| 2008-12-21 | MilanvUdineseSerie A · Italy | 5–1 | Serie A · Italy |
| 2008-12-14 | JuventusvMilanSerie A · Italy | 4–2 | Serie A · Italy |
| 2008-12-07 | MilanvCataniaSerie A · Italy | 1–0 | Serie A · Italy |
| 2008-11-30 | PalermovMilanSerie A · Italy | 3–1 | Serie A · Italy |
| 2008-11-23 | TorinovMilanSerie A · Italy | 2–2 | Serie A · Italy |
| 2008-11-16 | MilanvChievoSerie A · Italy | 1–0 | Serie A · Italy |
| 2008-11-09 | LeccevMilanSerie A · Italy | 1–1 | Serie A · Italy |
| 2008-11-02 | MilanvNapoliSerie A · Italy | 1–0 | Serie A · Italy |
| 2008-10-29 | MilanvSienaSerie A · Italy | 2–1 | Serie A · Italy |
| 2008-10-26 | AtalantavMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2008-10-19 | MilanvSampdoriaSerie A · Italy | 3–0 | Serie A · Italy |
| 2008-10-05 | CagliarivMilanSerie A · Italy | 0–0 | Serie A · Italy |
| 2008-09-28 | MilanvInterSerie A · Italy | 1–0 | Serie A · Italy |
| 2008-09-24 | RegginavMilanSerie A · Italy | 1–2 | Serie A · Italy |
| 2008-09-21 | MilanvLazioSerie A · Italy | 4–1 | Serie A · Italy |
| 2008-09-14 | GenoavMilanSerie A · Italy | 2–0 | Serie A · Italy |
| 2008-08-31 | MilanvBolognaSerie A · Italy | 1–2 | Serie A · Italy |
| 2008-05-18 | MilanvUdineseSerie A · Italy | 4–1 | Serie A · Italy |
| 2008-05-11 | NapolivMilanSerie A · Italy | 3–1 | Serie A · Italy |
| 2008-05-04 | MilanvInterSerie A · Italy | 2–1 | Serie A · Italy |
| 2008-04-27 | LivornovMilanSerie A · Italy | 1–4 | Serie A · Italy |
| 2008-04-20 | MilanvRegginaSerie A · Italy | 5–1 | Serie A · Italy |
| 2008-04-12 | JuventusvMilanSerie A · Italy | 3–2 | Serie A · Italy |
| 2008-04-05 | MilanvCagliariSerie A · Italy | 3–1 | Serie A · Italy |
| 2008-03-30 | MilanvAtalantaSerie A · Italy | 1–2 | Serie A · Italy |
| 2008-03-22 | TorinovMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2008-03-19 | MilanvSampdoriaSerie A · Italy | 1–2 | Serie A · Italy |
| 2008-03-15 | RomavMilanSerie A · Italy | 2–1 | Serie A · Italy |
| 2008-03-09 | EmpolivMilanSerie A · Italy | 1–3 | Serie A · Italy |
| 2008-03-01 | MilanvLazioSerie A · Italy | 1–1 | Serie A · Italy |
| 2008-02-27 | CataniavMilanSerie A · Italy | 1–1 | Serie A · Italy |
| 2008-02-24 | MilanvPalermoSerie A · Italy | 2–1 | Serie A · Italy |
| 2008-02-16 | ParmavMilanSerie A · Italy | 0–0 | Serie A · Italy |
| 2008-02-13 | MilanvLivornoSerie A · Italy | 1–1 | Serie A · Italy |
| 2008-02-10 | MilanvSienaSerie A · Italy | 1–0 | Serie A · Italy |
| 2008-02-03 | FiorentinavMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2008-01-30 | RegginavMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2008-01-27 | MilanvGenoaSerie A · Italy | 2–0 | Serie A · Italy |
| 2008-01-23 | AtalantavMilanSerie A · Italy | 2–1 | Serie A · Italy |
| 2008-01-20 | UdinesevMilanSerie A · Italy | 0–1 | Serie A · Italy |
| 2008-01-13 | MilanvNapoliSerie A · Italy | 5–2 | Serie A · Italy |