2. Round | 16/05/2019 | Des Moines Menace | - | Saint Louis FC | 1:3 pso | ||||
3. Round | 30/05/2019 | Saint Louis FC | - | Forward Madison FC | 3:1 | ||||
4. Round | 12/06/2019 | Saint Louis FC | - | Chicago Fire | 2:1 | ||||
Round of 16 | 20/06/2019 | Saint Louis FC | - | FC Cincinnati | 1:0 | ||||
Quarter-finals | 11/07/2019 | Atlanta United FC | - | Saint Louis FC | 2:0 |