Stadium: Court 4 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/02/08 11:00 | Florent Bax v Riccardo Chessari | 6-2,6-0 |
| ITF M15 Monastir | 2023/02/06 09:00 | Dali Blanch v Riccardo Chessari | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2022/12/04 10:00 | Matthew Summers v Riccardo Chessari | 7-5,6-0 |
| ITF M15 Sharm El Sheikh | 2022/11/27 08:00 | Riccardo Chessari v Saveliy Ivanov | 7-6,6-3 |
| ITF M25 Santa Margherita | 2022/09/18 15:00 | Riccardo Chessari v Freddie Ridout | 6-4,1-6,6-10 |
| ITF M15 Salerno | 2022/09/05 07:00 | Riccardo Chessari v Vito Dell'Elba | 6-0,3-6,7-10 |
| ITF M15 Salerno | 2022/09/04 09:00 | Riccardo Chessari v Claudio Cataldi | 6-0,6-0 |
| ITF M15 Pescara | 2022/08/28 08:00 | Lorenzo Sciahbasi v Riccardo Chessari | 6-2,6-4 |
| ITF M15 Grenoble | 2023/02/05 10:20 | Jack Loge v Andrea Bolla | 3-6,6-3,10-8 |
| ITF M15 Monastir | 2023/01/12 08:30 | Shohei Chikami v Andrea Bolla | 3-6,6-1,6-1 |
| ITF M15 Monastir | 2023/01/11 08:30 | Mohamed Amin Oueslati v Andrea Bolla | 0-6,1-6 |
| ITF M15 Monastir | 2023/01/09 14:40 | Luke Vuletic v Andrea Bolla | 6-7,1-6 |
| ITF M15 Monastir | 2023/01/09 08:30 | Andrea Bolla v Mohamed Ali Abibsi | 6-2,4-6,10-8 |
| ITF M15 Monastir | 2023/01/05 09:00 | Andrea Bolla v Bogdan Bobrov | 3-6,2-6 |
| ITF M15 Monastir | 2023/01/04 13:15 | Andrea Bolla v Rafn Kumar Bonifacius | 7-5,6-1 |
| ITF M15 Monastir | 2023/01/02 15:00 | Andrea Bolla v Michalis Sakellaridis | 6-2,6-2 |