| 2. Round | 25/05/2019 | Sky Blue FC [Women] | - | Portland Thorns [Women] | 0:1 | ||||
| 3. Round | 16/06/2019 | Utah Royals FC [Women] | - | Sky Blue FC [Women] | 1:0 | ||||
| 3. Round | 23/06/2019 | Sky Blue FC [Women] | - | Orlando Pride [Women] | 1:2 | ||||
| 4. Round | 07/07/2019 | Chicago Red Stars [Women] | - | Sky Blue FC [Women] | 1:2 | ||||
| 4. Round | 13/07/2019 | Sky Blue FC [Women] | - | Utah Royals FC [Women] | 1:0 | ||||
| 4. Round | 21/07/2019 | Orlando Pride [Women] | - | Sky Blue FC [Women] | 1:0 | ||||
| 4. Round | 25/07/2019 | Sky Blue FC [Women] | - | Washington Spirit [Women] | 0:1 | ||||
| 4. Round | 29/07/2019 | Houston Dash [Women] | - | Sky Blue FC [Women] | 1:0 | ||||
| 5. Round | 04/08/2019 | Portland Thorns [Women] | - | Sky Blue FC [Women] | 1:1 | ||||
| 5. Round | 18/08/2019 | Sky Blue FC [Women] | - | Reign FC [Women] | 1:1 | ||||
| 5. Round | 25/08/2019 | Houston Dash [Women] | - | Sky Blue FC [Women] | 1:2 |  |
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| 6. Round | 07/09/2019 | Sky Blue FC [Women] | - | NC Courage [Women] | 1:2 | ||||
| 6. Round | 15/09/2019 | Sky Blue FC [Women] | - | Chicago Red Stars [Women] | 0:3 |
USA