1. Round | 23/08/1958 | Bolton Wanderers | - | Leeds United | 4:0 | ||||
2. Round | 26/08/1958 | Leeds United | - | Luton Town | 1:1 | ||||
3. Round | 30/08/1958 | Leeds United | - | Burnley FC | 1:1 | ||||
10. Round | 27/09/1958 | Leeds United | - | Arsenal FC | 2:1 | ||||
11. Round | 04/10/1958 | Manchester City | - | Leeds United | 2:1 | ||||
40. Round | 18/04/1959 | Newcastle United | - | Leeds United | 2:2 | ||||
41. Round | 22/04/1959 | Nottingham Forest | - | Leeds United | 0:3 | ||||
42. Round | 25/04/1959 | Leeds United | - | West Ham United | 1:0 |