| USL | 24.08.19 | Pittsburgh Riverhounds | - | Loudoun United | 1:0 |  |
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| USL | 02.10.19 | Loudoun United | - | Pittsburgh Riverhounds | 1:2 | ||||
| USL | 20.08.20 | Loudoun United | - | Pittsburgh Riverhounds | 0:2 | |
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| USL | 02.09.20 | Pittsburgh Riverhounds | - | Loudoun United | 3:0 | ||||
| USL | 20.09.20 | Loudoun United | - | Pittsburgh Riverhounds | 0:1 | ||||
| USL | 24.08.21 | Loudoun United | - | Tampa Bay Rowdies | 0:2 | ||||
| USL | 24.10.21 | Loudoun United | - | Tampa Bay Rowdies | 0:1 | |
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| USL | 17.07.22 | Loudoun United | - | Tampa Bay Rowdies | 1:4 | |
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| USL | 09.10.22 | Tampa Bay Rowdies | - | Loudoun United | 8:0 |
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