| Round 1 |
| 18-09-1968 |
Malmo FF - AC Milan |
2-1 |
 |
 |
| 18-09-1968 |
FC Zurich - Akademisk Boldklub |
1-3 |
|
|
| 18-09-1968 |
RSC Anderlecht - Glentoran FC |
3-0 |
 |
|
| 18-09-1968 |
AS Saint etienne - Celtic FC |
2-0 |
|
|
| 18-09-1968 |
AEK Athens - Jeunesse Esch |
3-0 |
|
|
| 18-09-1968 |
Waterford United - Manchester United |
1-3 |
|
|
| 18-09-1968 |
Floriana FC - Lahden Reipas |
1-1 |
|
|
| 18-09-1968 |
Valur Reykjavik - SL Benfica |
0-0 |
|
|
| 18-09-1968 |
Manchester City - Fenerbahce |
0-0 |
|
|
| 18-09-1968 |
Steaua Bucharest - Spartak Trnava |
3-1 |
|
|
| 18-09-1968 |
Real Madrid - AEL Limassol |
6-0 |
|
|
| 18-09-1968 |
1 FC Nuremberg - Ajax Amsterdam |
1-1 |
|
|
| 18-09-1968 |
Rosenborg BK - Rapid Vienna |
1-3 |
|
|
| Round 1 |
| 26-09-1968 |
AEL Limassol - Real Madrid |
0-6 |
|
|
| 02-10-1968 |
AC Milan - Malmo FF |
4-1 |
|
|
| 02-10-1968 |
Akademisk Boldklub - FC Zurich |
1-2 |
|
|
| 02-10-1968 |
Glentoran FC - RSC Anderlecht |
2-2 |
|
|
| 02-10-1968 |
Celtic FC - AS Saint etienne |
4-0 |
|
|
| 02-10-1968 |
Jeunesse Esch - AEK Athens |
3-2 |
|
|
| 02-10-1968 |
Lahden Reipas - Floriana FC |
2-0 |
|
|
| 02-10-1968 |
SL Benfica - Valur Reykjavik |
8-1 |
|
|
| 02-10-1968 |
Spartak Trnava - Steaua Bucharest |
4-0 |
|
|
| 02-10-1968 |
Manchester United - Waterford United |
7-1 |
|
|
| 02-10-1968 |
Rapid Vienna - Rosenborg BK |
3-3 |
|
|
| 02-10-1968 |
Fenerbahce - Manchester City |
2-1 |
|
|
| 02-10-1968 |
Ajax Amsterdam - 1 FC Nuremberg |
4-0 |
|
|
| Last 16 |
| 13-11-1968 |
Manchester United - RSC Anderlecht |
3-0 |
|
|
| 13-11-1968 |
Celtic FC - Red Star Belgrade |
5-1 |
|
|
| 13-11-1968 |
AEK Athens - Akademisk Boldklub |
0-0 |
|
|
| 13-11-1968 |
Ajax Amsterdam - Fenerbahce |
2-0 |
|
|
| 20-11-1968 |
Lahden Reipas - Spartak Trnava |
1-9 |
|
|
| 20-11-1968 |
Rapid Vienna - Real Madrid |
1-0 |
|
|
| Last 16 |
| 27-11-1968 |
RSC Anderlecht - Manchester United |
3-1 |
|
|
| 27-11-1968 |
Red Star Belgrade - Celtic FC |
1-1 |
|
|
| 27-11-1968 |
Akademisk Boldklub - AEK Athens |
0-2 |
|
|
| 27-11-1968 |
Spartak Trnava - Lahden Reipas |
7-1 |
|
|
| 28-11-1968 |
Fenerbahce - Ajax Amsterdam |
0-2 |
|
|
| 04-12-1968 |
Real Madrid - Rapid Vienna |
2-1 |
|
|
| Quarter Final |
| 12-02-1969 |
Ajax Amsterdam - SL Benfica |
1-3 |
|
|
| 19-02-1969 |
AC Milan - Celtic FC |
0-0 |
|
|
| 26-02-1969 |
Spartak Trnava - AEK Athens |
2-1 |
|
|
| 26-02-1969 |
Manchester United - Rapid Vienna |
3-0 |
|
|
| Quarter Final |
| 19-02-1969 |
SL Benfica - Ajax Amsterdam |
1-3 |
|
|
| 05-03-1969 |
Rapid Vienna - Manchester United |
0-0 |
|
|
| 12-03-1969 |
Celtic FC - AC Milan |
0-1 |
|
|
| 12-03-1969 |
AEK Athens - Spartak Trnava |
1-1 |
|
|
| Quarter Final Replay |
| 05-03-1969 |
Ajax Amsterdam - SL Benfica |
3-0 AET |
|
|
| Semi Final |
| 13-04-1969 |
Ajax Amsterdam - Spartak Trnava |
3-0 |
|
|
| 23-04-1969 |
AC Milan - Manchester United |
2-0 |
|
|
| Semi Final |
| 24-04-1969 |
Spartak Trnava - Ajax Amsterdam |
2-0 |
|
|
| 15-05-1969 |
Manchester United - AC Milan |
1-0 |
|
|
| Final |
| 28-05-1969 |
AC Milan - Ajax Amsterdam |
4-1 |
|
|
