| 5. Round | 02/07/2023 | Phoenix Rising | - | Memphis 901 | 6:0 | ||||
| 5. Round | 08/07/2023 | Memphis 901 | - | San Antonio FC | 0:4 | ||||
| 5. Round | 16/07/2023 | Sacramento Republic | - | Memphis 901 | 1:1 | ||||
| 5. Round | 23/07/2023 | Memphis 901 | - | Orange County SC | 3:4 |  |
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| 5. Round | 30/07/2023 | Pittsburgh Riverhounds | - | Memphis 901 | 4:2 | ||||
| 6. Round | 02/08/2023 | Loudoun United | - | Memphis 901 | 0:0 | ||||
| 6. Round | 13/08/2023 | San Diego Loyal | - | Memphis 901 | 0:1 | ||||
| 6. Round | 24/08/2023 | Memphis 901 | - | Indy Eleven | 0:0 | ||||
| 6. Round | 27/08/2023 | Charleston Battery | - | Memphis 901 | 1:0 | ||||
| 7. Round | 03/09/2023 | Detroit City FC | - | Memphis 901 | 1:1 | ||||
| 7. Round | 07/09/2023 | Memphis 901 | - | Tampa Bay Rowdies | 3:2 | ||||
| 7. Round | 10/09/2023 | Memphis 901 | - | Monterey Bay FC | 0:1 | ||||
| 7. Round | 21/09/2023 | Birmingham Legion | - | Memphis 901 | 1:1 | ||||
| 7. Round | 24/09/2023 | Tampa Bay Rowdies | - | Memphis 901 | 2:4 | ||||
| 7. Round | 01/10/2023 | Memphis 901 | - | Birmingham Legion | 1:2 | ||||
| 8. Round | 14/10/2023 | New Mexico United | - | Memphis 901 | 4:1 | |
Trinidad & Tobago