| Thursday 21st October 1999 | |||
| UEFA Cup Second Round 1st Leg | |||
| Anderlecht | 2-1 | Bologna | |
| Atletico Madrid | 1-0 | Amica Wronki | |
| FC Zurich | 1-2 | Newcastle United | |
| Grazer AK | 2-1 | Panathinaikos | |
| Hapoel Haifa | 0-3 | Ajax | |
| IFK Gothenburg | 0-2 | Roma | |
| Inter Bratislava | 0-3 | Nantes | |
| Leeds United | 4-1 | Lokomotiv Moscow | |
| Levski Sofia | 1-3 | Juventus | |
| Lyon | 1-0 | Celtic | |
| MTK Budapest | 2-1 | AEK Athens | |
| PAOK Salonika | 1-2 | Benfica | |
| Parma | 1-0 | Helsingborgs | |
| Roda JC | 0-0 | VfL Wolfsburg | |
| Slavia Prague | 3-1 | Grasshoppers | |
| Steaua Bucharest | 2-0 | West Ham United | |
| Teplice | 1-2 | Mallorca | |
| Werder Bremen | 0-0 | Viking Stavanger | |
| Widzew Lodz | 1-1 | Monaco | |
» Results : Thursday 21st October 1999
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