Round: 25 Ground: Clay
| 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 Tunisia F19 | 2016/05/17 11:35 | Javier Naser v Ayoub Chakrouni | 2-6,3-6 |
| ITF Morocco F2 | 2016/03/15 13:00 | Maxime Hamou v Ayoub Chakrouni | 6-1,6-0 |
| ITF Morocco F1 | 2016/03/08 10:00 | Ayoub Chakrouni v Amine Ahouda | 1-6,0-6 |
| ITF Tunisia F20 | 2016/05/24 10:10 | Sven Lah v Karim-Mohamed Maamoun | 1-6,2-6 |