| Challenger Bergamo MD | 02/20 17:05 | 26 | Berrettini/Cipolla v Arneodo/Weissborn | 2-6,2-6 | |
| Challenger Portoroz MD | 08/10 20:05 | 28 | P-Castillo/Vasilevski v Berrettini/Cipolla | 6-3,6-4 | |
| Challenger Portoroz MD | 08/09 17:00 | 27 | Berrettini/Cipolla v Menendez-Maceiras/Stakhovsky | 6-3,2-6,10-5 | |
| Challenger Segovia MD | 08/01 15:10 | 26 | Gerasimov/Ivashka v Berrettini/Cipolla | 6-3,4-6,10-6 | |
| Challenger Perugia MD | 07/13 15:00 | 27 | Berrettini/Cipolla v Escobar/Vervoort | 6-7,5-7 |