1. Round | 03/08/2019 | Shrewsbury Town | - | Portsmouth FC | 1:0 | ||||
2. Round | 10/08/2019 | Portsmouth FC | - | Tranmere Rovers | 2:0 | ||||
3. Round | 17/08/2019 | Sunderland AFC | - | Portsmouth FC | 2:1 | ||||
4. Round | 20/08/2019 | Portsmouth FC | - | Coventry City | 3:3 | ||||
12. Round | 05/10/2019 | Doncaster Rovers | - | Portsmouth FC | 1:2 | ||||
13. Round | 12/10/2019 | Portsmouth FC | - | Gillingham FC | 0:0 | ||||
14. Round | 19/10/2019 | AFC Wimbledon | - | Portsmouth FC | 1:0 | ||||
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 | ||||
19. Round | 23/11/2019 | Rochdale AFC | - | Portsmouth FC | 0:3 | ||||
5. Round | 26/11/2019 | Portsmouth FC | - | Rotherham United | 3:2 | ||||
20. Round | 07/12/2019 | Portsmouth FC | - | Peterborough United | 2:2 | ||||
29. Round | 25/02/2020 | Portsmouth FC | - | Milton Keynes Dons | 3:1 | ||||
36. Round | 28/02/2020 | Portsmouth FC | - | Rochdale AFC | 3:0 |