1. Round | 24/08/1957 | Tottenham Hotspur | - | Chelsea FC | 1:1 | ||||
2. Round | 28/08/1957 | Chelsea FC | - | Manchester City | 2:3 | ||||
3. Round | 31/08/1957 | Chelsea FC | - | Birmingham City | 5:1 | ||||
4. Round | 04/09/1957 | Manchester City | - | Chelsea FC | 5:2 | ||||
5. Round | 07/09/1957 | Everton FC | - | Chelsea FC | 3:0 | ||||
6. Round | 11/09/1957 | Chelsea FC | - | West Bromwich Albion | 2:2 |