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| 1st(1st leg) | Shirak FC | - | BATE Borisov | 1:1 (1:1) | ||
| 2nd (2nd leg) | BATE Borisov | - | Shirak FC | 2:1 (1:0) | ||
| 1st(1st leg): 12/07/2000 14:00 | 2nd (2nd leg): 19/07/2000 16:30 | Winner: BATE Borisov | ||||
| 1st(1st leg) | Skonto FC | - | Shamkir FK | 2:1 (0:0) | ||
| 2nd (2nd leg) | Shamkir FK | - | Skonto FC | 4:1 (1:1, 2:1) aet | ||
| 1st(1st leg): 12/07/2000 16:00 | 2nd (2nd leg): 19/07/2000 14:30 | Winner: Shamkir FK | ||||
| 1st(1st leg) | KF Tiranë | - | FC Zimbru | 2:3 (2:2) | ||
| 2nd (2nd leg) | FC Zimbru | - | KF Tiranë | 3:2 (2:2) | ||
| 1st(1st leg): 12/07/2000 16:30 | 2nd (2nd leg): 19/07/2000 16:00 | Winner: FC Zimbru | ||||
| 1st(1st leg) | Zalgiris Kaunas | - | NK Brotnjo | 4:0 (3:0) | ||
| 2nd (2nd leg) | NK Brotnjo | - | Zalgiris Kaunas | 3:0 (3:0) | ||
| 1st(1st leg): 12/07/2000 17:30 | 2nd (2nd leg): 19/07/2000 16:30 | Winner: Zalgiris Kaunas | ||||
| 1st(1st leg) | Haka Valkeakoski | - | Linfield FC | 1:0 (0:0) | ||
| 2nd (2nd leg) | Linfield FC | - | Haka Valkeakoski | 2:1 (1:0) | ||
| 1st(1st leg): 12/07/2000 18:00 | 2nd (2nd leg): 19/07/2000 19:45 | Winner: Haka Valkeakoski | ||||
| 1st(1st leg) | KÍ Klaksvík | - | Crvena Zvezda | 0:3 (0:1) | ||
| 2nd (2nd leg) | Crvena Zvezda | - | KÍ Klaksvík | 2:0 (2:0) | ||
| 1st(1st leg): 12/07/2000 18:00 | 2nd (2nd leg): 19/07/2000 19:00 | Winner: Crvena Zvezda | ||||
| 1st(1st leg) | Birkirkara FC | - | KR Reykjavík | 1:2 (1:0) | ||
| 2nd (2nd leg) | KR Reykjavík | - | Birkirkara FC | 4:1 (2:0) | ||
| 1st(1st leg): 12/07/2000 18:30 | 2nd (2nd leg): 19/07/2000 21:00 | Winner: KR Reykjavík | ||||
| 1st(1st leg) | F91 Dudelange | - | Levski Sofia | 0:4 (0:2) | ||
| 2nd (2nd leg) | Levski Sofia | - | F91 Dudelange | 2:0 (1:0) | ||
| 1st(1st leg): 12/07/2000 19:00 | 2nd (2nd leg): 19/07/2000 19:00 | Winner: Levski Sofia | ||||
| 1st(1st leg) | FK Sloga Jugomagnat | - | Shelbourne FC | 0:1 (0:0) | ||
| 2nd (2nd leg) | Shelbourne FC | - | FK Sloga Jugomagnat | 1:1 (1:0) | ||
| 1st(1st leg): 12/07/2000 19:00 | 2nd (2nd leg): 19/07/2000 19:45 | Winner: Shelbourne FC | ||||
| 1st(1st leg) | TNS Llansantffraid | - | Levadia Maardu | 2:2 (0:0) | ||
| 2nd (2nd leg) | Levadia Maardu | - | TNS Llansantffraid | 4:0 (1:0) | ||
| 1st(1st leg): 12/07/2000 19:30 | 2nd (2nd leg): 19/07/2000 16:00 | Winner: Levadia Maardu | ||||
