7. Round | 07/09/2019 | Hartford Athletic | - | Loudoun United | 5:1 | ||||
7. Round | 26/09/2019 | Loudoun United | - | Swope Park Rangers | 4:1 | ||||
7. Round | 29/09/2019 | Loudoun United | - | Nashville SC | 0:2 | ||||
8. Round | 05/10/2019 | Loudoun United | - | Tampa Bay Rowdies | 2:0 | ||||
8. Round | 10/10/2019 | Loudoun United | - | Saint Louis FC | 4:3 | ||||
8. Round | 13/10/2019 | Charleston Battery | - | Loudoun United | 1:2 | ||||
8. Round | 20/10/2019 | Loudoun United | - | New York RB II | 7:3 |