1. Round | 09/03/2019 | New York RB II | - | Swope Park Rangers | 3:1 | ||||
2. Round | 16/04/2019 | Swope Park Rangers | - | Indy Eleven | 1:3 | ||||
2. Round | 20/04/2019 | Birmingham Legion | - | Swope Park Rangers | 0:0 | ||||
3. Round | 23/05/2019 | Swope Park Rangers | - | Memphis 901 | 2:2 | ||||
4. Round | 15/06/2019 | North Carolina FC | - | Swope Park Rangers | 2:0 | ||||
5. Round | 07/07/2019 | Swope Park Rangers | - | Tampa Bay Rowdies | 1:3 | ||||
7. Round | 12/09/2019 | Swope Park Rangers | - | Charleston Battery | 0:0 | ||||
8. Round | 01/10/2019 | Swope Park Rangers | - | Birmingham Legion | 3:1 | ||||
8. Round | 17/10/2019 | Indy Eleven | - | Swope Park Rangers | 2:1 |