1988–89 European Cup Winners' Cup

The 1988–89 season of the European Cup Winners' Cup was won for the third time by Barcelona in the final against Italian entrants Sampdoria. The two sides would meet again in the 1992 European Cup Final, which Barcelona also won. Wimbledon did not participate due to UEFA's five-year ban on English clubs from European competition. The defending champions Mechelen were eliminated in the semi-finals by eventual runners-up Sampdoria.

Preliminary round

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Second leg
Békéscsabai won 4–2 on aggregate.

First round

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Second leg
Mechelen won 8–1 on aggregate.

Eintracht Frankfurt won 1–0 on aggregate.

Cardiff City won 4–0 on aggregate.

AGF won 7–2 on aggregate.

Barcelona won 7–0 on aggregate.

Lech Poznań won 4–2 on aggregate.

Sredets Sofia won 8–2 on aggregate.

Panathinaikos won 3–0 on aggregate.

Roda JC won 2–1 on aggregate.

Metalist Kharkiv won 4–2 on aggregate.

Sakaryaspor won 2–1 on aggregate.

Anderlecht won 5–1 on aggregate.

Dundee United won 1–0 on aggregate.

Dinamo București won 6–0 on aggregate.

Carl Zeiss Jena won 5–1 on aggregate.

Sampdoria won 3–2 on aggregate.

Second round

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Second leg
AGF won 6–1 on aggregate.

2–2 on aggregate; Barcelona won 5–4 on penalties.

Sredets Sofia won 3–0 on aggregate.

Roda JC won 1–0 on aggregate.

Eintracht Frankfurt won 6–1 on aggregate.

Mechelen won 3–0 on aggregate.

Dinamo București won 2–1 on aggregate.

Sampdoria won 4–2 on aggregate.

Quarter-finals

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Second leg
Barcelona won 1–0 on aggregate.

3–3 on aggregate; Sredets Sofia won 4–3 on penalties.

Mechelen won 1–0 on aggregate.

1–1 on aggregate; Sampdoria won on away goals.

Semi-finals

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Second leg
Barcelona won 6–3 on aggregate.

Sampdoria won 4–2 on aggregate.