| 1. Round | 29/09/1998 | FK Obilić | - | Atlético Madrid | 0:1 | ||||
| 2. Round | 20/10/1998 | CSKA Sofia | - | Atlético Madrid | 2:4 | ||||
| 2. Round | 03/11/1998 | Atlético Madrid | - | CSKA Sofia | 1:0 | ||||
| Round of 16 | 24/11/1998 | Real Sociedad | - | Atlético Madrid | 2:1 | ||||
| Round of 16 | 08/12/1998 | Atlético Madrid | - | Real Sociedad | 4:1 aet | ||||
| Quarter-finals | 02/03/1999 | Atlético Madrid | - | AS Roma | 2:1 | ||||
| Quarter-finals | 16/03/1999 | AS Roma | - | Atlético Madrid | 1:2 | ||||
| Semi-finals | 06/04/1999 | Atlético Madrid | - | Parma AC | 1:3 |  |
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| Semi-finals | 20/04/1999 | Parma AC | - | Atlético Madrid | 2:1 |
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Italy