| ITF M25 Monastir | 11/12 08:30 | - | Alexandre Aubriot v Jacopo Berrettini | 6-4,7-6 | |
| ITF M25 Monastir | 11/09 09:00 | - | [331] Jacopo Berrettini v Tiago Pereira [280] | 7-6,6-2 | |
| ITF M25 Monastir | 11/08 09:00 | - |
[238] Alejandro Moro Canas
v
Jacopo Berrettini [331] |
6-3,4-6,1-6 | |
| ITF M25 Monastir | 11/07 09:00 | - | [495] Buvaysar Gadamauri v Jacopo Berrettini [331] | 4-6,6-2,3-6 | |
| ITF M25 Monastir | 11/06 10:00 | - | [378] Maxence Beauge v Jacopo Berrettini [331] | 1-6,2-6 | |
| ITF M25 Monastir | 11/05 13:39 | - | Igor Kudriashov v Jacopo Berrettini | 3-6,6-4,0-4 | |
| Challenger Hamburg | 10/19 10:10 | 14 | Jacopo Berrettini v Jannik Opitz | 6-4,6-7,2-6 | |
| Challenger Hersonissos | 10/13 13:10 | 25 | [334] Jacopo Berrettini v Fabrizio Andaloro [313] | 4-6,3-6 | |
| ITF M25 Santa Margherita | 10/02 10:42 | - | [338] Polina Ligay v Jacopo Berrettini [392] | 6-4,6-4 | |
| ITF M25 Santa Margherita | 10/01 07:30 | - | Giorgio Tabacco v Jacopo Berrettini | 2-6,1-6 | |
| ITF M25 Santa Margherita | 09/30 09:55 | - | Iannis Miletich v Jacopo Berrettini | 3-6,1-5 | |
| ITF M25 Santa Margherita | 09/28 09:30 | - |
[397] Jacopo Berrettini v
Daniel Michalski
[295] 
|
6-1,7-5 | |
| ITF M25 Santa Margherita | 09/27 08:00 | - | [456] Oleksii Krutykh v Jacopo Berrettini [397] | 5-7,1-6 | |
| ITF M25 Santa Margherita | 09/26 08:00 | - | [397] Jacopo Berrettini v Jacopo Bilardo [500] | 4-6,6-2,6-3 | |
| ITF M25 Santa Margherita | 09/25 07:30 | - | Jacopo Berrettini v Sebastiano Cocola | 6-0,6-1 | |
| ITF M25 Santa Margherita | 09/24 08:00 | - | Jacopo Berrettini v Jacopo Borsoi | 6-2,6-4 | |
| Challenger Tulln | 09/02 11:20 | 25 | [165] Andrew Paulson v Jacopo Berrettini [371] | 6-3,6-4 | |
| Challenger Como | 08/30 09:30 | 27 | [437] Juan Bautista Torres v Jacopo Berrettini [371] | 3-6,6-2,7-6 | |
| Challenger Como | 08/27 08:00 | 26 | Jacopo Berrettini v Lorenzo Carboni | 6-4,6-4 | |
| Challenger Como | 08/26 08:00 | 25 | [371] Jacopo Berrettini v Luciano Emanuel Ambrogi [413] | 2-6,6-2,6-3 | |
| Challenger Augsburg | 08/19 12:10 | 25 | Jacopo Berrettini v Buvaysar Gadamauri | 7-6,6-7,6-7 | |
| Challenger Liberec | 07/29 13:45 | 25 | [352] Diego Dedura v Jacopo Berrettini [319] | 6-1,5-7,6-3 | |
| ITF M25 Gandia | 07/18 16:00 | - | Jacopo Berrettini v Sergi Perez Contri | 6-3,3-6,6-7 | |
| ITF M25 Gandia | 07/17 16:00 | - | Jacopo Berrettini v Alvaro Jimenez | 6-2,6-2 | |
| ITF M25 Gandia | 07/16 15:30 | - | Jacopo Berrettini v Darius Florin Pop | 4-6,6-2,6-0 | |
| Challenger Troyes | 07/05 12:10 | 28 |
[309] Jacopo Berrettini v
Calvin Hemery
[178] 
|
5-7,4-6 | |
| Challenger Troyes | 07/04 13:10 | 27 |
[328] Norbert Gombos
v
Jacopo Berrettini [309] |
3-6,6-7 | |
| Challenger Troyes | 07/02 12:50 | 26 | Jacopo Berrettini v Thomas Faurel | 4-6,6-4,6-3 | |
| Challenger Troyes | 06/30 12:35 | 25 | [309] Jacopo Berrettini v Mats Rosenkranz [366] | 7-6,7-6 | |
| Challenger Milan | 06/25 08:30 | 26 |
[173] Dino Prizmic
v
Jacopo Berrettini [330] |
6-1,6-2 |
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