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| Kick-off time | Match | Match Id. |
Results after: | |||
| CET | Local | 90 Min. | Extra Time | Half Time | ||
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Saturday, July 24, 1999 |
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| 16.00 | 18:00 | Rostselmash Rostov-on-Don (RUS) - NK Varteks (CRO) | 0 - 1 | 0 - 0 | ||
| 16:45 | 16:45 | FC Basel (SWI) - Hamburger SV (GER)* | 2 - 3 | 0 - 2 | ||
| *game was broadcasted on German TV "DSF" | ||||||
| 17:00 | 17:00 | Hammarby IF (SWE) - Heerenveen (HOL) | 0 - 2 | 0 - 1 | ||
| 18:00 | 18:00 | Stade Rennais FC (FRA) - SC Austria Lustenau (AUT) | 1 - 0 | 1 - 0 | ||
| 18:00 | 18:00 | MSV Duisburg (GER) - Kocaelispor Kulübü (TUR) | 0 - 0 | 0 - 0 | ||
| 18:00 | 19:00 | FC Jokerit (FIN) - West Ham United FC (ENG) | 1 - 1 | 1 - 0 | ||
| 19:30 | 19:30 | FK Austria Memphis Vienna (AUT) - K. St.-Truidense VV (BEL) | 1 - 2 | 0 - 2 | ||
| 20:00 | 20:00 | Montpellier Hérault SC (FRA) - RCD Espanyol (ESP) | 2 - 1 | 1 - 0 | ||
| 20:00 | 20:00 | FC Metz (FRA) - KSC Lokeren (BEL) | 0 - 1 | 0 - 1 | ||
| 20:00 | 20:00 | Vasas Budapest (HUN) - KP Polonia Warszawa (POL) | 1 - 2 | 0 - 0 | ||
| 20:45 | 20:45 | FC Juventus (ITA) - FC Ceahlaul Piatra Neamt (ROM) | 0 - 0 | 0 - 0 | ||
| 20:45 | 20:45 | AC Perugia (ITA)- Trabzonspor Kulübü (TUR) | 1 - 2 | 1 - 3 | 1 - 1 | |
| underlined teams in semi-final | ||||||
CET = Central European Time
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