1. Round | 27/08/1938 | Arsenal FC | - | Portsmouth FC | 2:0 | ||||
4. Round | 31/08/1938 | Portsmouth FC | - | Blackpool FC | 1:0 | ||||
7. Round | 24/09/1938 | Portsmouth FC | - | Wolverhampton Wanderers | 1:0 | ||||
8. Round | 01/10/1938 | Aston Villa | - | Portsmouth FC | 2:0 | ||||
9. Round | 08/10/1938 | Portsmouth FC | - | Sunderland AFC | 2:1 | ||||
10. Round | 15/10/1938 | Preston North End | - | Portsmouth FC | 2:2 | ||||
11. Round | 22/10/1938 | Portsmouth FC | - | Charlton Athletic | 0:2 | ||||
12. Round | 29/10/1938 | Leeds United | - | Portsmouth FC | 2:2 | ||||
13. Round | 05/11/1938 | Portsmouth FC | - | Liverpool FC | 1:1 | ||||
14. Round | 12/11/1938 | Leicester City | - | Portsmouth FC | 5:0 | ||||
15. Round | 19/11/1938 | Portsmouth FC | - | Middlesbrough FC | 1:1 | ||||
16. Round | 26/11/1938 | Birmingham FC | - | Portsmouth FC | 2:0 | ||||
17. Round | 03/12/1938 | Portsmouth FC | - | Manchester United | 0:0 |