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 | 24/04/2018 | Penn FC | - | Nashville SC | 0:0 | ||||
2. Round | 29/04/2018 | North Carolina FC | - | Penn FC | 3:0 | ||||
3. Round | 05/05/2018 | Penn FC | - | Tampa Bay Rowdies | 3:0 |