| 14 Jul 99 | Qualifier   | VMFD ZalgirisVMFD Zalgiris | 2 - 0 | Araks AraratAraks Ararat |
| 14 Jul 99 | Qualifier | Litex LovechLitex Lovech | 3 - 0 | GlentoranGlentoran |
| 14 Jul 99 | Qualifier  | Partizan BelgradePartizan Belg | 6 - 0 | FC Flora TallinFC Flora Tall |
| 14 Jul 99 | Qualifier | Jeunesse EschJeunesse Esch | 0 - 2 | Skonto RigaSkonto Riga |
| 14 Jul 99 | Qualifier | HB TorshavnHB Torshavn | 1 - 1 | FC HakaFC Haka |
| 14 Jul 99 | Qualifier | VestmannaeyjarVestmannaeyja | 1 - 0 | SK TiranaSK Tirana |
| 14 Jul 99 | Qualifier | ShkupiShkupi | 1 - 0 | KapazKapaz |
| 14 Jul 99 | Qualifier | Barry Town UnitedBarry Town Un | 0 - 0 | VallettaValletta |
| 14 Jul 99 | Qualifier | St PatricksSt Patricks | 0 - 5 | Zimbru ChisinauZimbru Chisin |
| 21 Jul 99 | Qualifier | Araks AraratAraks Ararat | 0 - 3 | VMFD ZalgirisVMFD Zalgiris |
| 21 Jul 99 | Qualifier | KapazKapaz | 2 - 1 | ShkupiShkupi |
| 21 Jul 99 | Qualifier | Zimbru ChisinauZimbru Chisin | 5 - 0 | St PatricksSt Patricks |
| 21 Jul 99 | Qualifier | SK TiranaSK Tirana | 1 - 2 | VestmannaeyjarVestmannaeyja |
| 21 Jul 99 | Qualifier | Skonto RigaSkonto Riga | 8 - 0 | Jeunesse EschJeunesse Esch |
| 21 Jul 99 | Qualifier | FC Flora TallinFC Flora Tall | 1 - 4 | Partizan BelgradePartizan Belg |
| 21 Jul 99 | Qualifier | FC HakaFC Haka | 6 - 0 | HB TorshavnHB Torshavn |
| 21 Jul 99 | Qualifier | VallettaValletta | 3 - 2 | Barry Town UnitedBarry Town Un |
| 21 Jul 99 | Qualifier | GlentoranGlentoran | 0 - 2 | Litex LovechLitex Lovech |
| 28 Jul 99 | Qualifier | Rapid ViennaRapid Vienna | 3 - 0 | VallettaValletta |
| 28 Jul 99 | Qualifier | Dinamo TbilisiDinamo Tbilis | 2 - 1 | Zimbru ChisinauZimbru Chisin |
| 28 Jul 99 | Qualifier | Rapid BucurestiRapid Bucures | 3 - 3 | Skonto RigaSkonto Riga |
| 28 Jul 99 | Qualifier | FC Dnepr MogilevFC Dnepr Mogi | 0 - 1 | AIKAIK |
| 28 Jul 99 | Qualifier | Litex LovechLitex Lovech | 4 - 1 | Widzew LodzWidzew Lodz |
| 28 Jul 99 | Qualifier | Anorthosis FamagustaAnorthosis Fa | 2 - 1 | Slovan BratislavaSlovan Bratis |
| 28 Jul 99 | Qualifier | CSKA MoscowCSKA Moscow | 2 - 0 | MoldeMolde |
| 28 Jul 99 | Qualifier | FC HakaFC Haka | 1 - 4 | RangersRangers |
| 28 Jul 99 | Qualifier | Dynamo KievDynamo Kiev | 2 - 0 | VMFD ZalgirisVMFD Zalgiris |
| 28 Jul 99 | Qualifier | BesiktasBesiktas | 1 - 1 | Hapoel HaifaHapoel Haifa |
| 28 Jul 99 | Qualifier | ShkupiShkupi | 0 - 1 | BrøndbyBrøndby |
| 28 Jul 99 | Qualifier | NK MariborNK Maribor | 5 - 1 | GenkGenk |
| 28 Jul 99 | Qualifier | Partizan BelgradePartizan Belg | 3 - 1 | RijekaRijeka |
| 28 Jul 99 | Qualifier | VestmannaeyjarVestmannaeyja | 0 - 2 | MTK HungariaMTK Hungaria |
| 04 Aug 99 | Qualifier | Zimbru ChisinauZimbru Chisin | 2 - 0 | Dinamo TbilisiDinamo Tbilis |
| 04 Aug 99 | Qualifier | VMFD ZalgirisVMFD Zalgiris | 0 - 1 | Dynamo KievDynamo Kiev |
| 04 Aug 99 | Qualifier | VallettaValletta | 0 - 2 | Rapid ViennaRapid Vienna |
| 04 Aug 99 | Qualifier | Slovan BratislavaSlovan Bratis | 1 - 1 | Anorthosis FamagustaAnorthosis Fa |
