| ITF M15 Sharm El Sheikh | 10/24 08:00 | 26 | Jacopo Berrettini v Kyrian Jacquet | 4-6,7-5,3-6 | |
| ITF M15 Sharm El Sheikh | 10/23 12:50 | 25 | Jacopo Berrettini v Davud Amirov | 6-3,6-0 | |
| ITF M15 Sharm El Sheikh | 10/17 08:00 | 26 | Jacopo Berrettini v Boris Pokotilov | 1-6,4-6 | |
| ITF M15 Sharm El Sheikh | 10/16 10:35 | 25 | Jacopo Berrettini v Marco Mosciatti | 6-3,6-3 | |
| ITF M25 Santa Margherita | 10/04 12:00 | 27 | Jacopo Berrettini v Emiliano Maggioli | 4-6,4-6 | |
| ITF M25 Santa Margherita | 10/03 14:15 | 26 | Jacopo Berrettini v Matteo Arnaldi | 7-5,6-0 | |
| ITF M25 Santa Margherita | 10/02 20:05 | 25 | [448] Fabrizio Ornago v Jacopo Berrettini [473] | 6-7,2-6 | |
| ITF M25 Santa Margherita | 09/28 12:00 | 28 | [475] Jacopo Berrettini v Nerman Fatic [474] | 1-6,4-6 | |
| ITF M25 Santa Margherita | 09/27 12:00 | 27 | [401] Louis Wessels v Jacopo Berrettini [475] | 1-6,4-6 | |
| ITF M25 Santa Margherita | 09/26 17:30 | 26 | [420] Nicolo Turchetti v Jacopo Berrettini [475] | 6-3,1-6,4-6 | |
| ITF M25 Santa Margherita | 09/24 13:05 | 25 | Andrea Guerrieri v Jacopo Berrettini | 6-2,6-7,3-6 | |
| ITF M25 Santa Margherita | 09/19 12:00 | 26 | Matteo Gigante v Jacopo Berrettini | 6-2,7-5 | |
| ITF M25 Santa Margherita | 09/18 17:25 | 25 | Pietro O Fellin v Jacopo Berrettini | 3-6,4-6 | |
| Challenger Banja Luka | 09/09 12:45 | 24 | [470] Danylo Kalenichenko v Jacopo Berrettini [475] | 6-3,6-1 | |
| ITF M25 Trieste | 09/03 11:00 | 25 | Jacopo Berrettini v Christian Lindell | 2-6,4-6 | |
| ITF M25 Poznan | 08/22 09:00 | 26 | [411] Jacopo Berrettini v Camilo Ugo Carabelli [464] | 1-6,1-6 | |
| ITF M25 Poznan | 08/21 10:00 | 25 | Jacopo Berrettini v Mikolaj Szmyrgala | 6-4,7-6 | |
| Challenger Cordenons | 08/12 13:30 | 24 | [406] Jacopo Berrettini v Enrico Dalla Valle [404] | 4-6,4-6 | |
| Challenger Manerbio | 08/06 09:30 | 24 | [408] Jacopo Berrettini v Teymuraz Gabashvili [425] | 0-6,7-6,3-6 | |
| Challenger Sopot | 07/29 11:25 | 24 | [381] Ivan Gakhov v Jacopo Berrettini [404] | 6-3,7-5 | |
| ITF M25 Arlon | 06/27 08:00 | 26 | Jacopo Berrettini v Jeroen Vanneste | 1-6,4-6 | |
| ITF M25 Arlon | 06/26 09:40 | 25 | Jacopo Berrettini v Sebastian Baez | 6-4,3-6,7-6 | |
| Challenger Parma | 06/21 09:00 | 27 | [425] Jacopo Berrettini v Julian Lenz [370] | 1-6,3-6 | |
| Challenger Parma | 06/20 08:00 | 26 | [379] Jacob Grills v Jacopo Berrettini [425] | 1-6,4-6 | |
| Challenger Parma | 06/18 14:45 | 25 | [425] Jacopo Berrettini v Danilo Petrovic [287] | 6-4,7-5 | |
| Challenger Parma | 06/17 17:20 | 24 | [425] Jacopo Berrettini v Lorenzo Musetti [457] | 6-4,7-5 | |
| Challenger Poznan | 06/04 09:30 | 24 | [419] Jacopo Berrettini v Tommy Robredo [284] | 2-6,7-6,1-6 | |
| Challenger Poznan | 06/03 08:00 | 166 | [407] Tobias Simon v Jacopo Berrettini [419] | 2-6,4-6 | |
| Challenger Vicenza | 05/28 09:30 | 166 | [349] Benjamin Hassan v Jacopo Berrettini [419] | 6-4,6-7,6-3 | |
| ITF M25 Vic | 05/25 09:00 | 27 | [418] Jacopo Berrettini v Raul Brancaccio [360] | 5-7,3-6 |