Round: 26 Ground: Hardcourt outdoor
| 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 USA F19 | 2016/06/14 18:15 | Winston Lin v Quinton Vega | 7-6,6-3 |
| ITF Italy F32 | 2016/05/18 08:00 | Mate Delic v Winston Lin | 6-2,6-3 |
| ITF Italy F32 | 2016/05/11 11:00 | Winston Lin v Carlos Gomez-Herrera | 3-6,5-7 |
| ITF USA F22 | 2016/06/28 14:00 | Andrew Carter v Quinton Vega | 7-5,6-0 |
| ITF USA F20 | 2016/06/22 19:30 | Andrew Carter v Hunter Callahan | 2-6,1-6 |
| ITF USA F18 | 2016/06/14 15:30 | Peter Polansky v Andrew Carter | 6-4,6-2 |
| ITF Mexico F5 | 2016/06/01 16:55 | Christopher Diaz-Figueroa v Andrew Carter | 6-4,6-3 |
| ITF Mexico F5 | 2016/05/31 20:05 | Ian Dempster v Andrew Carter | 0-6,2-6 |
| ITF Mexico F4 | 2016/05/26 22:00 | Manuel Sanchez v Andrew Carter | 6-0,6-1 |
| ITF Mexico F4 | 2016/05/24 20:10 | Andrew Carter v David Koch | 6-0,6-1 |
| ITF Mexico F3 | 2016/05/16 15:00 | Andrew Carter v Farris Fathi Gosea | 1-6,4-6 |