| Vilnius, Lithuania | 10/16 11:50 | 14 | Jacopo Berrettini v Luca Potenza | 6-3,4-6,5-7 | |
| ATP Florence | 10/08 13:25 | 14 | Zhizhen Zhang v Jacopo Berrettini | 6-4,6-2 | |
| ITF M25 Falun | 09/26 11:55 | 25 | Jacopo Berrettini v Kacper Zuk | 4-6,3-6 | |
| ITF M15 Danderyd | 09/21 08:00 | 25 | Simon Freund v Jacopo Berrettini | 6-3,6-2 | |
| ITF M25 Casinalbo | 07/05 14:55 | 25 | Jacopo Berrettini v Nicolas Parizzia | 7-6,4-6,4-6 | |
| ITF M25 Den Haag | 06/29 12:05 | 25 | Daniel Rincon v Jacopo Berrettini | 6-3,6-7,7-6 | |
| ITF M15 Alkmaar | 06/26 13:20 | 29 | Jacopo Berrettini v Daniel Rincon | 5-7,1-6 | |
| ITF M15 Alkmaar | 06/25 12:00 | 28 | Michiel de Krom v Jacopo Berrettini | 6-7,2-6 | |
| ITF M15 Alkmaar | 06/24 16:00 | 27 | Luigi Sorrentino v Jacopo Berrettini | 5-7,6-3,2-6 | |
| ITF M15 Alkmaar | 06/23 09:00 | 26 | Jans, Jarno v Jacopo Berrettini | 2-6,3-6 | |
| ITF M15 Alkmaar | 06/22 10:35 | 25 | Sidane Pontjodikromo v Jacopo Berrettini | 6-2,5-7,2-6 | |
| ITF M25 Meitar | 11/05 10:50 | 28 | [367] Yshai Oliel v Jacopo Berrettini [455] | Retired | |
| ITF M25 Meitar | 11/04 09:00 | 27 | [455] Jacopo Berrettini v Dan Added [472] | 6-4,2-6,6-2 | |
| ITF M25 Meitar | 11/03 08:00 | 26 | Jacopo Berrettini v Daniel Cukierman | 6-7,6-2,7-6 | |
| ITF M25 Meitar | 11/02 09:40 | 25 | Jacopo Berrettini v Orel Kimhi | 7-6,6-2 | |
| ITF M25 Portimao | 10/27 09:00 | 25 | Jacopo Berrettini v Faria, Luis | 6-4,3-6,4-6 | |
| Challenger Napoli | 10/11 12:20 | 25 | [453] Jacopo Berrettini v Manuel Guinard [275] | 5-7,7-6,4-6 | |
| Challenger Napoli | 10/05 13:05 | 25 | [453] Jacopo Berrettini v Andrea Pellegrino [228] | 2-6,4-6 | |
| Lisbon, Portugal | 09/28 10:45 | 25 | [160] Stebe, Cedrik-Marcel v Jacopo Berrettini [442] | 6-0,6-1 | |
| Lisbon, Portugal | 09/27 09:00 | 19 | [442] Jacopo Berrettini v Sebastian Fanselow [423] | 6-4,5-7,2-6 | |
| Lisbon, Portugal | 09/26 09:00 | 14 | [384] Bega, Alessandro v Jacopo Berrettini [444] | 2-6,4-6 | |
| Challenger Braga | 09/19 11:00 | 14 | [363] Kaichi Uchida v Jacopo Berrettini [441] | 4-6,6-4,7-6 | |
| ITF M25 Madrid | 09/15 08:55 | 25 | Jacopo Berrettini v Carlos L-Montagud | 4-6,6-4,2-6 | |
| Challenger Kyiv | 09/05 12:40 | 14 | [494] Clement Tabur v Jacopo Berrettini [447] | 6-2,6-1 | |
| ITF M25 Sierre | 09/03 14:55 | 27 | Patrick Kypson v Jacopo Berrettini | 7-6,6-7,7-5 | |
| ITF M25 Sierre | 09/02 12:40 | 26 | Maggioli, Emiliano v Jacopo Berrettini | 6-7,6-2,2-6 | |
| ITF M25 Sierre | 08/31 10:40 | 25 | Christian Kuehne v Jacopo Berrettini | 3-6,0-6 | |
| Challenger - Barletta | 08/23 18:00 | 25 | [122] Martin, Andrej v Jacopo Berrettini [445] | 4-6,6-2,6-1 | |
| ITF M25 Muttenz | 08/18 14:35 | 25 | Jacopo Berrettini v Tristan Schoolkate | 1-6,4-6 | |
| ITF M25 Casinalbo | 07/06 11:30 | 25 | Jacopo Berrettini v Balzerani, Riccardo | Cancelled |