Stadium: Court 1 Round: 26 Ground: Clay
| Challenger Biella MD | 2021/02/20 14:45 | Nys H / Puetz T v Glasspool/Heliovaara | 7-6,6-3 |
| Challenger Biella MD | 2021/02/19 15:50 | Lammons/Withrow v Glasspool/Heliovaara | 6-7,6-7 |
| Challenger Biella MD | 2021/02/18 17:30 | Glasspool/Heliovaara v Davidovich Fokina/Zapata Miralles | 6-3,6-4 |
| Challenger Biella MD | 2021/02/17 09:30 | Galloway R / Lawson A v Glasspool/Heliovaara | 7-6,3-6,8-10 |
| Challenger Biella MD | 2021/02/09 13:30 | Sabanov/Sabanov v Glasspool/Heliovaara | 6-3,3-6,10-7 |
| Challenger Istanbul MD | 2021/01/23 12:10 | Glasspool/Heliovaara v Goransson/Pel | 6-4,3-6,8-10 |
| Challenger Istanbul MD | 2021/01/22 14:45 | Erlich J / Vasilevski A v Glasspool/Heliovaara | 6-7,3-6 |
| Challenger Istanbul MD | 2021/01/21 11:00 | Glasspool/Heliovaara v Kolar/Walkow | 6-4,6-3 |