Stadion: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF - M25 - Monastir | 2023/11/12 09:00 | Clement Tabur v Hady Habib | 3-6,6-3,6-4 |
| ITF - M25 - Monastir | 2023/11/11 09:00 | Philip Henning v Hady Habib | 2-6,4-6 |
| ITF - M25 - Monastir | 2023/11/10 08:30 | Stijn Slump v Hady Habib | 4-6,2-6 |
| ITF - M25 - Monastir | 2023/11/09 08:30 | Tiago Pereira v Hady Habib | 4-6,2-6 |
| ITF - M25 - Monastir | 2023/11/08 12:10 | Alexey Nesterov v Hady Habib | 6-3,1-6,2-6 |
| Challenger - Bergamo | 2023/10/29 17:15 | Nikoloz Basilashvili v Hady Habib | 6-4,6-1 |
| Challenger - Ortisei | 2023/10/22 11:10 | Hady Habib v Luca Giacomini | 5-7,3-6 |
| Challenger - Hamburg | 2023/10/16 12:45 | Lucas Gerch v Hady Habib | 6-2,6-4 |
| ITF - M25 - Monastir | 2023/11/13 13:30 | Stevan Popovic v Chirag Duhan | 6-3,2-6,4-10 |
| ITF - M25 - Monastir | 2023/11/13 09:30 | Lorenzo Ferri v Chirag Duhan | 2-6,5-7 |
| ITF - M25 - Monastir | 2023/11/12 08:00 | Riccardo Campagnola v Chirag Duhan | 4-6,1-6 |
| ITF - M15 - Monastir | 2023/11/06 08:30 | Pablo Trochu v Chirag Duhan | 7-6,6-3 |
| ITF - M15 - Monastir | 2023/11/05 08:30 | Luigi Castelletti v Chirag Duhan | 0-6,1-6 |
| ITF - M15 - Davangere | 2023/10/23 05:30 | Chirag Duhan v Adil Kalyanpur | 7-6,1-6,13-15 |
| ITF - M25 - Dharwad | 2023/10/16 05:30 | Chirag Duhan v Abhinav Sanjeev Shanmugam | 5-7,4-6 |
| ITF - M15 - Ahmedabad | 2023/10/10 03:30 | Chirag Duhan v Karan Singh | 3-6,2-6 |