| Chelsea FC v Manchester United FC 13/11/1948 | View match | |
| Sheffield United FC v Chelsea FC 20/11/1948 | View match | |
| Chelsea FC v Aston Villa FC 27/11/1948 | View match | |
| Sunderland FC v Chelsea FC 04/12/1948 | View match | |
| Chelsea FC v Wolverhampton Wanderers FC 11/12/1948 | View match | |
| Middlesbrough FC v Chelsea FC 18/12/1948 | View match | |
| Chelsea FC v Portsmouth FC 25/12/1948 | View match | |
| Portsmouth FC v Chelsea FC 27/12/1948 | View match | |
| Chelsea FC v Birmingham City FC 01/01/1949 | View match | |
| Bristol City FC v Chelsea FC 08/01/1949 | View match | |
| Sheffield Wednesday FC v Chelsea FC 15/01/1949 | View match | |
| Everton FC v Chelsea FC 22/01/1949 | View match |