Stadium: Court 1 Round: 26 Ground: Clay
| Challenger Oeiras MD | 2021/05/20 17:05 | Borges/Cabral v Arneodo/Walkow | 7-5,6-3 |
| Challenger Oeiras MD | 2021/05/18 15:20 | Elias/Falcao v Arneodo/Walkow | 1-6,3-6 |
| Challenger Bari MD | 2021/11/24 19:25 | Brancaccio/Cobolli v Sabanov/Sabanov | 7-6,2-6,8-10 |
| Challenger Napoli MD | 2021/10/14 12:55 | Bortolotti/Gornes v Brancaccio/Cobolli | 6-4,5-7,10-8 |
| Challenger Napoli MD | 2021/10/13 13:20 | Chandrasekar/Prashanth v Brancaccio/Cobolli | 3-6,4-6 |
| Challenger Murcia MD | 2021/10/01 16:00 | Barroso Campos/Carballes Baena v Brancaccio/Cobolli | 3-6,6-7 |
| Challenger Murcia MD | 2021/09/30 12:30 | Brancaccio/Cobolli v De Loore/Vanneste | 7-6,7-5 |
| Challenger Murcia MD | 2021/09/29 14:10 | Brancaccio/Cobolli v Manafov/Matuszewski | 6-4,6-4 |
| Challenger Murcia MD | 2021/09/28 10:30 | Brancaccio/Cobolli v Chandrasekar/Sureshkumar | 6-2,7-6 |