| 2. Round | 19/09/1989 | Tottenham Hotspur | - | Southend United | 1:0 | ||||
| 2. Round | 04/10/1989 | Southend United | - | Tottenham Hotspur | 3:2 aet | ||||
| Round of 16 | 21/11/1989 | Tranmere Rovers | - | Tottenham Hotspur | 2:2 |  |
|||
| Round of 16 | 29/11/1989 | Tottenham Hotspur | - | Tranmere Rovers | 4:0 |
| Paul John Gascoigne | |
| Born: | 27.05.1967 |
| Place of birth: |
Gateshead, 
England |
| Nationality: |
England
|
| Height: | 178 cm |
| Weight: | 74 kg |
| Position(s): | Offensive Midfielder Central Midfielder |
| Foot: | right |
