| Chelsea FC v Sunderland FC 03/10/1953 | £12.00 | |
| Sheffield Wednesday FC v Chelsea FC 10/10/1953 | View match | |
| Chelsea FC v Middlesbrough FC 17/10/1953 | View match | |
| West Bromwich Albion FC v Chelsea FC 24/10/1953 | View match | |
| 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 |