Stadium: Centre Court Round: 29 Ground: Clay
| Challenger Milan MD | 2021/06/25 16:25 | Brown/Weissborn v Walkow/Zielinski | 7-5,6-4 |
| Challenger Milan MD | 2021/06/24 17:05 | Brown/Weissborn v Cachin/Ugo Carabelli | 6-4,6-2 |
| Challenger Milan MD | 2021/06/22 16:55 | Martinez/Matos v Brown/Weissborn | 6-4,4-6,8-10 |
| Challenger Oeiras MD | 2021/05/26 14:50 | Brown/Weissborn v De Jong/Van Rijthoven | 6-4,1-6,10-12 |
| Challenger Oeiras MD | 2021/05/25 15:35 | Brown/Weissborn v Galdos/Zeballos | 6-4,6-1 |
| Challenger Milan MD | 2021/06/25 12:00 | Doumbia/Reboul v Kopriva/Lehecka | 5-7,3-6 |
| Challenger Milan MD | 2021/06/24 15:00 | Romboli/Schnur v Kopriva/Lehecka | 3-6,7-6,14-16 |
| Challenger Milan MD | 2021/06/23 11:00 | Kopriva/Lehecka v Galloway/Lawson | 6-4,6-3 |
| Challenger Prostejov MD | 2021/06/16 13:35 | Kopriva/Lehecka v Jebavy/Kolar | 4-6,6-3,13-15 |
| Challenger Prostejov MD | 2021/06/15 14:45 | Mensik/Siniakov v Kopriva/Lehecka | 2-6,3-6 |