| Chelsea FC v Bolton Wanderers FC 04/09/1948 | View match | |
| Charlton Athletic FC v Chelsea FC 08/09/1948 | £35.00 | |
| Chelsea FC v Everton FC 11/09/1948 | View match | |
| Chelsea FC v Charlton Athletic FC 16/09/1948 | View match | |
| Preston North End FC v Chelsea FC 18/09/1948 | View match | |
| Chelsea FC v Burnley FC 25/09/1948 | £12.50 | |
| Stoke City FC v Chelsea FC 02/10/1948 | View match | |
| Liverpool FC v Chelsea FC 09/10/1948 | View match | |
| Chelsea FC v Blackpool FC 16/10/1948 | View match | |
| Derby County FC v Chelsea FC 23/10/1948 | View match | |
| Chelsea FC v Arsenal FC 30/10/1948 | View match | |
| Huddersfield Town FC v Chelsea FC 06/11/1948 | View match |