28th May 1988
| Final 2nd Leg | Chelsea | 1-0 | Middlesbrough |
25th May 1988
| Final 1st Leg | Middlesbrough | 2-0 | Chelsea |
18th May 1988
| Semi Final 2nd Leg | Middlesbrough | 2-0 | Bradford City |
| Semi Final 2nd Leg | Chelsea | 4-1 | Blackburn Rovers |
15th May 1988
| Semi Final 1st Leg | Bradford City | 2-1 | Middlesbrough |
| Semi Final 1st Leg | Blackburn Rovers | 0-2 | Chelsea |