| Challenger Biella | 06/03 11:30 | 26 | [302] Jacopo Berrettini v Ramkumar Ramanathan [216] | 5-7,6-1,6-4 | |
| Challenger Biella | 06/01 10:35 | 25 | [165] Danilo Petrovic v Jacopo Berrettini [302] | Retired | |
| Challenger Biella | 05/31 09:00 | 19 | [302] Jacopo Berrettini v Antoine Escoffier [391] | 2-6,6-4,7-5 | |
| Challenger Biella | 05/30 09:00 | 14 | [247] Nicola Kuhn v Jacopo Berrettini [301] | 4-6,3-6 | |
| ITF M15 Antalya | 05/14 08:55 | 27 | [301] Jacopo Berrettini v Francesco Forti [417] | 2-6,6-2,1-6 | |
| ITF M15 Antalya | 05/13 08:45 | 26 | [481] David Pichler v Jacopo Berrettini [301] | 6-7,6-3,4-6 | |
| ITF M15 Antalya | 05/12 09:15 | 25 | Jacopo Berrettini v Edoardo Eremin | 0-6,6-4,6-2 | |
| ITF M15 Antalya | 05/06 11:10 | 26 | [341] Filip C Jianu v Jacopo Berrettini [301] | 6-2,6-4 | |
| ITF M15 Antalya | 05/04 08:00 | 25 | Burak Bilgin v Jacopo Berrettini | 1-6,1-6 | |
| ITF M15 Antalya | 04/29 10:10 | 26 | [301] Jacopo Berrettini v Jeroen Vanneste [413] | 4-6,0-6 | |
| ITF M15 Antalya | 04/28 10:00 | 25 | Jacopo Berrettini v Koray Kirci | 6-2,6-0 | |
| ATP Cagliari | 04/04 08:00 | 14 | [493] Jacopo Berrettini v Liam Broady [158] | 4-6,1-6 | |
| ITF M15 Antalya | 03/31 10:40 | 25 | Jacopo Berrettini v Diego A B Sanchez | 3-6,1-6 | |
| ITF M15 Sharm El Sheikh | 03/18 09:55 | 26 | [488] Jacopo Berrettini v Petros Chrysochos [407] | 2-6,3-6 | |
| ITF M15 Sharm El Sheikh | 03/17 07:30 | 25 | Petr Hajek v Jacopo Berrettini | 6-7,5-7 | |
| ITF M15 Sharm El Sheikh | 03/11 07:30 | 26 | Marek Gengel v Jacopo Berrettini | 6-4,6-3 | |
| ITF M15 Sharm El Sheikh | 03/10 10:55 | 25 | Karlis Ozolins v Jacopo Berrettini | 1-6,4-6 | |
| ITF M15 Sharm El Sheikh | 03/03 09:15 | 25 | [329] Shintaro Imai v Jacopo Berrettini [484] | 7-5,6-3 | |
| ITF M15 Antalya | 02/11 08:45 | 26 | Jacopo Berrettini v Federico Arnaboldi | 3-6,2-6 | |
| ITF M15 Antalya | 02/09 13:15 | - | [383] Jeroen Vanneste v Jacopo Berrettini [492] | 7-6,3-6,3-6 | |
| ITF M15 Antalya | 02/09 12:40 | 25 | Jeroen Vanneste v Jacopo Berrettini | 7-6,3-6,3-6 | |
| ITF M15 Antalya | 02/06 07:00 | 28 | [396] Nuno Borges v Jacopo Berrettini [492] | 6-3,6-0 | |
| ITF M15 Antalya | 02/05 07:00 | 27 | Cezar Cretu v Jacopo Berrettini | 4-6,6-7 | |
| ITF M15 Antalya | 02/04 11:15 | 26 | [492] Jacopo Berrettini v Markus Eriksson [334] | 6-3,6-1 | |
| ITF M15 Antalya | 02/04 06:20 | 25 | [493] Timur Kiyamov v Jacopo Berrettini [492] | 3-6,6-4,5-7 | |
| ITF M15 Antalya | 01/30 07:05 | 25 | [492] Jacopo Berrettini v Diego Hidalgo [392] | 4-6,3-6 | |
| ITF M15 Antalya | 01/29 07:00 | - | Jacopo Berrettini v Maxime Hamou | View | |
| ITF M15 Monastir | 01/14 09:00 | 26 | Jacopo Berrettini v Martin Breysach | Postponed | |
| ITF M15 Monastir | 01/13 08:00 | 25 | Jacopo Berrettini v Raphael Collignon | 3-6,6-3,6-4 | |
| ITF M15 Heraklion | 11/02 11:00 | 44 | Jacopo Berrettini v Federico Arnaboldi | 6-4,5-7,7-10 |