| Friday 10th September 1999 | |||
| English Division OneTable » | |||
| Barnsley | 2-1 | Stockport County | |
| German BundesligaTable » | |||
| Arminia Bielefeld | 0-0 | VfL Wolfsburg | |
| Hansa Rostock | 2-1 | Ulm | |
| Dutch EredivisieTable » | |||
| Ajax | 2-2 | Feyenoord | |
| AZ Alkmaar | 1-2 | Roda JC | |
| Portuguese LigaTable » | |||
| Boavista | 1-0 | Belenenses | |
| Turkish Super LigTable » | |||
| Antalyaspor | 0-2 | Trabzonspor | |
| Austrian BundesligaTable » | |||
| Sturm Graz | 0-0 | LASK Linz | |
| Danish SuperligaenTable » | |||
| AaB Aalborg | 0-2 | Lyngby | |
| Welsh Premier LeagueTable » | |||
| Carmarthen Town | 0-1 | Inter Cardiff | |
| Republic of Ireland Premier DivisionTable » | |||
| Bohemians | 3-0 | Derry City | |
» Results : Friday 10th September 1999
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