| 24. Round | 27/12/1958 | Manchester City | - | Birmingham City | 4:1 | ||||
| 25. Round | 03/01/1959 | Preston North End | - | Manchester City | 2:0 | ||||
| 27. Round | 31/01/1959 | Everton FC | - | Manchester City | 3:1 | ||||
| 28. Round | 07/02/1959 | Manchester City | - | Arsenal FC | 0:0 | ||||
| 29. Round | 14/02/1959 | Manchester United | - | Manchester City | 4:1 | ||||
| 30. Round | 21/02/1959 | Leeds United | - | Manchester City | 0:4 | ||||
| 31. Round | 28/02/1959 | Manchester City | - | Wolverhampton Wanderers | 1:4 | ||||
| 32. Round | 07/03/1959 | Portsmouth FC | - | Manchester City | 3:4 | ||||
| 33. Round | 14/03/1959 | Manchester City | - | Newcastle United | 5:1 | ||||
| 34. Round | 21/03/1959 | Tottenham Hotspur | - | Manchester City | 3:1 | ||||
| 36. Round | 28/03/1959 | Manchester City | - | Nottingham Forest | 1:1 | ||||
| 35. Round | 30/03/1959 | Manchester City | - | West Bromwich Albion | 0:2 | ||||
| 37. Round | 31/03/1959 | West Bromwich Albion | - | Manchester City | 3:0 | ||||
| 38. Round | 04/04/1959 | Chelsea FC | - | Manchester City | 2:0 | ||||
| 39. Round | 11/04/1959 | Manchester City | - | Blackpool FC | 0:2 | ||||
| 40. Round | 18/04/1959 | Blackburn Rovers | - | Manchester City | 2:1 |
England