| 3. Round | 06/09/1919 | Chelsea FC | - | Everton FC | 0:1 | ||||
| 20. Round | 01/01/1920 | Oldham Athletic | - | Chelsea FC | 1:0 | ||||
| 27. Round | 07/02/1920 | Bolton Wanderers | - | Chelsea FC | 1:2 | ||||
| 28. Round | 14/02/1920 | Chelsea FC | - | Bolton Wanderers | 2:3 | ||||
| 30. Round | 28/02/1920 | Chelsea FC | - | Blackburn Rovers | 2:1 |
England