| Chelsea FC v Beogradski 12/11/1957 | £21.99 | |
| Chelsea FC v Leicester City FC 23/11/1957 | £5.50 | |
| Manchester United FC v Chelsea FC 14/12/1957 | £30.00 | |
| Chelsea FC v Tottenham Hotspur FC 21/12/1957 | £18.99 | |
| Chelsea FC v Newcastle United FC 18/01/1958 | £11.00 | |
| Chelsea FC v Darlington FC 25/01/1958 | £18.00 | |
| Chelsea FC v Preston North End FC 08/02/1958 | £4.50 | |
| Chelsea FC v Preston North End FC 08/02/1958 | £11.00 | |
| Chelsea FC v Preston North End FC 08/02/1958 | £10.00 | |
| Arsenal FC v Chelsea FC 08/03/1958 | £6.00 | |
| Chelsea FC v Wolverhampton Wanderers FC 11/03/1958 | £14.99 | |
| Chelsea FC v Blackpool FC 15/03/1958 | £7.50 |