| Wednesday 26th July 2000 | |||
| 1st Leg | |||
| Anderlecht | 4-2 | Anorthosis Famagusta | |
| Besiktas | 1-0 | Levski Sofia | |
| Brondby | 3-1 | KR Reykjavik | |
| Dinamo Bucharest | 3-4 | Polonia Warsaw | |
| FC Haka Valkeakoski | 0-0 | Inter Bratislava | |
| Hajduk Split | 0-2 | Dunaferr SE | |
| Helsingborgs | 0-0 | BATE Borisov | |
| Rangers | 4-1 | FBK Kaunas | |
| Red Star Belgrade | 4-0 | Torpedo Kutaisi | |
| Shakhtar Donetsk | 4-1 | Levadia Maardu | |
| Shelbourne | 1-3 | Rosenborg | |
| Slavia Prague | 1-0 | Shamkir | |
| Sturm Graz | 3-0 | Hapoel Tel-Aviv | |
| Zimbru Chisinau | 2-0 | Maribor Teatanic | |
| Wednesday 2nd August 2000 | |||
| 2nd Leg | |||
| Anorthosis Famagusta | 0-0 | Anderlecht | (2-4) |
| BATE Borisov | 0-3 | Helsingborgs | (0-3) |
| Dunaferr SE | 2-2 | Hajduk Split | (4-2) |
| FBK Kaunas | 0-0 | Rangers | (1-4) |
| Hapoel Tel-Aviv | 1-2 | Sturm Graz | (1-5) |
| Inter Bratislava | 1-0 | FC Haka Valkeakoski | (1-0) |
| KR Reykjavik | 0-1 | Brondby | (1-4) |
| Levadia Maardu | 1-5 | Shakhtar Donetsk | (2-9) |
| Levski Sofia | 1-1 | Besiktas | (1-2) |
| Maribor Teatanic | 1-0 | Zimbru Chisinau | (1-2) |
| Polonia Warsaw | 3-1 | Dinamo Bucharest | (7-4) |
| Rosenborg | 1-1 | Shelbourne | (4-2) |
| Shamkir | 1-4 | Slavia Prague | (1-5) |
| Torpedo Kutaisi | 2-0 | Red Star Belgrade | (2-4) |
July 2000
| Jul | Aug | Sep | Oct | Nov | Dec |
| Jan | Feb | Mar | Apr | May | Jun |
| Mo | Tu | We | Th | Fr | Sa | Su |
| 1 | 2 | |||||
| 3 | 4 | 5 | 6 | 7 | 8 | 9 |
| 10 | 11 | 12 | 13 | 14 | 15 | 16 |
| 17 | 18 | 19 | 20 | 21 | 22 | 23 |
| 24 | 25 | 26 | 27 | 28 | 29 | 30 |
| 31 |
- Final
- Semi-Final
- Quarter-Final
- Second Round Group A
- Second Round Group B
- Second Round Group C
- Second Round Group D
- First Round Group A
- First Round Group B
- First Round Group C
- First Round Group D
- First Round Group E
- First Round Group F
- First Round Group G
- First Round Group H
- Third Qualifying Round
- Second Qualifying Round
- First Qualifying Round
