| 6. Round | 13/08/2023 | Miami FC | - | Indy Eleven | 0:1 | ||||
| 6. Round | 24/08/2023 | Memphis 901 | - | Indy Eleven | 0:0 | ||||
| 6. Round | 27/08/2023 | Indy Eleven | - | Loudoun United | 2:1 | ||||
| 7. Round | 03/09/2023 | Indy Eleven | - | Miami FC | 1:0 | ||||
| 7. Round | 21/09/2023 | Phoenix Rising | - | Indy Eleven | 1:1 | ||||
| 8. Round | 15/10/2023 | San Antonio FC | - | Indy Eleven | 3:3 |
USA