| Sheffield Wednesday FC v Chelsea FC 15/01/1949 | View match | |
| Everton FC v Chelsea FC 22/01/1949 | View match | |
| Chelsea FC v Everton FC 29/01/1949 | View match | |
| Chelsea FC v Preston North End FC 05/02/1949 | View match | |
| West Bromwich Albion FC v Chelsea FC 12/02/1949 | View match | |
| Burnley FC v Chelsea FC 19/02/1949 | View match | |
| Chelsea FC v Stoke City FC 26/02/1949 | View match | |
| Chelsea FC v Liverpool FC 05/03/1949 | £16.99 | |
| Blackpool FC v Chelsea FC 12/03/1949 | View match | |
| Chelsea FC v Sheffield United FC 19/03/1949 | View match | |
| Aston Villa FC v Chelsea FC 26/03/1949 | View match | |
| Chelsea FC v Huddersfield Town FC 02/04/1949 | View match |