orari e date aggiornati quando saranno noti gli anticipi/posticipi
| GG | data | ora | incontro | risultato |
|---|---|---|---|---|
| Andata | ||||
| 1^ | 22-08-2009 (sab) | 20:45 | Siena – Milan | 1 – 2 |
| 2^ | 29-08-2009 (sab) | 20:45 | Milan – Inter | 0 – 4 |
| 3^ | 12-09-2009 (sab) | 18:00 | Livorno – Milan | 0 – 0 |
| 4^ | 20-09-2009 | 15:00 | Milan – Bologna | 1 – 0 |
| 5^ | 23-09-2009 (mer) | 20:45 | Udinese – Milan | 1 – 0 |
| 6^ | 27-09-2009 | 20:45 | Milan – Bari | 0 – 0 |
| 7^ | 04-10-2009 | 15:00 | Atalanta – Milan | 1 – 1 |
| 8^ | 18-10-2009 | 20:45 | Milan – Roma | 2 – 1 |
| 9^ | 25-10-2009 | 20:45 | Chievo – Milan | 1 – 2 |
| 10^ | 28-10-2009 (mer) | 20:45 | Napoli – Milan | 2 – 2 |
| 11^ | 31-10-2009 (sab) | 20:45 | Milan – Parma | 2 – 0 |
| 12^ | 08-11-2009 | 15:00 | Lazio – Milan | 1 – 2 |
| 13^ | 22-11-2009 | 15:00 | Milan – Cagliari | 4 – 3 |
| 14^ | 29-11-2009 | 20:45 | Catania – Milan | 0 – 0 |
| 15^ | 05-12-2009 (sab) | 18:00 | Milan – Sampdoria | 3 – 0 |
| 16^ | 13-12-2009 | 15:00 | Milan – Palermo | 0 – 2 |
| 17^ | 24-02-2010 (rec.mer) | 18:30 | Fiorentina – Milan | 1 – 2 |
| 18^ | 06-01-2010 (mer) | 20:45 | Milan – Genoa | 5 – 2 |
| 19^ | 10-01-2010 | 20:45 | Juventus – Milan | 0 – 3 |
| Ritorno | ||||
| 20^ | 17-01-2010 | 15:00 | Milan – Siena | 4 – 0 |
| 21^ | 24-01-2010 | 20:45 | Inter – Milan | 2 – 0 |
| 22^ | 31-01-2010 | 15:00 | Milan – Livorno | 1 – 1 |
| 23^ | 07-02-2010 | 15:00 | Bologna – Milan | 0 – 0 |
| 24^ | 12-02-2010 (ven) | 20:45 | Milan – Udinese | 3 – 2 |
| 25^ | 21-02-2010 | 20:45 | Bari – Milan | 0 – 2 |
| 26^ | 28-02-2010 | 15:00 | Milan – Atalanta | 3 – 1 |
| 27^ | 06-03-2010 (sab) | 20:45 | Roma – Milan | 0 – 0 |
| 28^ | 14-03-2010 | 20:45 | Milan – Chievo | 1 – 0 |
| 29^ | 21-03-2010 | 15:00 | Milan – Napoli | 1 – 1 |
| 30^ | 24.03-2010 (mer) | 20:45 | Parma – Milan | 1 – 0 |
| 31^ | 28-03-2010 | 15:00 | Milan – Lazio | 1 – 1 |
| 32^ | 03-04-2010 | 15:00 | Cagliari – Milan | 2 – 3 |
| 33^ | 11-04-2010 | 15:00 | Milan – Catania | 2 – 2 |
| 34^ | 18-04-2010 | 15:00 | Sampdoria – Milan | 2 – 1 |
| 35^ | 24-04-2010 (sab) | 20:45 | Palermo – Milan | 3 – 1 |
| 36^ | 01-05-2010 (sab) | 20:45 | Milan – Fiorentina | 1 – 0 |
| 37^ | 09-05-2010 | 15:00 | Genoa – Milan | 1 – 0 |
| 38^ | 15-05-2010 (sab) | 20:45 | Milan – Juventus | 3 – 0 |
Soste qualificazioni ai Mondiali 06.09 – 11.10 – 15.11.2009
Pausa nel periodo Natale – Capodanno dal 27.12.2009 al 03.01.2010
