| Chelsea FC v Aston Villa FC 12/10/1957 | £18.99 | |
| Chelsea FC v Arsenal FC 26/10/1957 | £10.00 | |
| Chelsea FC v C.D.S.A Moscow 07/11/1957 | £12.50 | |
| 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 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 Preston North End FC 08/02/1958 | £4.50 | |
| Chelsea FC v Preston North End FC 08/02/1958 | £10.00 | |
| Chelsea FC v Preston North End FC 08/02/1958 | £11.00 |