Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Meitar | 2021/11/02 09:40 | Jacopo Berrettini v Orel Kimhi | 7-6,6-2 |
| ITF M25 Portimao | 2021/10/27 09:00 | Jacopo Berrettini v Luis Faria | 6-4,3-6,4-6 |
| Challenger Napoli | 2021/10/11 12:20 | Jacopo Berrettini v Manuel Guinard | 5-7,7-6,4-6 |
| Challenger Napoli | 2021/10/05 13:05 | Jacopo Berrettini v Andrea Pellegrino | 2-6,4-6 |
| Challenger Lisabon | 2021/09/28 10:45 | Cedrik-Marcel Stebe v Jacopo Berrettini | 6-0,6-1 |
| Challenger Lisabon | 2021/09/27 09:00 | Jacopo Berrettini v Sebastian Fanselow | 6-4,5-7,2-6 |
| Challenger Lisabon | 2021/09/26 09:00 | Alessandro Bega v Jacopo Berrettini | 2-6,4-6 |
| Challenger Braga | 2021/09/19 11:00 | Kaichi Uchida v Jacopo Berrettini | 4-6,6-4,7-6 |
| ITF M25 Meitar | 2021/11/02 10:20 | Daniel Cukierman v Ofek Amoyal | 6-2,6-1 |
| ITF M25 Johannesburg | 2021/09/23 07:00 | Daniel Cukierman v Mateus Alves | 2-6,7-5,6-7 |
| ITF M25 Johannesburg | 2021/09/22 08:30 | Daniel Cukierman v Neil Oberleitner | 6-2,6-3 |
| ITF M25 Johannesburg | 2021/09/14 08:00 | Daniel Cukierman v Timur Kiyamov | 6-7,6-3,6-7 |
| ITF M25 Frankfurt nad Mohanem | 2021/08/13 11:45 | Eduard Esteve Lobato v Daniel Cukierman | 6-3,6-2 |
| ITF M25 Frankfurt nad Mohanem | 2021/08/12 09:00 | Daniel Cukierman v Pedro Sakamoto | 6-3,1-6,6-1 |
| ITF M25 Frankfurt nad Mohanem | 2021/08/11 14:00 | Yannick Mertens v Daniel Cukierman | 3-6,3-6 |
| ITF M25 Frankfurt nad Mohanem | 2021/08/10 08:20 | Daniel Cukierman v Karlo Cubelic | 2-6,6-4,10-2 |