| 1. Runde | 16.09.1999 | AS Roma | - | Vitória Setúbal | 7:0 |  |
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| 1. Runde | 30.09.1999 | Vitória Setúbal | - | AS Roma | 1:0 | ||||
| 2. Runde | 21.10.1999 | IFK Göteborg | - | AS Roma | 0:2 | ||||
| 2. Runde | 04.11.1999 | AS Roma | - | IFK Göteborg | 1:0 | ||||
| 3. Runde | 25.11.1999 | AS Roma | - | Newcastle United | 1:0 | ||||
| 3. Runde | 09.12.1999 | Newcastle United | - | AS Roma | 0:0 | ||||
| Achtelfinale | 02.03.2000 | AS Roma | - | Leeds United | 0:0 | ||||
| Achtelfinale | 09.03.2000 | Leeds United | - | AS Roma | 1:0 |
Brasilien