Round: 44 Ground: Hardcourt indoor
| ITF USA F9 Qual | 2016/02/27 17:00 | Winston Lin v Augusto Laranja | 3-6,4-6 |
| ITF USA F8 Qual | 2016/02/20 18:00 | Alexandre Rotsaert v Winston Lin | 6-4,6-4 |
| ITF USA F7 | 2016/02/17 17:30 | Stefan Kozlov v Winston Lin | 6-2,5-7,6-3 |
| ITF USA F7 Qual | 2016/02/15 17:00 | Alejandro Tabilo v Winston Lin | 5-7,4-6 |
| ITF USA F7 Qual | 2016/02/14 17:00 | Lourenco Gasperini v Winston Lin | 3-6,3-6 |
| ITF Dominican Republic F3 | 2015/12/16 15:30 | Winston Lin v Jaume Pla Malfeito | 6-7,6-7 |
| ITF Dominican Republic F3 | 2015/12/14 15:40 | Evan Hoyt v Winston Lin | 6-3,3-6,5-7 |
| ITF Dominican Republic F2 | 2015/12/09 18:00 | Winston Lin v Filip Horansky | 4-6,2-6 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Sid Donarski v Dan Martin | 6-4,3-6,3-6 |