Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 07.01.1989 |  | 3. Round | Portsmouth - Swindon Town | POR - SWI | 1:1 | 10.582 |
| 20.09.1989 |  | 2. Round First leg | Portsmouth - Man Utd | POR - MUN | 2:3 | 18.072 |
Fratton Park
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 07.01.1989 | | 3. Round | Portsmouth - Swindon Town | POR - SWI | 1:1 | 10.582 |
| 20.09.1989 | | 2. Round First leg | Portsmouth - Man Utd | POR - MUN | 2:3 | 18.072 |