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| 1st(1st leg) | Iraklis Saloniki | - | 1. FC Kaiserslautern | 1:3 (0:2) | ||
| 2nd (2nd leg) | 1. FC Kaiserslautern | - | Iraklis Saloniki | 2:3 (2:0) | ||
| 1st(1st leg): 23/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: 1. FC Kaiserslautern | ||||
| 1st(1st leg) | Udinese Calcio | - | PAOK Saloniki | 1:0 (0:0) | ||
| 2nd (2nd leg) | PAOK Saloniki | - | Udinese Calcio | 3:0 (0:0, 1:0) aet | ||
| 1st(1st leg): 24/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: PAOK Saloniki | ||||
| 1st(1st leg) | Werder Bremen | - | KRC Genk | 4:1 (2:1) | ||
| 2nd (2nd leg) | KRC Genk | - | Werder Bremen | 2:5 (1:3) | ||
| 1st(1st leg): 24/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Werder Bremen | ||||
| 1st(1st leg) | NK Osijek | - | Rapid Wien | 2:1 (1:1) | ||
| 2nd (2nd leg) | Rapid Wien | - | NK Osijek | 0:2 (0:1) | ||
| 1st(1st leg): 24/10/2000 17:00 | 2nd (2nd leg): 07/11/2000 17:00 | Winner: NK Osijek | ||||
| 1st(1st leg) | Wisła Kraków | - | FC Porto | 0:0 (0:0) | ||
| 2nd (2nd leg) | FC Porto | - | Wisła Kraków | 3:0 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: FC Porto | ||||
| 1st(1st leg) | FC Tirol Innsbruck | - | VfB Stuttgart | 1:0 (0:0) | ||
| 2nd (2nd leg) | VfB Stuttgart | - | FC Tirol Innsbruck | 3:1 (3:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: VfB Stuttgart | ||||
| 1st(1st leg) | Lokomotiv Moskva | - | FK AŠK Inter Slovnaft Bratislava | 1:0 (1:0) | ||
| 2nd (2nd leg) | FK AŠK Inter Slovnaft Bratislava | - | Lokomotiv Moskva | 1:2 (0:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Lokomotiv Moskva | ||||
| 1st(1st leg) | Lillestrøm SK | - | CD Alavés | 1:3 (0:2) | ||
| 2nd (2nd leg) | CD Alavés | - | Lillestrøm SK | 2:2 (1:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: CD Alavés | ||||
| 1st(1st leg) | Hertha BSC | - | Amica Wronki | 3:1 (1:0) | ||
| 2nd (2nd leg) | Amica Wronki | - | Hertha BSC | 1:1 (0:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 07/11/2000 | Winner: Hertha BSC | ||||
| 1st(1st leg) | FC Nantes | - | MTK Hungaria | 2:1 (0:1) | ||
| 2nd (2nd leg) | MTK Hungaria | - | FC Nantes | 0:1 (0:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: FC Nantes | ||||
| 1st(1st leg) | Lausanne Sports | - | AFC Ajax | 1:0 (1:0) | ||
| 2nd (2nd leg) | AFC Ajax | - | Lausanne Sports | 2:2 (1:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Lausanne Sports | ||||
| 1st(1st leg) | Parma AC | - | Dinamo Zagreb | 2:0 (0:0) | ||
| 2nd (2nd leg) | Dinamo Zagreb | - | Parma AC | 1:0 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Parma AC | ||||
| 1st(1st leg) | AEK Athen | - | Herfølge BK | 5:0 (0:0) | ||
| 2nd (2nd leg) | Herfølge BK | - | AEK Athen | 2:1 (1:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 07/11/2000 | Winner: AEK Athen | ||||
| 1st(1st leg) | OFI Heraklion | - | Slavia Praha | 2:2 (1:1) | ||
| 2nd (2nd leg) | Slavia Praha | - | OFI Heraklion | 4:1 (0:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Slavia Praha | ||||
| 1st(1st leg) | Club Brugge KV | - | FC St. Gallen | 2:1 (0:1) | ||
| 2nd (2nd leg) | FC St. Gallen | - | Club Brugge KV | 1:1 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Club Brugge KV | ||||
| 1st(1st leg) | Halmstads BK | - | TSV 1860 München | 3:2 (2:2) | ||
| 2nd (2nd leg) | TSV 1860 München | - | Halmstads BK | 3:1 (2:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 07/11/2000 | Winner: TSV 1860 München | ||||
| 1st(1st leg) | Crvena Zvezda | - | RC Celta | 1:0 (0:0) | ||
| 2nd (2nd leg) | RC Celta | - | Crvena Zvezda | 3:0 (1:3) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: RC Celta | ||||
| 1st(1st leg) | Girondins Bordeaux | - | Celtic FC | 1:1 (1:1) | ||
| 2nd (2nd leg) | Celtic FC | - | Girondins Bordeaux | 1:2 (0:0, 1:1) aet | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Girondins Bordeaux | ||||
| 1st(1st leg) | Inter | - | Vitesse | 0:0 (0:0) | ||
| 2nd (2nd leg) | Vitesse | - | Inter | 1:1 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Inter | ||||
| 1st(1st leg) | Rayo Vallecano | - | Viborg FF | 1:0 (1:0) | ||
| 2nd (2nd leg) | Viborg FF | - | Rayo Vallecano | 2:1 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Rayo Vallecano | ||||
| 1st(1st leg) | Liverpool FC | - | Slovan Liberec | 1:0 (0:0) | ||
| 2nd (2nd leg) | Slovan Liberec | - | Liverpool FC | 2:3 (1:1) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Liverpool FC | ||||
| 1st(1st leg) | FC Basel | - | Feyenoord | 1:2 (0:0) | ||
| 2nd (2nd leg) | Feyenoord | - | FC Basel | 1:0 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Feyenoord | ||||
| 1st(1st leg) | Espanyol Barcelona | - | Grazer AK | 4:0 (4:0) | ||
| 2nd (2nd leg) | Grazer AK | - | Espanyol Barcelona | 1:0 (0:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: Espanyol Barcelona | ||||
| 1st(1st leg) | Boavista | - | AS Roma | 0:1 (0:0) | ||
| 2nd (2nd leg) | AS Roma | - | Boavista | 1:1 (1:0) | ||
| 1st(1st leg): 26/10/2000 | 2nd (2nd leg): 09/11/2000 | Winner: AS Roma | ||||
