| Round 1 |
| 18-09-1968 |
FC Lugano - CF Barcelona |
0-1 |
 |
 |
| 18-09-1968 |
US Rumelange - Sliema Wanderers |
2-1 |
|
|
| 18-09-1968 |
Dunfermline Athletic FC - APOEL Nicosia |
10-1 |
|
|
| 18-09-1968 |
FC Girondins Bordeaux - 1 FC Koln |
2-1 |
|
|
| 18-09-1968 |
Cardiff City - FC Porto |
2-2 |
|
|
| 18-09-1968 |
Slovan Bratislava - FK Bor |
3-0 |
|
|
| 18-09-1968 |
Crusaders FC - IFK Norrkoping |
2-2 |
|
|
| 18-09-1968 |
Altay SK - Lyn 1896 FK |
3-1 |
|
|
| 18-09-1968 |
Randers FC - Shamrock Rovers |
1-0 |
|
|
| 18-09-1968 |
FK Partizani - AC Torino |
1-0 |
|
|
| 18-09-1968 |
RFC Brugeois - West Bromwich Albion |
3-1 |
|
|
| 19-09-1968 |
HSV ADO - Grazer AK |
4-1 |
|
|
| 20-09-1968 |
Olympiacos Piraeus - KR Reykjavik |
2-0 |
|
|
| Round 1 |
| 22-09-1968 |
KR Reykjavik - Olympiacos Piraeus |
0-2 |
|
|
| 29-09-1968 |
Sliema Wanderers - US Rumelange |
1-0 |
|
|
| 02-10-1968 |
APOEL Nicosia - Dunfermline Athletic FC |
0-2 |
|
|
| 02-10-1968 |
CF Barcelona - FC Lugano |
3-0 |
|
|
| 02-10-1968 |
1 FC Koln - FC Girondins Bordeaux |
3-0 |
|
|
| 02-10-1968 |
FC Porto - Cardiff City |
2-1 |
|
|
| 02-10-1968 |
FK Bor - Slovan Bratislava |
2-0 |
|
|
| 02-10-1968 |
IFK Norrkoping - Crusaders FC |
4-1 |
|
|
| 02-10-1968 |
Lyn 1896 FK - Altay SK |
4-1 |
|
|
| 02-10-1968 |
Shamrock Rovers - Randers FC |
1-2 |
|
|
| 02-10-1968 |
AC Torino - FK Partizani |
3-1 |
|
|
| 02-10-1968 |
West Bromwich Albion - RFC Brugeois |
2-0 |
|
|
| 03-10-1968 |
Grazer AK - HSV ADO |
0-2 |
|
|
| Last 16 |
| 31-10-1968 |
Lyn 1896 FK - IFK Norrkoping |
2-0 |
|
|
| 12-11-1968 |
HSV ADO - 1 FC Koln |
0-1 |
|
|
| 13-11-1968 |
Dunfermline Athletic FC - Olympiacos Piraeus |
4-0 |
|
|
| 13-11-1968 |
Randers FC - Sliema Wanderers |
6-0 |
|
|
| 13-11-1968 |
FC Porto - Slovan Bratislava |
1-0 |
|
|
| 13-11-1968 |
FC Dinamo 1948 - West Bromwich Albion |
1-1 |
|
|
| Last 16 |
| 17-11-1968 |
IFK Norrkoping - Lyn 1896 FK |
3-2 |
|
|
| 27-11-1968 |
Olympiacos Piraeus - Dunfermline Athletic FC |
3-0 |
|
|
| 27-11-1968 |
Sliema Wanderers - Randers FC |
0-2 |
|
|
| 27-11-1968 |
Slovan Bratislava - FC Porto |
4-0 |
|
|
| 27-11-1968 |
1 FC Koln - HSV ADO |
3-0 |
|
|
| 27-11-1968 |
West Bromwich Albion - FC Dinamo 1948 |
4-0 |
|
|
| Quarter Final |
| 15-01-1969 |
Dunfermline Athletic FC - West Bromwich Albion |
0-0 |
|
|
| 30-01-1969 |
Lyn 1896 FK - CF Barcelona |
2-3 |
|
|
| 19-02-1969 |
AC Torino - Slovan Bratislava |
0-1 |
|
|
| 08-03-1969 |
1 FC Koln - Randers FC |
2-1 |
|
|
| Quarter Final |
| 08-02-1969 |
CF Barcelona - Lyn 1896 FK |
2-2 |
|
|
| 19-02-1969 |
West Bromwich Albion - Dunfermline Athletic FC |
0-1 |
|
|
| 05-03-1969 |
Slovan Bratislava - AC Torino |
2-1 |
|
|
| 12-03-1969 |
Randers FC - 1 FC Koln |
0-3 |
|
|
| Semi Final |
| 02-04-1969 |
1 FC Koln - CF Barcelona |
2-2 |
|
|
| 09-04-1969 |
Dunfermline Athletic FC - Slovan Bratislava |
1-1 |
|
|
| Semi Final |
| 09-04-1969 |
CF Barcelona - 1 FC Koln |
4-1 |
|
|
| 23-04-1969 |
Slovan Bratislava - Dunfermline Athletic FC |
1-0 |
|
|
| Final |
| 21-05-1969 |
Slovan Bratislava - CF Barcelona |
3-2 |
|
|