| 2. Round | 08/10/1986 | Tottenham Hotspur | - | Barnsley FC | 5:3 | ||||
| Round of 16 | 26/11/1986 | Cambridge United | - | Tottenham Hotspur | 1:3 | ||||
| Quarter-finals | 27/01/1987 | West Ham United | - | Tottenham Hotspur | 1:1 | ||||
| Quarter-finals | 02/02/1987 | Tottenham Hotspur | - | West Ham United | 5:0 | ||||
| Semi-finals | 08/02/1987 | Arsenal FC | - | Tottenham Hotspur | 0:1 | ||||
| Semi-finals | 01/03/1987 | Tottenham Hotspur | - | Arsenal FC | 1:2 aet | ||||
| Semi-finals | 04/03/1987 | Tottenham Hotspur | - | Arsenal FC | 1:2 |
Argentina