Quarter-finals | 01/12/1998 | Tottenham Hotspur | - | Manchester United | 3:1 | ||||
Semi-finals | 26/01/1999 | Tottenham Hotspur | - | Wimbledon FC | 0:0 | ||||
Semi-finals | 15/02/1999 | Wimbledon FC | - | Tottenham Hotspur | 0:1 | ||||
Final | 20/03/1999 | Leicester City | - | Tottenham Hotspur | 0:1 |