1. Round | 21/08/1948 | Chelsea FC | - | Middlesbrough FC | 1:0 | ||||
2. Round | 25/08/1948 | Newcastle United | - | Chelsea FC | 2:2 | ||||
3. Round | 28/08/1948 | Birmingham City | - | Chelsea FC | 1:0 | ||||
4. Round | 01/09/1948 | Chelsea FC | - | Newcastle United | 2:3 | ||||
5. Round | 04/09/1948 | Chelsea FC | - | Bolton Wanderers | 2:2 | ||||
12. Round | 09/10/1948 | Liverpool FC | - | Chelsea FC | 1:1 | ||||
13. Round | 16/10/1948 | Chelsea FC | - | Blackpool FC | 3:3 | ||||
14. Round | 23/10/1948 | Derby County | - | Chelsea FC | 2:1 | ||||
15. Round | 30/10/1948 | Chelsea FC | - | Arsenal FC | 0:1 | ||||
16. Round | 06/11/1948 | Huddersfield Town | - | Chelsea FC | 3:4 | ||||
17. Round | 13/11/1948 | Chelsea FC | - | Manchester United | 1:1 | ||||
18. Round | 20/11/1948 | Sheffield United | - | Chelsea FC | 2:1 | ||||
19. Round | 27/11/1948 | Chelsea FC | - | Aston Villa | 2:1 | ||||
20. Round | 04/12/1948 | Sunderland AFC | - | Chelsea FC | 3:0 | ||||
21. Round | 11/12/1948 | Chelsea FC | - | Wolverhampton Wanderers | 4:1 | ||||
22. Round | 18/12/1948 | Middlesbrough FC | - | Chelsea FC | 1:1 | ||||
23. Round | 25/12/1948 | Chelsea FC | - | Portsmouth FC | 1:2 |