Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 10.08.2019 |  | Matchday 6 | Loudoun United - Charlotte Independence | - | 3:3 | 5.015 |
| 15.08.2019 | | Matchday 6 | Loudoun United - Charleston Battery | - | 1:2 | 1.012 |
| 18.08.2019 | | Matchday 6 | Loudoun United - Ottawa Fury | - | 1:3 | 1.672 |
| 29.08.2019 | | Matchday 6 | Loudoun United - Legion FC | - | 1:1 | 1.007 |
| 01.09.2019 | | Matchday 7 | Loudoun United - N. Carolina | - | 4:0 | 1.551 |
| 14.09.2019 | | Matchday 7 | Loudoun United - Memphis 901 | - | 1:2 | 1.209 |
| 26.09.2019 | | Matchday 7 | Loudoun United - Kansas City 2 | - | 4:1 | 563 |
| 29.09.2019 | | Matchday 7 | Loudoun United - Nashville SC | - NSC | 0:2 | 2.012 |
| 02.10.2019 | | Matchday 8 | Loudoun United - Pittsburgh Riverhounds | - | 1:2 | 617 |
| 05.10.2019 | | Matchday 8 | Loudoun United - Tampa Bay | - | 2:0 | 1.738 |
| 10.10.2019 | | Matchday 8 | Loudoun United - Saint Louis FC | - | 4:3 | 631 |
| 20.10.2019 | | Matchday 8 | Loudoun United - New York RB II | - | 7:3 | 3.014 |