| ATP Next Gen Finals | 11/02 12:15 | 164 | Liam Caruana v Jacopo Berrettini | Retired | |
| ITF Italy F32 | 10/16 12:30 | 25 | Nerman Fatic v Jacopo Berrettini | 6-0,6-2 | |
| ITF Italy F31 | 10/14 12:00 | 29 | Jacopo Berrettini v Nicolae Frunza | 4-6,3-6 | |
| ITF Italy F31 | 10/13 14:30 | 28 | Jacopo Berrettini v Edoardo Eremin | 6-3,6-1 | |
| ITF Italy F31 | 10/13 11:00 | 27 | Franco Capalbo v Jacopo Berrettini | 4-6,6-7 | |
| ITF Italy F31 | 10/12 08:00 | 26 | [389] Peter Nagy v Jacopo Berrettini [482] | 6-7,2-6 | |
| ITF Italy F31 | 10/11 08:00 | 25 | Giovanni Rizzuti v Jacopo Berrettini | 2-6,3-6 | |
| Challenger Kaohsiung | 09/15 10:35 | 45 | [492] Jacopo Berrettini v Tristan Lamasine [345] | 2-6,5-7 | |
| Challenger Shanghai | 09/10 03:00 | 54 | Jacopo Berrettini v Dayne Kelly | 2-6,3-6 | |
| Challenger Shanghai | 09/09 05:10 | 46 | Yecong He v Jacopo Berrettini | 3-6,6-3,3-6 | |
| Challenger Shanghai | 09/08 08:15 | 45 | Manish Sureshkumar v Jacopo Berrettini | 6-7,4-6 | |
| Challenger Zhangjiagang | 09/02 07:30 | 45 | Jacopo Berrettini v Arjun Kadhe | 6-3,1-6,4-6 | |
| ITF Switzerland F3 | 08/26 12:00 | 29 | Johan Nikles v Jacopo Berrettini | 5-7,4-6 | |
| ITF Switzerland F3 | 08/25 12:00 | 28 | Jacopo Berrettini v Steven Diez | 6-0,6-3 | |
| ITF Switzerland F3 | 08/24 11:30 | 27 | Jacopo Berrettini v Jakub Paul | 6-3,6-3 | |
| ITF Switzerland F3 | 08/23 15:30 | 26 | Jacopo Berrettini v Adrien Bossel | 7-5,5-7,6-3 | |
| ITF Switzerland F3 | 08/22 17:25 | 25 | Jacopo Berrettini v Yann Marti | Retired | |
| Challenger Cordenons | 08/14 08:00 | 25 | Pedro Cachin v Jacopo Berrettini | 3-6,6-1,6-2 | |
| Challenger Padova | 07/25 10:10 | 25 | [482] Jacopo Berrettini v Gian Marco Moroni [256] | 7-6,0-6,6-7 | |
| Challenger San Benedetto | 07/18 19:00 | 26 | Luca Vanni v Jacopo Berrettini | 6-4,6-3 | |
| Challenger San Benedetto | 07/17 13:40 | 25 | Ulises Blanch v Jacopo Berrettini | 3-6,4-6 | |
| Challenger Perugia | 07/10 11:00 | 25 | Carlos Taberner v Jacopo Berrettini | 6-2,6-2 | |
| ITF Italy F17 | 07/04 15:00 | 26 | Jacopo Berrettini v Fabrizio Ornago | 6-4,4-6,5-7 | |
| ITF Italy F17 | 07/04 12:45 | 25 | Jacopo Berrettini v Lorenzo Bocchi | 6-3,6-2 | |
| ITF Italy F14 | 06/15 14:30 | 28 | Nik Razborsek v Jacopo Berrettini | 6-4,6-4 | |
| ITF Italy F14 | 06/14 12:00 | 27 | Gregorio Lulli v Jacopo Berrettini | 2-6,2-6 | |
| ITF Italy F14 | 06/13 12:35 | 26 | Enrico Dalla Valle v Jacopo Berrettini | 2-6,3-6 | |
| ITF Italy F14 | 06/11 18:00 | 25 | Jacopo Berrettini v Matthias Haim | 6-3,6-2 | |
| ITF Italy F13 | 06/06 11:30 | 26 | Fabrizio Ornago v Jacopo Berrettini | 6-2,7-6 | |
| ITF Italy F13 | 06/05 10:40 | 25 | Bogdan Ionut Apostol v Jacopo Berrettini | 2-6,6-7 |