| USL | 03/05/21 | Miami FC | - | Loudoun United | 2:1 | ||||
| USL | 11/07/21 | Loudoun United | - | Miami FC | 1:4 |  |
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| USL | 26/09/21 | Miami FC | - | Loudoun United | 6:1 | |
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| USL | 10/10/21 | Loudoun United | - | Miami FC | 3:2 | ||||
| USL | 22/09/22 | Loudoun United | - | Hartford Athletic | 3:0 | ||||
| USL | 01/10/23 | Tampa Bay Rowdies | - | Loudoun United | 1:0 |
Cuba