| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1998/99 | Third Round Proper - 1 | 02/01/1999 | Tottenham Hotspur | 5 - 2 | Watford | [33] | ||||
| 2 | FA Cup 1998/99 | Fourth Round Proper - 1 | 23/01/1999 | Wimbledon | 1 - 1 | Tottenham Hotspur | [33] | ||||
| 3 | FA Cup 1998/99 | Fourth Round Proper - 2 | 02/02/1999 | Tottenham Hotspur | 3 - 0 | Wimbledon | [33] | ||||
| 4 | FA Cup 1998/99 | Fifth Round Proper - 1 | 13/02/1999 | Leeds United | 1 - 1 | Tottenham Hotspur | [33] | ||||
| 5 | FA Cup 1998/99 | Fifth Round Proper - 2 | 24/02/1999 | Tottenham Hotspur | 2 - 0 | Leeds United | [33] | ||||
| 6 | FA Cup 1998/99 | Sixth Round Proper - 1 | 16/03/1999 | Barnsley | 0 - 1 | Tottenham Hotspur | [33] | ||||
| 7 | FA Cup 1998/99 | Semifinal - 1 | 11/04/1999 | Newcastle United | 2 - 0 | Tottenham Hotspur | Old Trafford, Manchester | 53609 | [33] | [1]a |
