| Bradford City FC v Chelsea FC 04/04/1914 | View match | |
| Chelsea FC v Blackburn Rovers FC 11/04/1914 | View match | |
| Chelsea FC v Bolton Wanderers FC 13/04/1914 | View match | |
| West Bromwich Albion FC v Chelsea FC 14/04/1914 | View match | |
| Sunderland FC v Chelsea FC 18/04/1914 | View match | |
| Chelsea FC v Everton FC 25/04/1914 | View match | |
| Tottenham Hotspur FC v Chelsea FC 05/09/1914 | View match | |
| Bradford City FC v Chelsea FC 09/09/1914 | View match | |
| Chelsea FC v Newcastle United FC 12/09/1914 | View match | |
| Middlesbrough FC v Chelsea FC 19/09/1914 | View match | |
| Chelsea FC v Sheffield United FC 26/09/1914 | View match | |
| Aston Villa FC v Chelsea FC 03/10/1914 | View match |