1st(1st leg) Ceahlăul Piatra Neamt - Austria Wien 2:2 (0:2)
2nd (2nd leg) Austria Wien - Ceahlăul Piatra Neamt 3:0 (1:0)
1st(1st leg): 15/07/2000 15:00 2nd (2nd leg): 22/07/2000 18:30 Winner: Austria Wien
1st(1st leg) Chmel Blsany - Kalamata 5:0 (2:0)
2nd (2nd leg) Kalamata - Chmel Blsany 0:3 (0:1)
1st(1st leg): 15/07/2000 15:30 2nd (2nd leg): 22/07/2000 19:00 Winner: Chmel Blsany
1st(1st leg) Slaven Belupo - Sigma Olomouc 1:1 (1:1)
2nd (2nd leg) Sigma Olomouc - Slaven Belupo 2:0 (0:0)
1st(1st leg): 15/07/2000 16:00 2nd (2nd leg): 22/07/2000 15:30 Winner: Sigma Olomouc
1st(1st leg) Zenit St. Petersburg - Lombard FC Tatabanya 2:1 (0:1)
2nd (2nd leg) Lombard FC Tatabanya - Zenit St. Petersburg 1:2 (0:0)
1st(1st leg): 15/07/2000 16:00 2nd (2nd leg): 22/07/2000 17:00 Winner: Zenit St. Petersburg
1st(1st leg) Standard Liège - SV Austria Salzburg 3:1 (1:1)
2nd (2nd leg) SV Austria Salzburg - Standard Liège 1:1 (0:1)
1st(1st leg): 15/07/2000 19:00 2nd (2nd leg): 22/07/2000 17:00 Winner: Standard Liège
1st(1st leg) CS Sedan - VfL Wolfsburg 0:0 (0:0)
2nd (2nd leg) VfL Wolfsburg - CS Sedan 2:1 (1:0)
1st(1st leg): 15/07/2000 19:30 2nd (2nd leg): 22/07/2000 17:15 Winner: VfL Wolfsburg
1st(1st leg) RC Lens - VfB Stuttgart 2:1 (1:0)
2nd (2nd leg) VfB Stuttgart - RC Lens 1:0 (1:0)
1st(1st leg): 15/07/2000 19:30 2nd (2nd leg): 22/07/2000 17:15 Winner: VfB Stuttgart
1st(1st leg) RC Celta - FK Pelister 3:0 (1:0)
2nd (2nd leg) FK Pelister - RC Celta 1:2 (0:0)
1st(1st leg): 15/07/2000 20:00 2nd (2nd leg): 22/07/2000 16:30 Winner: RC Celta
1st(1st leg) Aalborg BK - Udinese Calcio 0:2 (0:0)
2nd (2nd leg) Udinese Calcio - Aalborg BK 1:2 (1:1)
1st(1st leg): 16/07/2000 14:00 2nd (2nd leg): 22/07/2000 19:45 Winner: Udinese Calcio
1st(1st leg) Bradford City - RKC Waalwijk 2:0 (0:0)
2nd (2nd leg) RKC Waalwijk - Bradford City 0:1 (0:0)
1st(1st leg): 16/07/2000 15:00 2nd (2nd leg): 22/07/2000 18:30 Winner: Bradford City
1st(1st leg) FC Marila Příbram - Aston Villa 0:0 (0:0)
2nd (2nd leg) Aston Villa - FC Marila Příbram 3:1 (1:1)
1st(1st leg): 16/07/2000 16:00 2nd (2nd leg): 22/07/2000 14:00 Winner: Aston Villa
1st(1st leg) Rostselmash Rostov - AJ Auxerre 0:2 (0:1)
2nd (2nd leg) AJ Auxerre - Rostselmash Rostov 3:1 (3:0)
1st(1st leg): 16/07/2000 16:00 2nd (2nd leg): 22/07/2000 19:30 Winner: AJ Auxerre