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| 05.12.1959 | South Shields | - | Bradford Park Avenue | 1:5 | ||
| Salisbury City | - | Newport County | 0:1 | |||
| Workington AFC | - | Halifax Town | 1:0 | |||
| Margate FC | - | Crystal Palace | 0:0 | |||
| Mansfield Town | - | Chester City | 2:0 | |||
| Exeter City | - | Brentford FC | 3:1 | |||
| Crook Town AFC | - | York City | 0:1 | |||
| Queens Park Rangers | - | Port Vale FC | 3:3 | |||
| Stockport County | - | Crewe Alexandra | 0:0 | |||
| Doncaster Rovers | - | Darlington FC | 3:2 | |||
| Grimsby Town | - | Wrexham AFC | 2:3 | |||
| Notts County | - | Bath City FC | 0:1 | |||
| Gillingham FC | - | Torquay United | 2:2 | |||
| Walsall FC | - | Peterborough United | 2:3 | |||
| Reading FC | - | King's Lynn | 4:2 | |||
| Watford FC | - | Wycombe Wanderers | 5:1 | |||
| Southampton FC | - | Southend United | 3:0 | |||
| Rochdale AFC | - | Bradford City | 1:1 | |||
| Bury FC | - | Oldham Athletic | 2:1 | |||
| Enfield FC | - | Bournemouth and Boscombe Athletic | 1:5 | |||
| Entscheidungsspiele | ||||||
|---|---|---|---|---|---|---|
| 07.12.1959 | Port Vale FC | - | Queens Park Rangers | 2:1 | ||
| 09.12.1959 | Crystal Palace | - | Margate FC | 3:0 | ||
| Crewe Alexandra | - | Stockport County | 2:0 | |||
| Torquay United | - | Gillingham FC | 1:2 | |||
| Bradford City | - | Rochdale AFC | 2:1 | |||
