1. Round | 03/08/2019 | Shrewsbury Town | - | Portsmouth FC | 1:0 | ||||
3. Round | 17/08/2019 | Sunderland AFC | - | Portsmouth FC | 2:1 | ||||
4. Round | 20/08/2019 | Portsmouth FC | - | Coventry City | 3:3 | ||||
6. Round | 31/08/2019 | Blackpool FC | - | Portsmouth FC | 1:1 | ||||
9. Round | 17/09/2019 | Portsmouth FC | - | Burton Albion | 2:2 | ||||
15. Round | 22/10/2019 | Portsmouth FC | - | Lincoln City | 1:0 | ||||
16. Round | 26/10/2019 | Bristol Rovers | - | Portsmouth FC | 2:2 | ||||
17. Round | 02/11/2019 | Portsmouth FC | - | Oxford United | 1:1 | ||||
7. Round | 05/11/2019 | Portsmouth FC | - | Southend United | 4:1 | ||||
20. Round | 07/12/2019 | Portsmouth FC | - | Peterborough United | 2:2 | ||||
21. Round | 14/12/2019 | Accrington Stanley | - | Portsmouth FC | 4:1 | ||||
22. Round | 21/12/2019 | Portsmouth FC | - | Ipswich Town | 1:0 | ||||
34. Round | 15/02/2020 | Portsmouth FC | - | Shrewsbury Town | 2:0 | ||||
35. Round | 22/02/2020 | Fleetwood Town | - | Portsmouth FC | 1:0 | ||||
29. Round | 25/02/2020 | Portsmouth FC | - | Milton Keynes Dons | 3:1 | ||||
37. Round | 07/03/2020 | Peterborough United | - | Portsmouth FC | 2:0 | ||||
18. Round | 10/03/2020 | Portsmouth FC | - | Fleetwood Town | 2:2 |