| 2009-12-13 | MilanvPalermoSerie A · Italy | 0–2 | Serie A · Italy |
| 2009-12-05 | MilanvSampdoriaSerie A · Italy | 3–0 | Serie A · Italy |
| 2009-11-29 | CataniavMilanSerie A · Italy | 0–2 | Serie A · Italy |
| 2009-11-22 | MilanvCagliariSerie A · Italy | 4–3 | Serie A · Italy |
| 2009-11-08 | LaziovMilanSerie A · Italy | 1–2 | Serie A · Italy |
| 2009-10-31 | MilanvParmaSerie A · Italy | 2–0 | Serie A · Italy |
| 2009-10-28 | NapolivMilanSerie A · Italy | 2–2 | Serie A · Italy |
| 2009-10-25 | ChievovMilanSerie A · Italy | 1–2 | Serie A · Italy |
| 2009-10-18 | MilanvRomaSerie A · Italy | 2–1 | Serie A · Italy |
| 2009-10-04 | AtalantavMilanSerie A · Italy | 1–1 | Serie A · Italy |
| 2009-09-27 | MilanvBariSerie A · Italy | 0–0 | Serie A · Italy |
| 2009-09-23 | UdinesevMilanSerie A · Italy | 1–0 | Serie A · Italy |
| 2009-09-20 | MilanvBolognaSerie A · Italy | 1–0 | Serie A · Italy |
| 2009-09-12 | LivornovMilanSerie A · Italy | 0–0 | Serie A · Italy |
| 2009-08-29 | MilanvInterSerie A · Italy | 0–4 | Serie A · Italy |
| 2009-08-22 | SienavMilanSerie A · Italy | 1–2 | Serie A · Italy |
| 2009-05-31 | FiorentinavMilanSerie A · Italy | 0–2 | Serie A · Italy |
| 2009-05-24 | MilanvRomaSerie A · Italy | 2–3 | Serie A · Italy |
| 2009-05-16 | UdinesevMilanSerie A · Italy | 2–1 | Serie A · Italy |
| 2009-05-10 | MilanvJuventusSerie A · Italy | 1–1 | Serie A · Italy |
| 2009-05-03 | CataniavMilanSerie A · Italy | 0–2 | Serie A · Italy |
| 2009-04-26 | MilanvPalermoSerie A · Italy | 3–0 | Serie A · Italy |
| 2009-04-19 | MilanvTorinoSerie A · Italy | 5–1 | Serie A · Italy |
| 2009-04-11 | ChievovMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2009-04-05 | MilanvLecceSerie A · Italy | 2–0 | Serie A · Italy |
| 2009-03-22 | NapolivMilanSerie A · Italy | 0–0 | Serie A · Italy |
| 2009-03-15 | SienavMilanSerie A · Italy | 1–5 | Serie A · Italy |
| 2009-03-08 | MilanvAtalantaSerie A · Italy | 3–0 | Serie A · Italy |
| 2009-03-01 | SampdoriavMilanSerie A · Italy | 2–1 | Serie A · Italy |
| 2009-02-22 | MilanvCagliariSerie A · Italy | 1–0 | Serie A · Italy |
| 2009-02-15 | IntervMilanSerie A · Italy | 2–1 | Serie A · Italy |
| 2009-02-07 | MilanvRegginaSerie A · Italy | 1–1 | Serie A · Italy |
| 2009-02-01 | LaziovMilanSerie A · Italy | 0–3 | Serie A · Italy |
| 2009-01-28 | MilanvGenoaSerie A · Italy | 1–1 | Serie A · Italy |
| 2009-01-25 | BolognavMilanSerie A · Italy | 1–4 | Serie A · Italy |
| 2009-01-17 | MilanvFiorentinaSerie A · Italy | 1–0 | Serie A · Italy |
| 2009-01-11 | RomavMilanSerie A · Italy | 2–2 | Serie A · Italy |