| Thursday 4th November 1999 | |||
| UEFA Cup Second Round 2nd Leg | |||
| Ajax | 0-1 | Hapoel Haifa | (3-1) |
| Amica Wronki | 1-4 | Atletico Madrid | (1-5) |
| Benfica | 1-2 | PAOK Salonika | aet (3-3) |
| (Benfica won on penalties) | |||
| Celta Vigo | 2-0 | Aris Salonika | (4-2) |
| Celtic | 0-1 | Lyon | (0-2) |
| Grasshoppers | 1-0 | Slavia Prague | (2-3) |
| Helsingborgs | 1-3 | Parma | (1-4) |
| Juventus | 1-1 | Levski Sofia | (4-2) |
| Kaiserslautern | 2-0 | Tottenham Hotspur | (2-1) |
| Legia Warsaw | 1-1 | Udinese | (1-2) |
| Lokomotiv Moscow | 0-3 | Leeds United | (1-7) |
| Mallorca | 3-0 | Teplice | (5-1) |
| Montpellier | 0-2 | Deportivo La Coruna | (1-5) |
| Nantes | 4-0 | Inter Bratislava | (7-0) |
| Newcastle United | 3-1 | FC Zurich | (5-2) |
| Panathinaikos | 1-0 | Grazer AK | (2-2) |
| (Panathinaikos won on away goals) | |||
| Roma | 1-0 | IFK Gothenburg | (3-0) |
| Viking Stavanger | 2-2 | Werder Bremen | (2-2) |
| (Werder Bremen won on away goals) | |||
| Vitesse Arnhem | 1-1 | Lens | (2-5) |
| West Ham United | 0-0 | Steaua Bucharest | (0-2) |
» Results : Thursday 4th November 1999
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