2. Round | 02/09/1988 | Newcastle United | - | Tottenham Hotspur | 2:2 | ||||
3. Round | 09/09/1988 | Tottenham Hotspur | - | Arsenal FC | 2:3 | ||||
4. Round | 16/09/1988 | Liverpool FC | - | Tottenham Hotspur | 1:1 | ||||
5. Round | 23/09/1988 | Tottenham Hotspur | - | Middlesbrough FC | 3:2 | ||||
6. Round | 01/10/1988 | Tottenham Hotspur | - | Manchester United | 2:2 | ||||
7. Round | 08/10/1988 | Charlton Athletic | - | Tottenham Hotspur | 2:2 |