| 1. Round | 29/08/1931 | Middlesbrough FC | - | Chelsea FC | 0:2 | ||||
| 2. Round | 31/08/1931 | West Ham United | - | Chelsea FC | 3:1 | ||||
| 3. Round | 05/09/1931 | Chelsea FC | - | Huddersfield Town | 0:1 | ||||
| 4. Round | 09/09/1931 | Chelsea FC | - | Sheffield Wednesday | 2:3 | ||||
| 5. Round | 12/09/1931 | Newcastle United | - | Chelsea FC | 4:1 | ||||
| 7. Round | 19/09/1931 | Chelsea FC | - | Aston Villa | 3:6 | ||||
| 6. Round | 21/09/1931 | Sheffield Wednesday | - | Chelsea FC | 2:2 | ||||
| 8. Round | 26/09/1931 | Leicester City | - | Chelsea FC | 1:0 | ||||
| 9. Round | 03/10/1931 | Chelsea FC | - | Liverpool FC | 2:0 |
Northern Ireland