Tags: Football Match.
The 1988 Football League Second Division play-off final was contested between First Division Chelsea and Second Division Middlesbrough over two legs on 25 May 1988 and 28 May 1988. Unlike the present day format the team which finished fourth from bottom in the First Division was entered into play-offs with the clubs which finished 3rd 4th and 5th in the Second Division. Middlesbrough won 2–1 on aggregate and were promoted.