| Chelsea FC v Wolverhampton Wanderers FC 18/12/1937 | View match | |
| Charlton Athletic FC v Chelsea FC 27/12/1937 | View match | |
| Liverpool FC v Chelsea FC 01/01/1938 | View match | |
| Chelsea FC v Everton FC 08/01/1938 | View match | |
| Chelsea FC v West Bromwich Albion FC 15/01/1938 | View match | |
| Birmingham v Chelsea FC 22/01/1938 | View match | |
| Chelsea FC v Middlesbrough FC 29/01/1938 | View match | |
| Stoke City FC v Chelsea FC 05/02/1938 | View match | |
| Chelsea FC v Portsmouth FC 12/02/1938 | View match | |
| Arsenal FC v Chelsea FC 19/02/1938 | View match | |
| Chelsea FC v Blackpool FC 26/02/1938 | View match | |
| Brentford FC v Chelsea FC 09/03/1938 | View match |