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 | ||||
11. Round | 28/09/2019 | Portsmouth FC | - | Bolton Wanderers | 1:0 | ||||
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 | ||||
22. Round | 21/12/2019 | Portsmouth FC | - | Ipswich Town | 1:0 | ||||
23. Round | 26/12/2019 | Portsmouth FC | - | Wycombe Wanderers | 2:0 | ||||
24. Round | 29/12/2019 | Milton Keynes Dons | - | Portsmouth FC | 3:1 | ||||
25. Round | 01/01/2020 | Gillingham FC | - | Portsmouth FC | 1:1 | ||||
34. Round | 15/02/2020 | Portsmouth FC | - | Shrewsbury Town | 2:0 |