| 2e tour | 13.11.1968 | Dundalk FC | - | Rangers FC | 0:3 |  |
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| tour des 16 | 15.01.1969 | DWS Amsterdam | - | Rangers FC | 0:2 | ||||
| tour des 16 | 22.01.1969 | Rangers FC | - | DWS Amsterdam | 2:1 | |
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| Quarts de finale | 19.03.1969 | Rangers FC | - | Athletic Club | 4:1 | |
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| Quarts de finale | 02.04.1969 | Athletic Club | - | Rangers FC | 2:0 | ||||
| Demi-finales | 14.05.1969 | Rangers FC | - | Newcastle United | 0:0 | ||||
| Demi-finales | 21.05.1969 | Newcastle United | - | Rangers FC | 2:0 |
Écosse