Round: 44 Ground: Clay
| ITF Tunisia F3 | 2017/01/22 08:00 | Ayoub Chakrouni v Tommaso Gabrieli | 3-6,6-3,5-7 |
| ITF Morocco F8 | 2016/10/31 12:15 | Kristijan Mesaros v Ayoub Chakrouni | 6-0,6-0 |
| Challenger Casablanca Qual | 2016/10/08 10:10 | Dino Marcan v Ayoub Chakrouni | 6-1,6-0 |
| Challenger Mohammedia Qual | 2016/10/01 09:00 | Ayoub Chakrouni v Gibril Diarra | 1-6,1-6 |
| Challenger Meknes | 2016/09/13 10:00 | Omar Salman v Ayoub Chakrouni | 6-1,6-1 |
| ITF Morocco F6 | 2016/08/09 22:00 | Gianni Mina v Ayoub Chakrouni | 6-1,6-0 |
| ITF Morocco F6 | 2016/08/07 22:00 | Mohamed Hassan v Ayoub Chakrouni | 3-6,0-6 |
| ITF Morocco F5 | 2016/08/02 22:00 | Sherif Sabry v Ayoub Chakrouni | 1-6,6-0,6-3 |