Glavni žreb
4. jun 2021.
| Alexander Zverev - Laslo Đere | 6:2, 7:5, 6:2 |
| Serena Williams - Danielle Collins | 6:4, 6:4 |
| Elena Rybakina - Elena Vesnina | 6:1, 6:4 |
| Kei Nishikori - Henri Laaksonen | 7:5 Laaksonen predaje |
| Victoria Azarenka - Madison Keys | 6:2, 6:2 |
| Casper Ruud - Alejandro Davidovich Fokina | 6:7, 6:2, 6:7, 6:0, 5:7 |
| Fabio Fognini - Federico Delbonis | 4:6, 1:6, 3:6 |
| Anastasia Pavlyuchenkova - Aryna Sabalenka | 6:4, 2:6, 6:0 |
| Stefanos Tsitsipas - John Isner | 5:7, 6:3, 7 (7):6 (3), 6:1 |
| Tamara Zidansek - Katerina Siniakova | 0:6, 7 (7):6 (5), 6:2 |
| Sorana Cirstea - Daria Kasatkina | 6:3, 6:2 |
| Marcos Giron - Cristian Garin | 1:6, 7:5, 2:6, 2:6 |
| Polona Hercog - Marketa Vondrousova | 3:6, 3:6 |
| Reilly Opelka - Daniil Medvedev | 4:6, 2:6, 4:6 |
| Paula Badosa - Ana Bogdan | 2:6, 7 (7):6 (4), 6:4 |
