UEFA Cup Winners' Cup 1968-1969 - all matches in Second Round
| Dates | Home | Guest | Result | ||
| 13.11.1968 |  Randers SK Freja |
- |  Sliema Wanderers |
6:0 (2:0) | report |
| 27.11.1968 | Sliema Wanderers |
- | Randers SK Freja |
0:2 (0:1) | report |
| 13.11.1968 |  FC Dinamo Bucuresti |
- |  West Bromwich Albion |
1:1 (1:1) | report |
| 27.11.1968 | West Bromwich Albion |
- | FC Dinamo Bucuresti |
4:0 (2:0) | report |
| 13.11.1968 |  Dunfermline Athletic |
- |  Olympiacos Pireaus |
4:0 (0:0) | report |
| 27.11.1968 | Olympiacos Pireaus |
- | Dunfermline Athletic |
3:0 (3:0) | report |
| 13.11.1968 |  FC Porto |
- |  SK Slovan Bratislava |
1:0 (1:0) | report |
| 27.11.1968 | SK Slovan Bratislava |
- | FC Porto |
4:0 (1:0) | report |
| 31.10.1968 |  SFK Lyn |
- |  IFK Norrkoping |
2:0 (1:0) | report |
| 17.11.1968 | IFK Norrkoping |
- | SFK Lyn |
3:2 (1:1) | report |
| 12.11.1968 |  ADO Den Haag |
- |  1. FC Koeln |
0:1 (0:0) | report |
| 27.11.1968 | 1. FC Koeln |
- | ADO Den Haag |
3:0 (1:0) | report |
Round
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