2008–09 A.C. Milan season Pre-season tournaments and friendlies Pre-season tournaments and friendlies

| Date_ | Tournament | Location_ | Opponent_team | Score |
|---|---|---|---|---|
| 23 July 2008 | Friendly | Cremona, Italy | Cremonese | 0–0 |
| 29 July 2008 | 2008 TIM Trophy | Turin, Italy | Juventus | 2–2(6–4 p ) |
| 29 July 2008 | 2008 TIM Trophy | Turin, Italy | Internazionale | 0–0(4–3 p ) |
| 1 August 2008 | 2008 Russian Railways Cup | Moscow , Russia | Sevilla | 0–1 |
| 3 August 2008 | 2008 Russian Railways Cup | Moscow , Russia | Chelsea | 0–5 |
| 9 August 2008 | Friendly | Manchester , England | Manchester City | 0–1 |
| 17 August 2008 | 2008 Trofeo Luigi Berlusconi | Milan , Italy | Juventus | 4–1 |
| 21 August 2008 | 2008 Trofeo Birra Moretti | Naples , Italy | Napoli | 1–0 |