Stadium: Court 3 Round: 26 Ground: Clay
| ATP Acapulco MD | 2021/03/21 01:00 | Granollers/Zeballos v Skupski/Skupski | 6-7,4-6 |
| ATP Acapulco MD | 2021/03/20 00:00 | Ram/Salisbury v Skupski/Skupski | 4-6,6-7 |
| ATP Acapulco MD | 2021/03/19 01:15 | Skupski/Skupski v Murray/Soares | 6-3,3-6,12-10 |
| ATP Acapulco MD | 2021/03/17 04:20 | Schwartzman/Sousa v Skupski/Skupski | 4-6,6-7 |
| ATP Marseille MD | 2021/03/11 15:30 | Skupski/Skupski v Glasspool/Heliovaara | 6-2,4-6,8-10 |
| ATP Marseille MD | 2021/03/09 16:40 | Skupski/Skupski v McDonald/Nishioka | 6-3,6-3 |
| Australian Open MD | 2021/02/13 04:15 | Skupski/Skupski v Millman/Monteiro | 6-3,6-7,4-6 |
| Australian Open MD | 2021/02/11 01:25 | Skupski/Skupski v Auger Aliassime/Hurkacz | 6-3,6-2 |