| Leyton Orient FC v Sunderland FC 30/03/1959 | £10.00 | |
| Port Vale FC v Crewe Alexandra FC 30/03/1959 | £12.50 | |
| Sheffield United FC v Brighton & Hove Albion FC 31/03/1959 | £6.99 | |
| Nottingham Forest FC v Blackburn Rovers FC 31/03/1959 | £4.50 | |
| Manchester United FC v Bolton Wanderers FC 04/04/1959 | £7.00 | |
| Manchester United FC v Bolton Wanderers FC 04/04/1959 | £10.00 | |
| Brighton & Hove Albion FC v Ipswich Town FC 04/04/1959 | £7.99 | |
| West Ham United FC v Arsenal FC 06/04/1959 | £17.50 | |
| Swansea Town v Brighton & Hove Albion FC 11/04/1959 | £6.99 | |
| Fulham FC v Huddersfield Town FC 11/04/1959 | £2.00 | |
| Fulham FC v Huddersfield Town FC 11/04/1959 | £4.00 | |
| Arsenal FC v Chelsea FC 11/04/1959 | £4.50 |