| USL | 07/07/19 | Saint Louis FC | - | Loudoun United | 2:2 |  |
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| USL | 10/10/19 | Loudoun United | - | Saint Louis FC | 4:3 | ||||
| USL | 03/06/21 | Loudoun United | - | Pittsburgh Riverhounds | 2:3 | |
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| USL | 01/07/21 | Loudoun United | - | Pittsburgh Riverhounds | 2:1 | ||||
| USL | 18/07/21 | Pittsburgh Riverhounds | - | Loudoun United | 1:0 | |
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| USL | 12/09/21 | Pittsburgh Riverhounds | - | Loudoun United | 5:0 | |
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| USL | 03/04/22 | Pittsburgh Riverhounds | - | Loudoun United | 2:0 | ||||
| USL | 05/09/22 | Loudoun United | - | Pittsburgh Riverhounds | 1:2 | |
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| USL | 20/08/23 | Loudoun United | - | Sacramento Republic | 1:3 | ||||
| USL | 28/04/24 | Sacramento Republic | - | Loudoun United | 3:1 | |
USA
Italy