Stadium: Court 7 Round: 26 Ground: Clay
| Challenger Braunschweig - MD | 2021/07/09 10:00 | Sabanov/Sabanov v Sijsling/Smits | 6-1,6-2 |
| Challenger Braunschweig - MD | 2021/07/08 10:00 | Hidalgo/Gornes v Sijsling/Smits | 6-4,3-6,8-10 |
| Challenger Braunschweig - MD | 2021/07/06 17:10 | Gabashvili/Kadhe v Sijsling/Smits | 4-6,5-7 |
| Challenger Forli - MD | 2021/06/15 14:20 | Lenz/Moraing v Sijsling/Smits | 4-6,7-6,10-1 |
| Challenger St. Petersburg - MD | 2021/03/11 11:00 | Sijsling/Smits v Kravchuk/Yevseyev | 2-6,4-6 |
| Challenger St. Petersburg - MD | 2021/03/10 10:00 | Gabashvili/Nedovyesov v Sijsling/Smits | 1-6,6-3,4-10 |
| Challenger Cherbourg - MD | 2021/02/11 14:45 | Sijsling/Smits v Klein/Molcan | 6-7,6-7 |
| Challenger Cherbourg - MD | 2021/02/09 14:45 | Drzewiecki/Jebavy v Sijsling/Smits | 6-1,6-7,7-10 |