1. Round | 30/03/2019 | Indy Eleven | - | Hartford Athletic | 1:0 | ||||
2. Round | 16/04/2019 | Swope Park Rangers | - | Indy Eleven | 1:3 | ||||
2. Round | 20/04/2019 | Bethlehem Steel FC | - | Indy Eleven | 0:3 | ||||
2. Round | 28/04/2019 | New York RB II | - | Indy Eleven | 2:1 | ||||
3. Round | 02/05/2019 | Indy Eleven | - | Tampa Bay Rowdies | 0:0 | ||||
3. Round | 05/05/2019 | Indy Eleven | - | North Carolina FC | 0:0 |