1. Round | 24/03/2018 | Charleston Battery | - | Penn FC | 1:0 | ||||
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 | ||||
3. Round | 07/05/2018 | Penn FC | - | Ottawa Fury | 0:1 | ||||
3. Round | 27/05/2018 | Pittsburgh Riverhounds | - | Penn FC | 0:0 | ||||
4. Round | 13/06/2018 | Penn FC | - | Richmond Kickers | 2:1 | ||||
4. Round | 17/06/2018 | Louisville City FC | - | Penn FC | 3:3 | ||||
4. Round | 23/06/2018 | Tampa Bay Rowdies | - | Penn FC | 1:2 | ||||
4. Round | 01/07/2018 | Indy Eleven | - | Penn FC | 1:1 | ||||
5. Round | 14/07/2018 | Ottawa Fury | - | Penn FC | 2:1 | ||||
6. Round | 19/08/2018 | Richmond Kickers | - | Penn FC | 3:2 | ||||
7. Round | 02/09/2018 | Bethlehem Steel FC | - | Penn FC | 1:3 | ||||
7. Round | 09/09/2018 | Penn FC | - | Atlanta United II | 1:2 |