1st(1st leg) AC Milan - Avenir Beggen 5:0 (1:0)
2nd (2nd leg) Avenir Beggen - AC Milan 0:3 (0:1)
1st(1st leg): 10/09/1969 2nd (2nd leg): 24/09/1969 Winner: AC Milan
1st(1st leg) KR Reykjavík - Feijenoord 2:12 (0:7)
2nd (2nd leg) Feijenoord - KR Reykjavík 4:0 (2:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 30/09/1969 Winner: Feijenoord
1st(1st leg) Austria Wien - Dinamo Kiev 1:2 (1:0)
2nd (2nd leg) Dinamo Kiev - Austria Wien 3:1 (0:1)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Dinamo Kiev
1st(1st leg) FC Basel - Celtic FC 0:0 (0:0)
2nd (2nd leg) Celtic FC - FC Basel 2:0 (1:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Celtic FC
1st(1st leg) Bayern München - AS Saint-Étienne 2:0 (1:0)
2nd (2nd leg) AS Saint-Étienne - Bayern München 3:0 (1:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: AS Saint-Étienne
1st(1st leg) SL Benfica - KB København 2:0 (2:0)
2nd (2nd leg) KB København - SL Benfica 2:3 (1:3)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: SL Benfica
1st(1st leg) Crvena Zvezda - Linfield FC 8:0 (5:0)
2nd (2nd leg) Linfield FC - Crvena Zvezda 2:4 (2:1)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Crvena Zvezda
1st(1st leg) CSKA Sofia - Ferencvárosi TC 2:1 (1:0)
2nd (2nd leg) Ferencvárosi TC - CSKA Sofia 4:1 (2:1)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Ferencvárosi TC
1st(1st leg) ACF Fiorentina - Östers IF 1:0 (0:0)
2nd (2nd leg) Östers IF - ACF Fiorentina 1:2 (1:1)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: ACF Fiorentina
1st(1st leg) Galatasaray - Waterford AFC 2:0 (2:0)
2nd (2nd leg) Waterford AFC - Galatasaray 2:3 (0:1)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Galatasaray
1st(1st leg) Leeds United - Lyn Oslo 10:0 (5:0)
2nd (2nd leg) Lyn Oslo - Leeds United 0:6 (0:3)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Leeds United
1st(1st leg) Hibernians FC - TJ Spartak TAZ Trnava 2:2 (0:0)
2nd (2nd leg) TJ Spartak TAZ Trnava - Hibernians FC 4:0 (1:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: TJ Spartak TAZ Trnava
1st(1st leg) Standard Liège - Nentori Tiranë 3:0 (2:0)
2nd (2nd leg) Nentori Tiranë - Standard Liège 1:1 (0:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Standard Liège
1st(1st leg) UT Arad - Legia Warszawa 1:2 (1:0)
2nd (2nd leg) Legia Warszawa - UT Arad 8:0 (0:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: Legia Warszawa
1st(1st leg) FC Vorwärts Berlin - Panathinaikos 2:0 (0:0)
2nd (2nd leg) Panathinaikos - FC Vorwärts Berlin 1:1 (1:0)
1st(1st leg): 17/09/1969 2nd (2nd leg): 01/10/1969 Winner: FC Vorwärts Berlin
1st(1st leg) Olympiakos Nikosia - Real Madrid 0:8 (0:3)
2nd (2nd leg) Real Madrid - Olympiakos Nikosia 6:1 (3:1)
1st(1st leg): 24/09/1969 2nd (2nd leg): 30/09/1969 Winner: Real Madrid