1. Round | 09/03/2019 | New York RB II | - | Swope Park Rangers | 3:1 | ||||
2. Round | 14/04/2019 | Charlotte Independence | - | New York RB II | 1:2 | ||||
3. Round | 02/05/2019 | New York RB II | - | Birmingham Legion | 5:0 | ||||
3. Round | 25/05/2019 | New York RB II | - | North Carolina FC | 1:2 | ||||
4. Round | 23/06/2019 | Pittsburgh Riverhounds | - | New York RB II | 3:0 | ||||
5. Round | 06/07/2019 | New York RB II | - | Ottawa Fury | 1:1 | ||||
5. Round | 11/07/2019 | Bethlehem Steel FC | - | New York RB II | 3:4 | ||||
6. Round | 03/08/2019 | New York RB II | - | Saint Louis FC | 2:0 | ||||
6. Round | 25/08/2019 | Swope Park Rangers | - | New York RB II | 1:5 | ||||
8. Round | 06/10/2019 | North Carolina FC | - | New York RB II | 2:0 |