| Chelsea FC v Liverpool FC 31/10/1953 | £23.50 | |
| Tottenham Hotspur FC v Chelsea FC 07/11/1953 | View match | |
| Millwall FC v Chelsea FC 09/11/1953 | View match | |
| Chelsea FC v Burnley FC 14/11/1953 | £14.00 | |
| Bolton Wanderers FC v Chelsea FC 21/11/1953 | View match | |
| Chelsea FC v Preston North End FC 28/11/1953 | £14.00 | |
| Bristol City FC v Chelsea FC 01/12/1953 | View match | |
| Newcastle United FC v Chelsea FC 05/12/1953 | View match | |
| Chelsea FC v Manchester United FC 12/12/1953 | £27.00 | |
| Chelsea FC v Blackpool FC 19/12/1953 | View match | |
| Chelsea FC v Cardiff City FC 26/12/1953 | £15.00 | |
| Cardiff City FC v Chelsea FC 28/12/1953 | View match |