| ITF M15 Dubrovnik | 04/18 09:00 | 26 | Jacopo Berrettini v Valerio Perruzza | Walkover | |
| ITF M15 Dubrovnik | 04/16 08:00 | 25 | Michael Vrbensky v Jacopo Berrettini | 4-6,1-6 | |
| Challenger Barletta | 04/06 11:00 | 28 | [129] Harold Mayot v Jacopo Berrettini [453] | 6-3,7-6 | |
| Challenger Barletta | 04/05 11:00 | 27 | [453] Jacopo Berrettini v Filip Cristian Jianu [293] | 4-6,6-4,6-4 | |
| Challenger Barletta | 04/03 08:00 | 26 | [167] Benjamin Bonzi v Jacopo Berrettini [453] | 6-3,3-6,4-6 | |
| Challenger Barletta | 04/01 15:30 | 25 | [453] Jacopo Berrettini v Chun Hsin Tseng [250] | 7-6,7-5 | |
| Challenger Naples | 03/24 10:05 | 14 | [444] Jacopo Berrettini v Samuel Vincent Ruggeri [290] | 3-6,6-7 | |
| ITF M15 Rovinj | 03/16 09:00 | 28 | [421] Matej Dodig v Jacopo Berrettini [453] | 6-2,7-5 | |
| ITF M15 Rovinj | 03/15 09:00 | 27 | [453] Jacopo Berrettini v Sandro Kopp [413] | 6-3,6-3 | |
| ITF M15 Rovinj | 03/14 09:00 | 26 | Luka Pavlovic v Jacopo Berrettini | 4-6,2-6 | |
| ITF M15 Rovinj | 03/13 10:45 | 25 | Jacopo Berrettini v Alen Bill | 6-3,6-2 | |
| ITF M25 Faro | 02/27 14:05 | 25 | [365] Altug Celikbilek v Jacopo Berrettini [482] | 6-0,6-3 | |
| ITF M25 Vila Real de Santo Antonio | 02/21 10:25 | 25 | Jacopo Berrettini v Julio Cesar Porras | 1-6,2-6 | |
| Challenger Glasgow | 02/11 10:00 | 14 | Leonardo Rossi v Jacopo Berrettini | 7-6,7-6 | |
| ITF M15 Monastir | 02/07 12:40 | 25 | Evgeny Tyurnev v Jacopo Berrettini | 6-2,7-5 | |
| ITF M15 Monastir | 02/01 08:30 | 26 | Jacopo Berrettini v Denis Petak | 6-7,4-6 | |
| ITF M15 Monastir | 01/31 08:30 | 25 | Jacopo Berrettini v Luca Potenza | 7-6,4-6,6-1 | |
| Challenger Braga | 09/24 11:45 | 14 | [256] Oleksii Krutykh v Jacopo Berrettini [456] | 6-4,6-4 | |
| Challenger Bad Waltersdorf | 09/17 12:50 | 14 | [165] Neil Oberleitner v Jacopo Berrettini [456] | 6-1,7-6 | |
| Challenger Rome | 04/23 10:15 | 14 | [442] Jacopo Berrettini v Sumit Nagal [366] | 4-6,1-6 | |
| Challenger Roseto | 04/19 11:15 | 25 | [442] Jacopo Berrettini v Sumit Nagal [366] | 3-6,0-6 | |
| Challenger Roseto | 04/18 12:00 | 19 | [305] Max Houkes v Jacopo Berrettini [442] | 4-6,1-6 | |
| Challenger Roseto | 04/16 08:00 | 14 | Andrea Del Federico v Jacopo Berrettini | 3-6,0-6 | |
| Challenger Barletta | 04/06 10:20 | 26 | [460] Jacopo Berrettini v Santiago Rodriguez Taverna [254] | 2-6,2-6 | |
| Challenger Barletta | 04/05 08:00 | 25 | [242] Dane Sweeny v Jacopo Berrettini [460] | 1-6,6-7 | |
| Challenger Barletta | 04/03 09:50 | 19 | [312] Salvatore Caruso v Jacopo Berrettini [460] | 6-4,4-6,4-6 | |
| Challenger Barletta | 04/02 11:20 | 14 | [464] Jacopo Berrettini v Filip Peliwo [363] | 6-4,6-0 | |
| Challenger Sanremo | 03/26 10:45 | 14 | [225] Kimmer Coppejans v Jacopo Berrettini [464] | 6-3,6-2 | |
| ITF M25 Portimao | 03/15 14:40 | 25 | Jacopo Berrettini v Adria Soriano Barrera | 3-6,7-6,5-7 | |
| Challenger Puerto Vallarta | 03/08 03:30 | 25 | [475] Jacopo Berrettini v Elmar Ejupovic [293] | 4-6,6-7 |