| 1. Round | 28/08/1999 | ACF Fiorentina | - | AS Bari | 1:0 |  |
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| 2. Round | 10/09/1999 | AS Bari | - | Lazio Roma | 0:0 | |
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| 3. Round | 17/09/1999 | AS Bari | - | AC Milan | 1:1 | ||||
| 4. Round | 25/09/1999 | Hellas Verona | - | AS Bari | 0:1 | |
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| 5. Round | 02/10/1999 | AS Bari | - | Udinese Calcio | 1:1 | ||||
| 6. Round | 16/10/1999 | Torino FC | - | AS Bari | 3:1 | ||||
| 7. Round | 23/10/1999 | AS Bari | - | Juventus | 1:1 | ||||
| 8. Round | 30/10/1999 | Parma AC | - | AS Bari | 2:1 | ||||
| 9. Round | 05/11/1999 | AC Perugia | - | AS Bari | 1:2 |  |
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| 10. Round | 20/11/1999 | AS Bari | - | Reggina Calcio | 1:1 | ||||
| 12. Round | 04/12/1999 | AS Bari | - | Piacenza Calcio | 3:2 | |
South Africa