| 1er tour | 18.09.1968 | Rangers FC | - | Vojvodina | 2:0 | ||||
| 1er tour | 02.10.1968 | Vojvodina | - | Rangers FC | 1:0 | ||||
| 2e tour | 30.10.1968 | Rangers FC | - | Dundalk FC | 6:1 |  |
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| 2e tour | 13.11.1968 | Dundalk FC | - | Rangers FC | 0:3 | ||||
| tour des 16 | 15.01.1969 | DWS Amsterdam | - | Rangers FC | 0:2 | |
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| tour des 16 | 22.01.1969 | Rangers FC | - | DWS Amsterdam | 2:1 | ||||
| Quarts de finale | 19.03.1969 | Rangers FC | - | Athletic Club | 4:1 | ||||
| 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