Middlesbrough v Portsmouth, 21 December 1988
| Score | 2-1 to Middlesbrough |
| Competition | Simod Cup 2nd round |
| Attendance | 6,853 |
View Middlesbrough v Portsmouth head to head
After extra time. 1-1 at 90 minutes.
| Score | 2-1 to Middlesbrough |
| Competition | Simod Cup 2nd round |
| Attendance | 6,853 |
View Middlesbrough v Portsmouth head to head