| 1. Ronde | 29.08.1999 | ACF Fiorentina | - | AS Bari | 1:0 |  |
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| 2. Ronde | 11.09.1999 | AS Bari | - | Lazio | 0:0 | |
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| 3. Ronde | 18.09.1999 | AS Bari | - | AC Milan | 1:1 | ||||
| 4. Ronde | 26.09.1999 | Hellas Verona | - | AS Bari | 0:1 | |
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| 5. Ronde | 03.10.1999 | AS Bari | - | Udinese Calcio | 1:1 | ||||
| 6. Ronde | 17.10.1999 | Torino FC | - | AS Bari | 3:1 | ||||
| 7. Ronde | 24.10.1999 | AS Bari | - | Juventus | 1:1 | ||||
| 8. Ronde | 31.10.1999 | Parma AC | - | AS Bari | 2:1 | ||||
| 9. Ronde | 06.11.1999 | AC Perugia | - | AS Bari | 1:2 |  |
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| 10. Ronde | 21.11.1999 | AS Bari | - | Reggina Calcio | 1:1 | ||||
| 12. Ronde | 05.12.1999 | AS Bari | - | Piacenza Calcio | 3:2 | |
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