| 1. Round | 17/05/2021 | Portland Thorns [Women] | - | Chicago Red Stars [Women] | 5:0 | ||||
| 1. Round | 23/05/2021 | Chicago Red Stars [Women] | - | NJ/NY Gotham FC [Women] | 0:0 | ||||
| 1. Round | 27/05/2021 | Kansas City NWSL [Women] | - | Chicago Red Stars [Women] | 0:2 |  |
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| 1. Round | 30/05/2021 | Houston Dash [Women] | - | Chicago Red Stars [Women] | 2:1 | ||||
| 2. Round | 05/06/2021 | Chicago Red Stars [Women] | - | NC Courage [Women] | 1:0 | ||||
| 2. Round | 20/06/2021 | Chicago Red Stars [Women] | - | Washington Spirit [Women] | 1:1 | ||||
| 2. Round | 23/06/2021 | OL Reign [Women] | - | Chicago Red Stars [Women] | 2:0 | ||||
| 2. Round | 26/06/2021 | Chicago Red Stars [Women] | - | Racing Louisville [Women] | 0:3 |
USA