| USL | 20.04.19 | New York RB II | - | Loudoun United | 1:3 | ||||
| USL | 20.10.19 | Loudoun United | - | New York RB II | 7:3 | ||||
| USL | 03.05.21 | Miami FC | - | Loudoun United | 2:1 |  |
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| USL | 11.07.21 | Loudoun United | - | Miami FC | 1:4 | ||||
| USL | 26.09.21 | Miami FC | - | Loudoun United | 6:1 | ||||
| USL | 10.10.21 | Loudoun United | - | Miami FC | 3:2 |
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