| Tourney Name: | European Cup Winners' Cup |
| Year: | 1988–89 |
| Dates: | 10 August 1988 – 10 May 1989 |
| Num Teams: | 32 (first round) 33 (qualifying) |
| Champion Other: |  Barcelona |
| Count: | 3 |
| Second Other: |  Sampdoria |
| Matches: | 63 |
| Goals: | 152 |
| Attendance: | 917269 |
| Top Scorer: | Hristo Stoichkov (Sredets Sofia) 7 goals |
| Prevseason: | 1987–88 |
| Nextseason: | 1989–90 |
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.
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Békéscsabai won 4–2 on aggregate.
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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.
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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.
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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.
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Barcelona won 6–3 on aggregate.----Sampdoria won 4–2 on aggregate.
See main article: 1989 European Cup Winners' Cup Final.
