2. Round | 12/07/2020 | Indy Eleven | - | Saint Louis FC | 2:0 | ||||
2. Round | 19/07/2020 | Indy Eleven | - | Sporting Kansas City 2 | 2:1 | ||||
2. Round | 30/07/2020 | Indy Eleven | - | Hartford Athletic | 4:1 | ||||
3. Round | 02/08/2020 | Indy Eleven | - | Sporting Kansas City 2 | 0:1 | ||||
3. Round | 16/08/2020 | Indy Eleven | - | Pittsburgh Riverhounds | 1:0 | ||||
3. Round | 27/08/2020 | Louisville City FC | - | Indy Eleven | 1:0 | ||||
4. Round | 10/09/2020 | Indy Eleven | - | Sporting Kansas City 2 | 2:1 |