| Glasgow Rangers til semifinale med sammenlagt 4-3
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| 19.03.1969 | Glasgow Rangers - Athletic Bilbao 4-1 (2-1)
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| | 1-0 Alex Ferguson (7) ; 2-0 Andrew Penman (27) ; 2-1 Javier Clemente (29) ; 3-1 �rjan Persson (85) ; 4-1 Colin Stein (87)
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| 02.04.1969 | Athletic Bilbao - Glasgow Rangers 2-0 (1-0)
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| | 1-0 Nicolas Estefano (11) ; 2-0 Ricardo Ibanez (55)
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| Ujpest Dozsa til semifinale med sammenlagt 3-0
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| 05.03.1969 | Leeds - Ujpest Dozsa 0-1 (0-0)
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| | 0-1 Antal Dunai (71)
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| 19.03.1969 | Ujpest Dozsa - Leeds 2-0 (0-0)
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| | 1-0 Ern� Solymosi, straffe (64) ; 2-0 Ferenc Bene (75)
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| Newcastle til semifinale med sammenlagt 6-4
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| 12.03.1969 | Newcastle - Vitoria Setubal 5-1 (2-0)
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| | 1-0 Alan Foggon (23) ; 2-0 Bryan Robson (36) ; 3-0 Wyn Davies (60) ; 4-0 Bryan Robson (75) ; 4-1 Jose Maria Junior (84) ; 5-1 Thomas Gibb (89)
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| 26.03.1969 | Vitoria Setubal - Newcastle 3-1 (1-0)
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| | 1-0 Joaquim Arcanjo (27) ; 1-1 Wyn Davies (40) ; 2-1 Petita (60) ; 3-1 Ernesto Figueiredo (66)
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| G�ztepe til semifinale uden kamp, da Hamburger SV trak sig
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