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| 1st(1st leg) | Chelsea FC | - | Vålerenga IF | 3:0 (2:0) | ||
| 2nd (2nd leg) | Vålerenga IF | - | Chelsea FC | 2:3 (2:3) | ||
| 1st(1st leg): 04/03/1999 | 2nd (2nd leg): 18/03/1999 | Winner: Chelsea FC | ||||
| 1st(1st leg) | Lokomotiv Moskva | - | Maccabi Haifa | 3:0 (0:0) | ||
| 2nd (2nd leg) | Maccabi Haifa | - | Lokomotiv Moskva | 0:1 (0:0) | ||
| 1st(1st leg): 04/03/1999 | 2nd (2nd leg): 18/03/1999 | Winner: Lokomotiv Moskva | ||||
| 1st(1st leg) | Panionios GSS | - | Lazio Roma | 0:4 (0:2) | ||
| 2nd (2nd leg) | Lazio Roma | - | Panionios GSS | 3:0 (0:0) | ||
| 1st(1st leg): 04/03/1999 | 2nd (2nd leg): 18/03/1999 | Winner: Lazio Roma | ||||
| 1st(1st leg) | NK Varteks | - | RCD Mallorca | 0:0 (0:0) | ||
| 2nd (2nd leg) | RCD Mallorca | - | NK Varteks | 3:1 (0:0) | ||
| 1st(1st leg): 04/03/1999 | 2nd (2nd leg): 18/03/1999 | Winner: RCD Mallorca | ||||
