| 5. Round | 21/07/2019 | Ottawa Fury | - | Swope Park Rangers | 4:0 | ||||
| 7. Round | 08/09/2019 | Memphis 901 | - | Swope Park Rangers | 4:2 | ||||
| 7. Round | 12/09/2019 | Swope Park Rangers | - | Charleston Battery | 0:0 | ||||
| 7. Round | 14/09/2019 | Swope Park Rangers | - | North Carolina FC | 1:0 | ||||
| 7. Round | 22/09/2019 | Charlotte Independence | - | Swope Park Rangers | 0:3 | ||||
| 7. Round | 26/09/2019 | Loudoun United | - | Swope Park Rangers | 4:1 | ||||
| 8. Round | 01/10/2019 | Swope Park Rangers | - | Birmingham Legion | 3:1 |  |
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| 8. Round | 06/10/2019 | Hartford Athletic | - | Swope Park Rangers | 2:2 | |
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| 8. Round | 13/10/2019 | Louisville City FC | - | Swope Park Rangers | 8:3 | ||||
| 8. Round | 17/10/2019 | Indy Eleven | - | Swope Park Rangers | 2:1 |
USA