Portsmouth 3 Middlesbrough 1
Outcome: Lost
Date: 9/23/1989
Manager: Bruce Rioch
Attendance: 7306
Competition: DivisionTwo
Played at: Fratton Park
Goals:
| Goals | Time | Assists | |
| Bernie Slaven | |||
Team
| Player | Yellow | Red | Subbed |
| Bernie Slaven | |||
| Stuart Ripley | |||
| Alan Comfort | |||
| Mark Procter | |||
| Trevor Putney | |||
| Mark Brennan | |||
| Allan Kernaghan | |||
| Nicky Mohan | |||
| Gary Parkinson | |||
| Tony Mowbray | |||
| Kevin Poole |
Subs
| Player | Yellow | Red | Subbed |
| Peter Davenport | |||
| Mark Burke |