| Milan beat Parma 2-1 (H) on 28 Nov 1999 |
| Parma beat Piacenza Calcio 2-1 (A) on 7 Nov 1999 |
| Piacenza Calcio beat Fiorentina 2-0 (H) on 24 Oct 1999 |
| Fiorentina beat Perugia 1-0 (H) on 20 Nov 1999 |
| Perugia beat Reggina Calcio 2-1 (H) on 3 Oct 1999 |
| Reggina Calcio beat Bologna 1-0 (A) on 19 Sep 1999 |
| Bologna beat Venezia 1-0 (A) on 30 Oct 1999 |
| Venezia beat Inter 1-0 (H) on 17 Oct 1999 |
| Inter beat Torino 1-0 (A) on 26 Sep 1999 |
| Torino beat Bari 3-1 (H) on 17 Oct 1999 |
| Bari beat Hellas Verona 1-0 (A) on 26 Sep 1999 |
| Hellas Verona beat Lecce 2-0 (H) on 12 Sep 1999 |
| Lecce beat Juventus 2-0 (H) on 25 Sep 1999 |
| Juventus beat Roma 1-0 (A) on 17 Oct 1999 |
| Roma beat Lazio 4-1 (H) on 21 Nov 1999 |
| Lazio beat Udinese 3-0 (A) on 16 Oct 1999 |
| Udinese beat Cagliari 3-0 (A) on 24 Oct 1999 |
FLP: Thick arrows show the earliest chain of wins that passes through every team.