1. Round | 10/03/2024 | Oakland Roots | - | Indy Eleven | 2:1 | ||||
2. Round | 07/04/2024 | Oakland Roots | - | Monterey Bay FC | 0:1 | ||||
2. Round | 14/04/2024 | El Paso Locomotive | - | Oakland Roots | 2:3 | ||||
2. Round | 20/04/2024 | Detroit City FC | - | Oakland Roots | 3:1 | ||||
2. Round | 28/04/2024 | Oakland Roots | - | Colorado Springs Switchbacks | 0:2 | ||||
3. Round | 12/05/2024 | New Mexico United | - | Oakland Roots | 2:1 | ||||
3. Round | 19/05/2024 | Oakland Roots | - | Orange County SC | 2:1 |