1. Round | 09/03/2019 | Saint Louis FC | - | Indy Eleven | 2:1 | ||||
1. Round | 17/03/2019 | Nashville SC | - | Saint Louis FC | 0:1 | ||||
1. Round | 23/03/2019 | Saint Louis FC | - | Tampa Bay Rowdies | 1:1 | ||||
1. Round | 30/03/2019 | Saint Louis FC | - | Charlotte Independence | 1:0 | ||||
2. Round | 07/04/2019 | Atlanta United II | - | Saint Louis FC | 0:2 | ||||
2. Round | 14/04/2019 | Saint Louis FC | - | Birmingham Legion | 2:3 | ||||
2. Round | 21/04/2019 | Pittsburgh Riverhounds | - | Saint Louis FC | 0:0 | ||||
2. Round | 28/04/2019 | Saint Louis FC | - | Swope Park Rangers | 3:1 | ||||
3. Round | 12/05/2019 | Charleston Battery | - | Saint Louis FC | 0:0 | ||||
3. Round | 19/05/2019 | Louisville City FC | - | Saint Louis FC | 0:0 | ||||
4. Round | 09/06/2019 | Hartford Athletic | - | Saint Louis FC | 2:1 | ||||
4. Round | 16/06/2019 | Bethlehem Steel FC | - | Saint Louis FC | 3:1 | ||||
4. Round | 23/06/2019 | Saint Louis FC | - | North Carolina FC | 2:2 | ||||
4. Round | 30/06/2019 | Swope Park Rangers | - | Saint Louis FC | 2:1 | ||||
5. Round | 07/07/2019 | Saint Louis FC | - | Loudoun United | 2:2 | ||||
8. Round | 20/10/2019 | North Carolina FC | - | Saint Louis FC | 1:0 |