| 04 Aug 99 | Qualifier | MoldeMolde | 4 - 0 | CSKA MoscowCSKA Moscow |
| 04 Aug 99 | Qualifier | AIKAIK | 2 - 0 | FC Dnepr MogilevFC Dnepr Mogi |
| 04 Aug 99 | Qualifier | Hapoel HaifaHapoel Haifa | 0 - 0 | BesiktasBesiktas |
| 04 Aug 99 | Qualifier | Skonto RigaSkonto Riga | 2 - 1 | Rapid BucurestiRapid Bucures |
| 04 Aug 99 | Qualifier | Widzew LodzWidzew Lodz | 4 - 1 | Litex LovechLitex Lovech |
| 04 Aug 99 | Qualifier | GenkGenk | 3 - 0 | NK MariborNK Maribor |
| 04 Aug 99 | Qualifier | RijekaRijeka | 0 - 3 | Partizan BelgradePartizan Belg |
| 04 Aug 99 | Qualifier | RangersRangers | 3 - 0 | FC HakaFC Haka |
| 04 Aug 99 | Qualifier | BrøndbyBrøndby | 1 - 0 | ShkupiShkupi |
| 04 Aug 99 | Qualifier | MTK HungariaMTK Hungaria | 3 - 1 | VestmannaeyjarVestmannaeyja |
| 10 Aug 99 | Qualifier | LyonLyon | 0 - 1 | NK MariborNK Maribor |
| 11 Aug 99 | Qualifier | Spartak MoscowSpartak Mosco | 2 - 0 | Partizan BelgradePartizan Belg |
| 11 Aug 99 | Qualifier | TepliceTeplice | 0 - 1 | DortmundDortmund |
| 11 Aug 99 | Qualifier | AaBAaB | 1 - 2 | Dynamo KievDynamo Kiev |
| 11 Aug 99 | Qualifier | Rapid ViennaRapid Vienna | 0 - 3 | GalatasarayGalatasaray |
| 11 Aug 99 | Qualifier | Hapoel HaifaHapoel Haifa | 0 - 2 | ValenciaValencia |
| 11 Aug 99 | Qualifier | Zimbru ChisinauZimbru Chisin | 0 - 0 | PSV EindhovenPSV Eindhoven |
| 11 Aug 99 | Qualifier | MoldeMolde | 0 - 0 | MallorcaMallorca |
| 11 Aug 99 | Qualifier | Dinamo ZagrebDinamo Zagreb | 0 - 0 | MTK HungariaMTK Hungaria |
| 11 Aug 99 | Qualifier | AEKAEK | 0 - 0 | AIKAIK |
| 11 Aug 99 | Qualifier | FiorentinaFiorentina | 3 - 1 | Widzew LodzWidzew Lodz |
| 11 Aug 99 | Qualifier | HerthaHertha | 2 - 0 | Anorthosis FamagustaAnorthosis Fa |
| 11 Aug 99 | Qualifier | BrøndbyBrøndby | 1 - 2 | BoavistaBoavista |
| 11 Aug 99 | Qualifier | RangersRangers | 2 - 0 | Parma Calcio 1913Parma Calcio |
| 11 Aug 99 | Qualifier | ChelseaChelsea | 3 - 0 | Skonto RigaSkonto Riga |
| 11 Aug 99 | Qualifier | Sturm GrazSturm Graz | 2 - 1 | ServetteServette |
| 25 Aug 99 | Qualifier | Anorthosis FamagustaAnorthosis Fa | 0 - 0 | HerthaHertha |
| 25 Aug 99 | Qualifier | Widzew LodzWidzew Lodz | 0 - 2 | FiorentinaFiorentina |
| 25 Aug 99 | Qualifier | Dynamo KievDynamo Kiev | 2 - 2 | AaBAaB |
| 25 Aug 99 | Qualifier | Skonto RigaSkonto Riga | 0 - 0 | ChelseaChelsea |
| 25 Aug 99 | Qualifier | AIKAIK | 1 - 0 | AEKAEK |
| 25 Aug 99 | Qualifier | PSV EindhovenPSV Eindhoven | 2 - 0 | Zimbru ChisinauZimbru Chisin |
| 25 Aug 99 | Qualifier | MTK HungariaMTK Hungaria | 0 - 2 | Dinamo ZagrebDinamo Zagreb |
| 25 Aug 99 | Qualifier | Partizan BelgradePartizan Belg | 1 - 3 | Spartak MoscowSpartak Mosco |
| 25 Aug 99 | Qualifier | GalatasarayGalatasaray | 1 - 0 | Rapid ViennaRapid Vienna |
| 25 Aug 99 | Qualifier | NK MariborNK Maribor | 2 - 0 | LyonLyon |
| |
| 08 Mar 00 | r10  | Bayern MunichBayern Munich | 4 - 1 | Real MadridReal Madrid |
| |
| 24 May 00 | Final  | Real MadridReal Madrid | 3 - 0 | ValenciaValencia |
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