| West Ham United FC v Blackpool FC 16/02/1959 | £15.00 | |
| Manchester United FC v Wolverhampton Wanderers FC 21/02/1959 | £9.50 | |
| Bolton Wanderers FC v Preston North End FC 23/02/1959 | £4.00 | |
| Arsenal FC v Manchester United FC 28/02/1959 | £4.50 | |
| Fulham FC v Bristol City FC 28/02/1959 | £3.00 | |
| Fulham FC v Bristol City FC 28/02/1959 | £1.50 | |
| Leyton Orient FC v Liverpool FC 28/02/1959 | £10.00 | |
| Bury FC v Halifax Town A.F.C 07/03/1959 | £10.00 | |
| Derby County FC v Sheffield United FC 14/03/1959 | £4.50 | |
| Fulham FC v Middlesbrough FC 14/03/1959 | £3.00 | |
| Arsenal FC v Blackburn Rovers FC 14/03/1959 | £5.00 | |
| West Ham United FC v Bolton Wanderers FC 21/03/1959 | £10.00 |