UEFA Cup Winners' Cup 1988-1989 - all matches in Round of 16
| Dates | Home | Guest | Result | ||
| 26.10.1988 |  Carl Zeiss Jena |
- |  UC Sampdoria |
1:1 (1:0) | report |
| 09.11.1988 | UC Sampdoria |
- | Carl Zeiss Jena |
3:1 (2:0) | report |
| 26.10.1988 |  Dundee United |
- |  FC Dinamo Bucuresti |
0:1 (0:0) | report |
| 09.11.1988 | FC Dinamo Bucuresti |
- | Dundee United |
1:1 (0:0) | report |
| 26.10.1988 |  CFKA Sredets Sofia |
- |  Panathinaikos |
2:0 (1:0) | report |
| 09.11.1988 | Panathinaikos |
- | CFKA Sredets Sofia |
0:1 (0:0) | report |
| 26.10.1988 |  Cardiff City |
- |  Aarhus GF |
1:2 (1:1) | report |
| 09.11.1988 | Aarhus GF |
- | Cardiff City |
4:0 (2:0) | report |
| 26.10.1988 |  FC Barcelona |
- |  Lech Poznan |
1:1 (1:0) | report |
| 09.11.1988 | Lech Poznan |
- | FC Barcelona |
1:1 (1:1) pen. 4:5 |
report |
| 26.10.1988 |  Eintracht Frankfurt |
- |  Sakaryaspor |
3:1 (3:0) | report |
| 09.11.1988 | Sakaryaspor |
- | Eintracht Frankfurt |
0:3 (0:2) | report |
| 26.10.1988 |  Roda JS |
- |  Metalist Kharkov |
1:0 (0:0) | report |
| 09.11.1988 | Metalist Kharkov |
- | Roda JS |
0:0 (0:0) | report |
| 26.10.1988 |  KV Mechelen |
- | RSC Anderlecht |
1:0 (0:0) | report |
| 09.11.1988 | RSC Anderlecht |
- | KV Mechelen |
0:2 (0:1) | report |
Round
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