robert Galloway v Serge Becerra | 1-6,1-6 |
| ITF Chile F5 | 2015/04/22 15:15 | Gonzalo Villanueva v Serge Becerra | 6-4,6-1 |
| ITF Chile F5 | 2015/04/20 13:00 | Cristopher Kohl v Serge Becerra | 4-6,0-6 |
| ITF Chile F5 | 2015/04/19 17:30 | Lukas Sanchez v Serge Becerra | 0-6,0-6 |
| ITF Chile F3 | 2015/04/11 18:00 | Eduardo Agustin Torre v Serge Becerra | 6-3,6-3 |
| ITF Chile F3 | 2015/04/06 17:40 | Gonzalo Villanueva v Serge Becerra | 6-3,2-6,7-5 |