| Chelsea FC v Tottenham Hotspur FC 14/10/1950 | View match | |
| Wolverhampton Wanderers FC v Chelsea FC 21/10/1950 | View match | |
| Chelsea FC v Sunderland FC 28/10/1950 | View match | |
| Charlton Athletic FC v Chelsea FC 04/11/1950 | View match | |
| Chelsea FC v Manchester United FC 11/11/1950 | View match | |
| Aston Villa FC v Chelsea FC 18/11/1950 | View match | |
| Chelsea FC v Derby County FC 25/11/1950 | View match | |
| Liverpool FC v Chelsea FC 02/12/1950 | View match | |
| Chelsea FC v Fulham FC 09/12/1950 | View match | |
| Chelsea FC v Middlesbrough FC 23/12/1950 | View match | |
| Portsmouth FC v Chelsea FC 25/12/1950 | View match | |
| Chelsea FC v Portsmouth FC 26/12/1950 | View match |