Round: 25 Ground: Clay
| 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 |
| ITF Canada F8 | 2016/09/15 15:55 | Winston Lin v Egor Koleganov | 6-4,6-2 |
| ITF Canada F8 | 2016/09/14 16:05 | Winston Lin v Serge Becerra | 5-7,6-1,6-0 |
| ITF Canada F8 | 2016/09/13 16:05 | Winston Lin v Hunter Reese | 6-7,6-3,6-4 |
| ITF Canada F7 | 2016/09/06 16:25 | Martin Beran v Winston Lin | 7-6,7-5 |
| ITF Finland F3 | 2016/08/14 22:00 | Winston Lin v Eero Vasa | 6-7,6-1,3-6 |
| ITF USA F32 Qual | 2016/10/17 15:00 | Lance Cohen v Guanarteme N Delgado | 7-6,3-6,0-6 |
| ITF USA F32 Qual | 2016/10/16 15:00 | Guanarteme N Delgado v Andrew Korinek | 6-4,6-4 |
| ITF USA F31 Qual | 2016/10/09 14:00 | Dominik Koepfer v Guanarteme N Delgado | 6-2,6-3 |
| ITF USA F31 Qual | 2016/10/08 14:00 | Guanarteme N Delgado v Mark Oljaca | 6-4,6-0 |
| ITF Spain F18 | 2016/06/20 19:20 | Guanarteme N Delgado v Sam Barry | 1-6,0-6 |
| ITF Spain F18 Qual | 2016/06/19 07:30 | Jose Fco. Vidal Azorin v Guanarteme N Delgado | 6-4,5-7,1-6 |
| ITF Spain F18 Qual | 2016/06/18 07:30 | Guanarteme N Delgado v Juan P Canas Garcia | 7-5,6-2 |
| ITF Spain F17 Qual | 2016/06/12 14:30 | Paco Climent Gregori v Guanarteme N Delgado | 3-6,6-3,3-6 |