| Manchester United FC v Blackburn Rovers FC 06/09/1958 | £10.00 | |
| Watford FC v Crewe Alexandra FC 06/09/1958 | £8.00 | |
| Arsenal FC v Bolton Wanderers FC 09/09/1958 | £5.50 | |
| Chelsea FC v Newcastle United FC 10/09/1958 | £8.00 | |
| Chelsea FC v Newcastle United FC 10/09/1958 | £5.50 | |
| Brighton & Hove Albion FC v Cardiff City FC 13/09/1958 | £8.99 | |
| Blackburn Rovers FC v Wolverhampton Wanderers FC 13/09/1958 | £9.50 | |
| Grimsby Town FC v Brighton & Hove Albion FC 16/09/1958 | £29.99 | |
| Huddersfield Town FC v Brighton & Hove Albion FC 20/09/1958 | £19.99 | |
| Fulham FC v Derby County FC 20/09/1958 | £3.00 | |
| Brentford FC v Halifax Town A.F.C 20/09/1958 | £15.00 | |
| Manchester United FC v Tottenham Hotspur FC 20/09/1958 | £10.50 |