2. Runde
28.07.1999 16:00 Rapid Wien Rapid Wien - Valletta FC Valletta FC
28.07.1999 16:00 Dinamo Tbilisi Dinamo Tbilisi - FC Zimbru FC Zimbru
28.07.1999 16:30 Rapid Bucureşti Rapid Bucureşti - Skonto FC Skonto FC
28.07.1999 17:00 Dnepr Mogilev Dnepr Mogilev - AIK Solna AIK Solna
28.07.1999 17:30 Anorthosis Famagusta Anorthosis Famagusta - Slovan Bratislava Slovan Bratislava
28.07.1999 17:30 PFC Litex Lovech PFC Litex Lovech - Widzew Łódź Widzew Łódź
28.07.1999 18:00 CSKA Moskva CSKA Moskva - Molde FK Molde FK
28.07.1999 18:00 Haka Valkeakoski Haka Valkeakoski - Rangers FC Rangers FC
28.07.1999 18:00 Dinamo Kiev Dinamo Kiev - FK Zalgiris FK Zalgiris
28.07.1999 19:45 Beşiktaş Beşiktaş - Hapoel Haifa Hapoel Haifa
28.07.1999 20:00 FK Sloga Jugomagnat FK Sloga Jugomagnat - Brøndby IF Brøndby IF
28.07.1999 20:00 Maribor Teatanic Maribor Teatanic - KRC Genk KRC Genk
28.07.1999 20:15 Partizan Partizan - HNK Rijeka HNK Rijeka
28.07.1999 21:00 ÍBV Vestmannaeyjar ÍBV Vestmannaeyjar - MTK Hungaria MTK Hungaria
04.08.1999 17:00 FC Zimbru FC Zimbru - Dinamo Tbilisi Dinamo Tbilisi
04.08.1999 17:00 FK Zalgiris FK Zalgiris - Dinamo Kiev Dinamo Kiev
04.08.1999 18:00 Valletta FC Valletta FC - Rapid Wien Rapid Wien
04.08.1999 18:00 Slovan Bratislava Slovan Bratislava - Anorthosis Famagusta Anorthosis Famagusta
04.08.1999 18:00 Molde FK Molde FK - CSKA Moskva CSKA Moskva
04.08.1999 19:00 AIK Solna AIK Solna - Dnepr Mogilev Dnepr Mogilev
04.08.1999 19:30 Hapoel Haifa Hapoel Haifa - Beşiktaş Beşiktaş
04.08.1999 20:00 Skonto FC Skonto FC - Rapid Bucureşti Rapid Bucureşti
04.08.1999 20:15 Widzew Łódź Widzew Łódź - PFC Litex Lovech PFC Litex Lovech
04.08.1999 20:30 HNK Rijeka HNK Rijeka - Partizan Partizan
04.08.1999 20:30 KRC Genk KRC Genk - Maribor Teatanic Maribor Teatanic
04.08.1999 20:45 Rangers FC Rangers FC - Haka Valkeakoski Haka Valkeakoski
04.08.1999 20:45 Brøndby IF Brøndby IF - FK Sloga Jugomagnat FK Sloga Jugomagnat
04.08.1999 20:45 MTK Hungaria MTK Hungaria - ÍBV Vestmannaeyjar ÍBV Vestmannaeyjar
3. Runde
10.08.1999 20:30 Olympique Lyon Olympique Lyon - Maribor Teatanic Maribor Teatanic
11.08.1999 18:00 Spartak Moskva Spartak Moskva - Partizan Partizan
11.08.1999 18:00 FK Teplice FK Teplice - Borussia Dortmund Borussia Dortmund
11.08.1999 18:30 Aalborg BK Aalborg BK - Dinamo Kiev Dinamo Kiev
11.08.1999 19:30 FC Zimbru FC Zimbru - PSV Eindhoven PSV Eindhoven
11.08.1999 19:30 Rapid Wien Rapid Wien - Galatasaray Galatasaray
11.08.1999 19:30 Hapoel Haifa Hapoel Haifa - Valencia CF Valencia CF
11.08.1999 20:00 Molde FK Molde FK - RCD Mallorca RCD Mallorca
11.08.1999 20:15 AEK Athen AEK Athen - AIK Solna AIK Solna
11.08.1999 20:15 Croatia Zagreb Croatia Zagreb - MTK Hungaria MTK Hungaria
11.08.1999 20:45 ACF Fiorentina ACF Fiorentina - Widzew Łódź Widzew Łódź
11.08.1999 20:45 Brøndby IF Brøndby IF - Boavista Boavista
11.08.1999 20:45 Hertha BSC Hertha BSC - Anorthosis Famagusta Anorthosis Famagusta
11.08.1999 21:05 Chelsea FC Chelsea FC - Skonto FC Skonto FC
11.08.1999 21:05 Rangers FC Rangers FC - Parma AC Parma AC
11.08.1999 21:15 Sturm Graz Sturm Graz - Servette FC Servette FC
25.08.1999 18:00 Widzew Łódź Widzew Łódź - ACF Fiorentina ACF Fiorentina
25.08.1999 18:00 Dinamo Kiev Dinamo Kiev - Aalborg BK Aalborg BK
25.08.1999 18:00 Anorthosis Famagusta Anorthosis Famagusta - Hertha BSC Hertha BSC
25.08.1999 18:30 Skonto FC Skonto FC - Chelsea FC Chelsea FC
25.08.1999 19:00 AIK Solna AIK Solna - AEK Athen AEK Athen
25.08.1999 20:00 PSV Eindhoven PSV Eindhoven - FC Zimbru FC Zimbru
25.08.1999 20:15 Partizan Partizan - Spartak Moskva Spartak Moskva
25.08.1999 20:15 MTK Hungaria MTK Hungaria - Croatia Zagreb Croatia Zagreb
25.08.1999 20:30 Galatasaray Galatasaray - Rapid Wien Rapid Wien
25.08.1999 20:30 Maribor Teatanic Maribor Teatanic - Olympique Lyon Olympique Lyon
25.08.1999 20:30 Borussia Dortmund Borussia Dortmund - FK Teplice FK Teplice
25.08.1999 20:45 Servette FC Servette FC - Sturm Graz Sturm Graz
25.08.1999 21:00 Parma AC Parma AC - Rangers FC Rangers FC
25.08.1999 21:30 RCD Mallorca RCD Mallorca - Molde FK Molde FK
25.08.1999 22:00 Boavista Boavista - Brøndby IF Brøndby IF
25.08.1999 22:00 Valencia CF Valencia CF - Hapoel Haifa Hapoel Haifa