| USL | 16/06/19 | Loudoun United | - | Indy Eleven | 1:2 | ||||
| USL | 21/07/19 | Indy Eleven | - | Loudoun United | 2:0 | ||||
| USL | 07/08/21 | Loudoun United | - | Charlotte Independence | 0:0 | ||||
| USL | 04/10/21 | Charlotte Independence | - | Loudoun United | 5:1 |  |
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| USL | 27/10/21 | Charlotte Independence | - | Loudoun United | 1:0 | ||||
| USL | 03/04/22 | Pittsburgh Riverhounds | - | Loudoun United | 2:0 | |
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Jamaica