Messepokal 1968/1969 - 2. Runde, Hinspiele
| Aris Saloniki | Hibernian La Valetta | 1:0 |
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| Athletic Bilbao | FC Liverpool | 2:1 |
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| Atletico Madrid | KSV Waregem | 2:1 |
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| Beerschot VAV | DWS Amsterdam | 1:1 |
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| FC Bologna | FC Basel | 4:1 |
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| FC Chelsea | Morton | 5:0 |
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| Daring CB Brüssel | Panathinaikos Athen | 2:1 |
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| DOS Utrecht | Dundalk FC | 1:1 |
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| Wacker Innsbruck | Eintracht Frankfurt | ||
| Hansa Rostock | O.G.C. Nizza | 3:0 |
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| FC Metz | Hamburger SV | 1:4 |
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| Slavia Sofia | FC Aberdeen | 0:0 |
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| FC Trakia Plovdiv | Real Saragossa | 3:1 |
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| FK Skeid | AIK Stockholm | 1:1 |
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| Göztepe Izmir | Olympique Marseille | 2:0 |
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| Hannover 96 | Odense BK 1909 | 3:2 |
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| Lausanne Sports | Juventus Turin | 0:2 |
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| Legia Warschau | 1860 München | 6:0 |
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| Leixoes SC Matosinhos | FC Arges Pitesti | 1:1 |
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| Newcastle United | Feyenoord Rotterdam | 4:0 |
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| Dynamo Zagreb | AC Florenz | 1:1 |
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| Olimpija Ljubljana | Hibernian Edinburgh | 0:3 |
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| Olympique Lyon | Academica de Coimbra | 1:0 |
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| Glasgow Rangers | Vojvodina Novi Sad | 2:0 |
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| Rapid Bukarest | OFK Belgrad | 3:1 |
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| Sporting Lissabon | FC Valencia | 4:0 |
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| SSC Neapel | Grasshopper Zürich | 3:1 |
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| Standard Lüttich | Leeds United | 0:0 |
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| Vitoria FC Setubal | Linfield FC | 3:0 |
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| Wiener Sport-Club | Slavia Prag | 1:0 |