1. Round | 12/03/2023 | San Diego Loyal | - | Detroit City FC | 1:0 | ||||
1. Round | 19/03/2023 | San Diego Loyal | - | Phoenix Rising | 3:0 | ||||
1. Round | 26/03/2023 | Sacramento Republic | - | San Diego Loyal | 1:0 | ||||
2. Round | 02/04/2023 | Phoenix Rising | - | San Diego Loyal | 2:2 | ||||
2. Round | 16/04/2023 | New Mexico United | - | San Diego Loyal | 1:1 | ||||
2. Round | 23/04/2023 | San Diego Loyal | - | Tampa Bay Rowdies | 1:0 | ||||
3. Round | 07/05/2023 | Orange County SC | - | San Diego Loyal | 1:2 | ||||
3. Round | 14/05/2023 | San Diego Loyal | - | Rio Grande Valley FC | 2:3 | ||||
3. Round | 28/05/2023 | Oakland Roots | - | San Diego Loyal | 2:0 | ||||
4. Round | 04/06/2023 | San Antonio FC | - | San Diego Loyal | 3:3 | ||||
6. Round | 10/08/2023 | San Diego Loyal | - | Loudoun United | 2:1 | ||||
6. Round | 13/08/2023 | San Diego Loyal | - | Memphis 901 | 0:1 | ||||
6. Round | 20/08/2023 | San Diego Loyal | - | New Mexico United | 2:2 |