31. Round | 03/04/1999 | Blackburn Rovers | - | Middlesbrough FC | 0:0 | ||||
32. Round | 05/04/1999 | Middlesbrough FC | - | Wimbledon FC | 3:1 | ||||
33. Round | 10/04/1999 | Middlesbrough FC | - | Charlton Athletic | 2:0 | ||||
28. Round | 14/04/1999 | Middlesbrough FC | - | Chelsea FC | 0:0 | ||||
34. Round | 17/04/1999 | Coventry City | - | Middlesbrough FC | 1:2 | ||||
38. Round | 16/05/1999 | West Ham United | - | Middlesbrough FC | 4:0 |