Round: 25 Ground: Clay
| ITF Morocco F4 | 2016/07/27 09:00 | Lennert Van Der Linden v Ayoub Chakrouni | 6-0,6-3 |
| ITF Morocco F4 | 2016/07/26 11:50 | Manuel Luis Lamelas v Ayoub Chakrouni | 2-6,3-6 |
| ITF Tunisia F21 | 2016/06/01 12:55 | Ayoub Chakrouni v Sven Lah | 7-5,2-6,6-7 |
| ITF Tunisia F21 | 2016/05/29 09:00 | Ayoub Chakrouni v Naim A J Saavedra | 6-2,4-6,6-1 |
| ITF Tunisia F20 | 2016/05/25 11:25 | Anis Ghorbel v Ayoub Chakrouni | 6-4,6-7,6-1 |
| ITF Tunisia F20 Qual | 2016/05/23 09:00 | Ayoub Chakrouni v Javier Naser | 7-5,6-3 |
| ITF Tunisia F19 | 2016/05/20 14:05 | Ayoub Chakrouni v Pedro Sousa | 3-6,4-6 |
| ITF Tunisia F19 | 2016/05/19 12:15 | Francois-Arthur Vibert v Ayoub Chakrouni | 4-6,3-6 |
| ITF Spain F20 | 2016/07/04 13:15 | Luis Diego Chavez Villalpando v Jaume Munar | 6-3,4-6,2-6 |
| ITF Spain F20 Qual | 2016/07/02 10:30 | Luis Diego Chavez Villalpando v Jonathan Morr | 6-0,6-2 |
| ITF Spain F19 | 2016/06/28 10:40 | Luis Diego Chavez Villalpando v Ricardo Ojeda Lara | 0-6,1-6 |
| ITF Spain F8 | 2016/04/04 08:00 | Samuel Ribeiro Navarrete v Luis Diego Chavez Villalpando | 6-3,6-1 |
| ITF Spain F8 | 2016/04/03 12:30 | Bruno Mardones v Luis Diego Chavez Villalpando | 2-6,4-6 |
| ITF Spain F7 | 2016/03/28 08:00 | Alex De Minaur v Luis Diego Chavez Villalpando | 3-6,6-2,6-4 |
| ITF Spain F7 | 2016/03/26 08:30 | Patrick Grigoriu v Luis Diego Chavez Villalpando | 5-7,5-7 |
| ITF France F6 | 2016/03/15 13:00 | Luis Diego Chavez Villalpando v Prajnesh Gunneswaran | 6-3,3-6,1-6 |