Stadium: Court 3 Round: 27 Ground: Clay
| Challenger Biella MD | 2021/02/17 09:30 | Galloway/Lawson v Glasspool/Heliovaara | 7-6,3-6,8-10 |
| Challenger Rome MD | 2021/04/21 09:00 | Reid/Stakhovsky v Galloway/Lawson | 3-6,6-7 |
| Challenger Split MD | 2021/04/16 12:05 | Barrere/Olivetti v Galloway/Lawson | 3-6,7-5,10-8 |
| Challenger Split MD | 2021/04/15 10:55 | Galloway/Lawson v Doumbia/Reboul | 6-1,6-2 |
| Challenger Split MD | 2021/04/14 13:30 | Galloway/Lawson v Cerretani/Halys | 6-2,6-4 |
| Challenger Split MD | 2021/04/08 11:00 | Walkow/Zielinski v Galloway/Lawson | 7-5,7-6 |
| Challenger Split MD | 2021/04/07 11:20 | Cerretani/Shamasdin v Galloway/Lawson | 6-7,5-7 |
| Challenger Marbella MD | 2021/03/31 11:15 | C Baena/E Lobato v Galloway/Lawson | 7-6,6-2 |
| Challenger Cleveland MD | 2021/03/20 17:00 | King/Reese v Galloway/Lawson | 5-7,7-6,9-11 |
| Challenger Belgrade MD | 2021/04/14 13:35 | Glasspool/Heliovaara v Sitak/Vega Hernandez | 6-2,4-6,5-10 |
| ATP Marseille MD | 2021/03/14 10:45 | Glasspool/Heliovaara v Arends/Pel | 7-5,7-6 |
| ATP Marseille MD | 2021/03/13 17:10 | Glasspool/Heliovaara v Ebden/Reid | 6-2,6-3 |
| ATP Marseille MD | 2021/03/11 15:30 | Skupski/Skupski v Glasspool/Heliovaara | 6-2,4-6,8-10 |
| ATP Marseille MD | 2021/03/10 15:30 | Tsitsipas/Tsitsipas v Glasspool/Heliovaara | 5-7,1-6 |
| Challenger Gran Canaria MD | 2021/03/04 15:55 | Glasspool/Heliovaara v Couacaud/Guinard | 6-3,6-7,10-12 |
| Challenger Gran Canaria MD | 2021/03/02 13:55 | Glasspool/Heliovaara v Kavcic/Oliveira | 6-3,7-6 |
| Challenger Gran Canaria MD | 2021/02/27 17:15 | Coppejans/Martos Gornes v Glasspool/Heliovaara | 5-7,1-6 |