| 1er tour | 18.09.1968 | Waterford AFC | - | Manchester United | 1:3 |  |
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| 1er tour | 02.10.1968 | Manchester United | - | Waterford AFC | 7:1 | |
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| tour des 16 | 13.11.1968 | Manchester United | - | RSC Anderlecht | 3:0 | |
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| tour des 16 | 27.11.1968 | RSC Anderlecht | - | Manchester United | 3:1 | ||||
| Quarts de finale | 26.02.1969 | Manchester United | - | Rapid Wien | 3:0 | ||||
| Demi-finales | 23.04.1969 | AC Milan | - | Manchester United | 2:0 | ||||
| Demi-finales | 15.05.1969 | Manchester United | - | AC Milan | 1:0 |
Écosse
