Derry put in valiant performance but were defeated 1-2 in the home tie.
That Benfica squad included the likes of Aldair, Valdo, Mats Magnusson and Jonas Thern. They went on to reach the final of the competition that season.
The Lisbon giants were defeated 1-0 by an incredible AC Milan team that has been put forward as a candidate for the greatest club side of all time.
Here is a selection of photographs of the occasion from September 1989.

13. Aldair and Aleksandar Krstić go up for a header.
Aldair and Aleksandar Krstić go up for a header. Photo: archive

14. Aldair heads clear at the Brandywell
Aldair heads clear at the Brandywell Photo: archive

15. Derry City's treble winning side which faced Benfica in the 1989/1990 European Cup
Derry City's treble winning side which faced Benfica in the 1989/1990 European Cup Photo: archive

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