| Preliminary Gr. E | 14/09/1999 | Olympiakos Piraeus | - | Real Madrid | 3:3 | ||||
| Preliminary Gr. E | 20/09/1999 | Real Madrid | - | Molde FK | 4:1 | ||||
| Preliminary Gr. E | 27/09/1999 | Real Madrid | - | FC Porto | 3:1 |  |
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| Preliminary Gr. E | 25/10/1999 | Real Madrid | - | Olympiakos Piraeus | 3:0 | ||||
| Preliminary Gr. E | 02/11/1999 | Molde FK | - | Real Madrid | 0:1 |  |
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| Intermediate Gr. C | 23/11/1999 | Dinamo Kiev | - | Real Madrid | 1:2 | ||||
| Intermediate Gr. C | 06/12/1999 | Real Madrid | - | Rosenborg BK | 3:1 | ||||
| Intermediate Gr. C | 07/03/2000 | Bayern München | - | Real Madrid | 4:1 | |
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| Intermediate Gr. C | 13/03/2000 | Real Madrid | - | Dinamo Kiev | 2:2 | ||||
| Intermediate Gr. C | 21/03/2000 | Rosenborg BK | - | Real Madrid | 0:1 | ||||
| Quarter-finals | 03/04/2000 | Real Madrid | - | Manchester United | 0:0 | ||||
| Quarter-finals | 18/04/2000 | Manchester United | - | Real Madrid | 2:3 | ||||
| Semi-finals | 01/05/2000 | Real Madrid | - | Bayern München | 2:0 | ||||
| Semi-finals | 09/05/2000 | Bayern München | - | Real Madrid | 2:1 | ||||
| Final | 24/05/2000 | Real Madrid | - | Valencia CF | 3:0 |
Spain