Stadium: Estadio CIF Round: 19 Ground: Clay
| Challenger Lisboa | 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 Madrid | 2021/09/15 08:55 | Jacopo Berrettini v Carlos Lopez Montagud | 4-6,6-4,2-6 |
| Challenger Kyiv | 2021/09/05 12:40 | Clement Tabur v Jacopo Berrettini | 6-2,6-1 |
| ITF M25 Sierre | 2021/09/03 14:55 | Patrick Kypson v Jacopo Berrettini | 7-6,6-7,7-5 |
| ITF M25 Sierre | 2021/09/02 12:40 | Emiliano Maggioli v Jacopo Berrettini | 6-7,6-2,2-6 |
| ITF M25 Sierre | 2021/08/31 10:40 | Christian Kuehne v Jacopo Berrettini | 3-6,0-6 |
| Challenger Barletta | 2021/08/23 18:00 | Andrej Martin v Jacopo Berrettini | 4-6,6-2,6-1 |
| Challenger Lisboa | 2021/09/26 09:00 | Marco Bortolotti v Sebastian Fanselow | 2-6,2-6 |
| Challenger Braga | 2021/09/20 09:00 | Nikolas Sanchez Izquierdo v Sebastian Fanselow | 6-4,1-6,6-3 |
| Challenger Braga | 2021/09/19 10:25 | Jaime Faria v Sebastian Fanselow | 0-6,2-6 |
| ITF M25 Sintra | 2021/09/15 15:35 | Adria Soriano Barrera v Sebastian Fanselow | 6-4,6-4 |
| ITF M25 Sintra | 2021/09/08 10:40 | Luca Potenza v Sebastian Fanselow | 6-4,6-4 |
| ITF M25 Bagneres-De-Bigorre | 2021/09/01 07:30 | Millen Hurrion v Sebastian Fanselow | 2-6,7-5,7-6 |
| Challenger Poznan | 2021/07/25 10:30 | Sebastian Fanselow v Lucas Gerch | 2-6,5-7 |
| ITF M25 Bourg-en-Bresse | 2021/06/29 13:00 | Viktor Durasovic v Sebastian Fanselow | 1-6,7-6,6-2 |