01/05 - 20:00
| 1989/04/30 | Nottingham Forest |  | 4-3 a.e.t. |  | Everton |
| 1989/02/22 | Nottingham Forest | | 3-1 |  | Crystal Palace | ||||
| 1989/02/28 | Everton | | 1-0 |  | QPR |
| 1989/01/18 | Wimbledon |  | 1-2 | | Everton | ||||
| 1989/01/24 | Ipswich Town |  | 1-3 | | Nottingham Forest | ||||
| 1989/01/28 | Middlesbrough |  | 2-3 | | Crystal Palace | ||||
| 1989/02/14 | Watford |  | 1-1 (1-3 pens) | | QPR |
| 1988/12/13 | Watford | | 2-1 |  | Newcastle | ||||
| 1988/12/20 | Everton | | 2-0 |  | Millwall | ||||
| 1988/12/21 | Wimbledon | | 0-0 (3-1 pens) |  | Derby County | ||||
| 1989/01/10 | Ipswich Town | | 1-0 |  | Blackburn Rovers | ||||
| Crystal Palace | | 4-1 |  | Luton Town | |||||
| Chelsea |  | 1-4 | | Nottingham Forest | |||||
| 1989/01/11 | Middlesbrough | | 1-0 |  | Coventry City | ||||
| 1989/02/01 | Sheffield Wed. |  | 0-1 | | QPR |
| 1988/11/22 | Watford | | 1-1 (4-2 pens) |  | West Ham | ||||
| 1988/11/23 | Derby County | | 2-1 |  | Aston Villa | ||||
| 1988/11/29 | Millwall | | 2-0 |  | Leeds United | ||||
| 1988/11/30 | Bradford City |  | 2-3 | | Chelsea | ||||
| 1988/12/13 | Southampton |  | 1-2 | | Crystal Palace | ||||
| 1988/12/20 | Ipswich Town | | 1-0 a.e.t. |  | Norwich City | ||||
| 1988/12/21 | Middlesbrough | | 2-1 a.e.t. |  | Portsmouth | ||||
| 1988/12/22 | Blackburn Rovers | | 2-1 |  | Sunderland |
| 2 |
|
Leroy Rosenior West Ham | 4 G |
| 3 |
|
Alex Dyer Crystal Palace | 3 G |
| 3 |
|
Lee Chapman Nottingham Forest | 3 G |
| 3 |
|
Danny Wallace Southampton | 3 G |
