| Blackpool FC v Chelsea FC 02/11/1957 | View match | |
| Chelsea FC v C.D.S.A Moscow 07/11/1957 | £6.50 | |
| Chelsea FC v C.D.S.A Moscow 07/11/1957 | £8.50 | |
| Chelsea FC v C.D.S.A Moscow 07/11/1957 | £12.50 | |
| Chelsea FC v Luton Town FC 09/11/1957 | View match | |
| Chelsea FC v Beogradski 12/11/1957 | £21.99 | |
| Sunderland FC v Chelsea FC 16/11/1957 | View match | |
| Chelsea FC v Leicester City FC 23/11/1957 | £5.50 | |
| Bolton Wanderers FC v Chelsea FC 30/11/1957 | View match | |
| Chelsea FC v Leeds United FC 07/12/1957 | View match | |
| Manchester United FC v Chelsea FC 14/12/1957 | £30.00 | |
| Chelsea FC v Tottenham Hotspur FC 21/12/1957 | £18.99 |