| USL | 18.07.19 | North Carolina FC | - | Loudoun United | 3:0 | ||||
| USL | 12.06.21 | Tampa Bay Rowdies | - | Loudoun United | 2:1 | ||||
| USL | 25.07.21 | Tampa Bay Rowdies | - | Loudoun United | 3:1 |  |
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| USL | 24.08.21 | Loudoun United | - | Tampa Bay Rowdies | 0:2 | ||||
| USL | 17.07.22 | Loudoun United | - | Tampa Bay Rowdies | 1:4 | ||||
| USL | 09.10.22 | Tampa Bay Rowdies | - | Loudoun United | 8:0 | ||||
| USL | 25.06.23 | Loudoun United | - | Tampa Bay Rowdies | 2:4 | ||||
| USL | 30.06.24 | Loudoun United | - | Tampa Bay Rowdies | 2:0 | ||||
| USL | 18.08.24 | Tampa Bay Rowdies | - | Loudoun United | 0:2 | ||||
| USL | 13.04.25 | Tampa Bay Rowdies | - | Loudoun United | 1:2 |
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