| Parma II, Italy | 06/21 09:00 | 27 | [425] Jacopo Berrettini v Lenz, Julian [370] | 1-6,3-6 | |
| Parma II, Italy | 06/20 08:00 | 26 | [379] Grills, Jacob v Jacopo Berrettini [425] | 1-6,4-6 | |
| Parma II, Italy | 06/18 14:45 | 25 | [425] Jacopo Berrettini v Petrovic, Danilo [287] | 6-4,7-5 | |
| Parma II, Italy | 06/17 17:20 | 24 | [425] Jacopo Berrettini v Lorenzo Musetti [457] | 6-4,7-5 | |
| Poznan, Poland | 06/04 09:30 | 24 | [419] Jacopo Berrettini v Robredo, Tommy [284] | 2-6,7-6,1-6 | |
| Poznan, Poland | 06/03 08:00 | 166 | [407] Simon, Tobias v Jacopo Berrettini [419] | 2-6,4-6 | |
| Challenger - Vicence | 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 | |
| ITF - M25 Vic | 05/23 12:25 | 26 | Jacopo Berrettini v Alexander Weis | 6-4,6-0 | |
| ITF - M25 Vic | 05/22 13:30 | 25 | Jacopo Berrettini v Felipe M R Alves | 6-4,6-2 | |
| ATP - Rome | 05/11 15:25 | 45 | [57] Taylor Fritz v Jacopo Berrettini [421] | 6-4,6-3 | |
| Challenger - Francavilla | 04/22 11:20 | 24 | [422] Riccardo Bonadio v Jacopo Berrettini [421] | 7-5,3-6,6-3 | |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 04/18 12:00 | 26 | Hamou, Maxime v Jacopo Berrettini | 6-4,6-2 | |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 04/17 10:10 | 25 | Simon Freund v Jacopo Berrettini | 3-6,3-6 | |
| Challenger - Barletta | 04/12 16:00 | 27 | [203] Mohamed Safwat v Jacopo Berrettini [487] | 6-1,6-3 | |
| Challenger - Barletta | 04/11 11:30 | 26 | [487] Jacopo Berrettini v Lorenzo Giustino [169] | 4-6,7-6,6-4 | |
| Challenger - Barletta | 04/10 08:00 | 25 | [192] Jurij Rodionov v Jacopo Berrettini [487] | 3-6,4-6 | |
| Challenger - Barletta | 04/08 15:45 | 24 | [193] Marcora, Roberto v Jacopo Berrettini [487] | Retired | |
| ITF - M15 Sharm El Sheikh | 03/27 11:05 | 25 | Vivero Gonzalez, Pablo v Jacopo Berrettini | 6-4,6-4 | |
| ITF - M15 Sharm El Sheikh | 03/21 10:45 | 26 | Kacper Zuk v Jacopo Berrettini | 6-0,7-6 | |
| ITF - M15 Sharm El Sheikh | 03/20 08:00 | 25 | Brugnerotto, Marco v Jacopo Berrettini | 1-6,2-6 | |
| ITF - M15 Sharm El Sheikh | 03/17 08:00 | 29 | Lukas Klein v Jacopo Berrettini | 6-4,6-4 | |
| ITF - M15 Sharm El Sheikh | 03/16 08:00 | 28 | Jacopo Berrettini v Daniel Altmaier | 6-1,6-2 | |
| ITF - M15 Sharm El Sheikh | 03/15 08:00 | 27 | [491] Jacopo Berrettini v Michael Vrbensky [469] | 6-4,6-3 | |
| ITF - M15 Sharm El Sheikh | 03/14 09:15 | 26 | Jacopo Berrettini v Fortuna, Claudio | 7-5,4-6,6-4 | |
| ITF - M15 Sharm El Sheikh | 03/13 10:40 | 25 | Jacopo Berrettini v Stefan Palosi | 6-0,6-1 | |
| ITF M15 Faro | 02/26 13:15 | 25 | Olivieri, Genaro Alberto v Jacopo Berrettini | 7-5,6-4 | |
| ITF M15 Vale Do Lobo | 02/22 12:45 | 27 | Tearney, Finn v Jacopo Berrettini | 6-3,6-3 | |
| ITF M15 Vale Do Lobo | 02/21 11:00 | 26 | Martniez, Mateo Nicolas v Jacopo Berrettini | 5-7,5-7 | |
| ITF M15 Vale Do Lobo | 02/19 15:45 | 25 | Cacao, Tiago v Jacopo Berrettini | 3-6,3-6 |