1. Round | 01/04/2018 | Pittsburgh Riverhounds | - | Penn FC | 0:0 | ||||
2. Round | 08/04/2018 | Atlanta United II | - | Penn FC | 1:1 | ||||
2. Round | 22/04/2018 | Penn FC | - | Charleston Battery | 1:1 | ||||
2. Round | 29/04/2018 | North Carolina FC | - | Penn FC | 3:0 | ||||
4. Round | 13/06/2018 | Penn FC | - | Richmond Kickers | 2:1 | ||||
4. Round | 17/06/2018 | Louisville City FC | - | Penn FC | 3:3 | ||||
5. Round | 07/07/2018 | Penn FC | - | Bethlehem Steel FC | 3:2 | ||||
5. Round | 14/07/2018 | Ottawa Fury | - | Penn FC | 2:1 | ||||
6. Round | 12/08/2018 | FC Cincinnati | - | Penn FC | 1:0 | ||||
6. Round | 26/08/2018 | Ottawa Fury | - | Penn FC | 0:2 | ||||
7. Round | 02/09/2018 | Bethlehem Steel FC | - | Penn FC | 1:3 | ||||
7. Round | 09/09/2018 | Penn FC | - | Atlanta United II | 1:2 | ||||
7. Round | 23/09/2018 | Penn FC | - | FC Cincinnati | 1:2 | ||||
7. Round | 26/09/2018 | Penn FC | - | Pittsburgh Riverhounds | 0:2 | ||||
8. Round | 09/10/2018 | Penn FC | - | New York RB II | 1:3 | ||||
8. Round | 14/10/2018 | Penn FC | - | Toronto FC 2 | 0:0 |