1. Round | 10/03/2024 | San Antonio FC | - | Loudoun United | 2:2 | ||||
1. Round | 16/03/2024 | Loudoun United | - | North Carolina FC | 3:1 | ||||
1. Round | 23/03/2024 | Detroit City FC | - | Loudoun United | 2:1 | ||||
2. Round | 20/04/2024 | Loudoun United | - | Louisville City FC | 0:1 | ||||
2. Round | 28/04/2024 | Sacramento Republic | - | Loudoun United | 3:1 | ||||
3. Round | 05/05/2024 | Loudoun United | - | Detroit City FC | 0:0 | ||||
3. Round | 11/05/2024 | Loudoun United | - | El Paso Locomotive | 0:2 |