| date | stage | club1 | club2 | goals | |
| 1999-07-14 | Qualifying_Round_1 | Sloga_Skopje(North_Macedonia) | Kapaz_Ganja(Azerbaijan) | 1 | 0 | - |
| 1999-07-14 | Qualifying_Round_1 | IBV_Vestmannaeyjar(Iceland) | KF_Tirana(Albania) | 1 | 0 | - |
| 1999-07-14 | Qualifying_Round_1 | Partizan_Belgrade(Serbia) | Flora_Tallinn(Estonia) | 6 | 0 | - |
| 1999-07-14 | Qualifying_Round_1 | Barry_Town(Wales) | Valletta_FC(Malta) | 0 | 0 | - |
| 1999-07-14 | Qualifying_Round_1 | Liteks_Lovech(Bulgaria) | Glentoran(Northern Ireland) | 3 | 0 | - |
| 1999-07-14 | Qualifying_Round_1 | HB_Torshavn(Faroe Islands) | Haka_Valkeakoski(Finland) | 1 | 1 | - |
| 1999-07-14 | Qualifying_Round_1 | Jeunesse_dEsch(Luxembourg) | Skonto_Riga(Latvia) | 0 | 2 | - |
| 1999-07-14 | Qualifying_Round_1 | St.Patricks_Athletic(Ireland) | Zimbru_Chisinau(Moldova) | 0 | 5 | - |
| 1999-07-14 | Qualifying_Round_1 | Zalgiris_Vilnius(Lithuania) | Araks_Ararat(Armenia) | 2 | 0 | - |
| 1999-07-21 | Qualifying_Round_1 | Kapaz_Ganja(Azerbaijan) | Sloga_Skopje(North_Macedonia) | 2 | 1 | - |
| 1999-07-21 | Qualifying_Round_1 | KF_Tirana(Albania) | IBV_Vestmannaeyjar(Iceland) | 1 | 2 | - |
| 1999-07-21 | Qualifying_Round_1 | Flora_Tallinn(Estonia) | Partizan_Belgrade(Serbia) | 1 | 4 | - |
| 1999-07-21 | Qualifying_Round_1 | Valletta_FC(Malta) | Barry_Town(Wales) | 3 | 2 | - |
| 1999-07-21 | Qualifying_Round_1 | Glentoran(Northern Ireland) | Liteks_Lovech(Bulgaria) | 0 | 3 | - |
| 1999-07-21 | Qualifying_Round_1 | Haka_Valkeakoski(Finland) | HB_Torshavn(Faroe Islands) | 6 | 0 | - |
| 1999-07-21 | Qualifying_Round_1 | Skonto_Riga(Latvia) | Jeunesse_dEsch(Luxembourg) | 8 | 0 | - |
| 1999-07-21 | Qualifying_Round_1 | Zimbru_Chisinau(Moldova) | St.Patricks_Athletic(Ireland) | 5 | 0 | - |
| 1999-07-21 | Qualifying_Round_1 | Araks_Ararat(Armenia) | Zalgiris_Vilnius(Lithuania) | 0 | 3 | - |
| 1999-07-28 | Qualifying_Round_2 | Rapid_Wien(Austria) | Valletta_FC(Malta) | 3 | 0 | - |
| 1999-07-28 | Qualifying_Round_2 | Anorthosis_Famagusta(Cyprus) | Slovan_Bratislava(Slovakia) | 2 | 1 | - |
| 1999-07-28 | Qualifying_Round_2 | Partizan_Belgrade(Serbia) | NK_Rijeka(Croatia) | 3 | 1 | - |