Round: 27 Ground: Hardcourt outdoor
| ITF Portugal F4 | 2016/05/04 15:00 | Fred Gil v Jumpei Yamasaki | 6-2,6-2 |
| ITF Portugal F7 | 2016/05/26 11:40 | Andre Gaspar Murta v Fred Gil | 4-6,7-5,4-6 |
| ITF Portugal F7 | 2016/05/25 12:00 | Fred Gil v Vasco Mensurado | 6-1,6-3 |
| ITF Portugal F6 | 2016/05/18 17:00 | Joao Domingues v Fred Gil | 6-4,6-4 |
| ITF Portugal F5 | 2016/05/12 18:30 | Fred Gil v Romain Barbosa | 6-7,2-6 |
| ITF Portugal F5 | 2016/05/11 19:05 | Jorge Montero v Fred Gil | 6-7,2-6 |
| ITF Portugal F4 | 2016/05/09 18:45 | Fred Gil v Joao Domingues | 2-6,6-3,10-12 |
| ITF Portugal F4 | 2016/05/09 16:05 | Fred Gil v Corentin Denolly | 6-4,4-6,10-4 |
| ITF Portugal F4 | 2016/05/08 17:30 | Romain Barbosa v Fred Gil | 7-6,3-6,8-10 |
| ITF Portugal F7 | 2016/05/26 12:35 | Jumpei Yamasaki v Daniel Nolan | 6-4,6-0 |
| ITF Portugal F7 | 2016/05/25 13:55 | Jumpei Yamasaki v Jaime Fermosell | 6-4,6-3 |
| ITF Portugal F6 | 2016/05/18 12:00 | Bernabe Zapata Miralles v Jumpei Yamasaki | 6-7,6-1,7-5 |
| ITF Portugal F5 Qual | 2016/05/09 11:30 | Jumpei Yamasaki v Alan Gleeson | 4-6,5-7 |
| ITF Portugal F4 | 2016/05/04 15:00 | Fred Gil v Jumpei Yamasaki | 6-2,6-2 |
| ITF Japan F4 | 2016/03/30 02:40 | Jumpei Yamasaki v Sanhui Shin | 6-3,2-6,2-6 |
| ITF Japan F4 | 2016/03/28 01:00 | Jumpei Yamasaki v Keisuke Numajiri | 6-4,6-4 |
| ITF Japan F4 | 2016/03/27 01:00 | Jumpei Yamasaki v Yutaro Matsuzaki | 6-2,6-1 |