Round: 62 Ground: Hardcourt outdoor
| ITF Greece F4 | 2016/04/09 06:00 | Winston Lin v George Davies | 7-6,6-1 |
| Challenger Drummondville | 2016/03/15 14:05 | Yannik Reuter v Winston Lin | 6-4,6-3 |
| Challenger Drummondville Qual | 2016/03/13 14:00 | Adrian Sikora v Winston Lin | 6-3,5-7,2-6 |
| Challenger Drummondville Qual | 2016/03/12 16:20 | Antoine Leduc v Winston Lin | 0-6,0-6 |
| ITF Canada F2 Qual | 2016/03/07 14:00 | Winston Lin v Pavel Krainik | 6-0,6-3 |
| ITF Canada F2 Qual | 2016/03/06 13:00 | Winston Lin v Dan Martin | 6-2,6-4 |
| 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 Greece F3 | 2016/04/02 11:30 | Jonathan Binding v Jessy Kalambay | 2-6,7-6,6-3 |
| ITF Portugal F3 Qual | 2016/03/07 10:30 | Samuel Bothwell v Jessy Kalambay | 6-3,6-1 |
| ITF Portugal F3 Qual | 2016/03/06 14:00 | Pablo Belda v Jessy Kalambay | 3-6,2-6 |
| ITF Portugal F2 Qual | 2016/02/29 11:30 | Diego-Jose Manrique-Velazquez v Jessy Kalambay | 6-1,6-4 |
| ITF Portugal F2 Qual | 2016/02/28 12:30 | Julien Seurin v Jessy Kalambay | 4-6,4-6 |
| ITF Portugal F1 | 2016/02/20 11:00 | Denis Kapric v Jessy Kalambay | 6-2,6-4 |
| ITF Spain F3 | 2016/02/06 10:00 | Jessy Kalambay v Dan Dowson | 2-6,2-6 |
| ITF Spain F2 | 2016/02/01 08:30 | Adria Mas Mascolo v Jessy Kalambay | 6-1,6-1 |