2. Round | 11/08/2018 | Blackpool FC | - | Portsmouth FC | 1:2 | ||||
3. Round | 18/08/2018 | Portsmouth FC | - | Oxford United | 4:1 | ||||
7. Round | 08/09/2018 | Portsmouth FC | - | Shrewsbury Town | 1:1 | ||||
10. Round | 29/09/2018 | Rochdale AFC | - | Portsmouth FC | 1:3 | ||||
12. Round | 06/10/2018 | Portsmouth FC | - | Gillingham FC | 0:2 | ||||
17. Round | 03/11/2018 | Bradford City | - | Portsmouth FC | 0:1 | ||||
19. Round | 24/11/2018 | Scunthorpe United | - | Portsmouth FC | 1:2 | ||||
20. Round | 27/11/2018 | Portsmouth FC | - | Walsall FC | 2:0 | ||||
24. Round | 26/12/2018 | Gillingham FC | - | Portsmouth FC | 2:0 | ||||
28. Round | 12/01/2019 | Portsmouth FC | - | Blackpool FC | 0:1 | ||||
29. Round | 19/01/2019 | Oxford United | - | Portsmouth FC | 2:1 |