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 | ||||
2. Round | 29/04/2018 | North Carolina FC | - | Penn FC | 3:0 | ||||
3. Round | 07/05/2018 | Penn FC | - | Ottawa Fury | 0:1 | ||||
3. Round | 27/05/2018 | Pittsburgh Riverhounds | - | Penn FC | 0:0 | ||||
4. Round | 03/06/2018 | Nashville SC | - | Penn FC | 3:1 | ||||
4. Round | 13/06/2018 | Penn FC | - | Richmond Kickers | 2:1 | ||||
5. Round | 10/07/2018 | Penn FC | - | Richmond Kickers | 1:2 | ||||
7. Round | 12/09/2018 | Penn FC | - | Indy Eleven | 1:0 | ||||
7. Round | 19/09/2018 | Penn FC | - | Louisville City FC | 0:3 | ||||
7. Round | 23/09/2018 | Penn FC | - | FC Cincinnati | 1:2 | ||||
8. Round | 03/10/2018 | Penn FC | - | Charlotte Independence | 2:2 | ||||
8. Round | 14/10/2018 | Penn FC | - | Toronto FC 2 | 0:0 |