| 27 Aug 08 | P. Senderos Philippe Senderos |  ArsenalARS | → |  AC MilanMIL | Loan |
| 27 Aug 08 | P. Senderos Philippe Senderos | ArsenalARS | → | AC MilanMIL | Loan |
| 25 Aug 08 | A. Shevchenko Andriy Shevchenko |  ChelseaCHE | → | AC MilanMIL | Undisclosed |
| 25 Aug 08 | A. Shevchenko Andriy Shevchenko | ChelseaCHE | → | AC MilanMIL | Undisclosed |
| 01 Jul 08 | M. Flamini Mathieu Flamini | ArsenalARS | → | AC MilanMIL | Free |
| 01 Jul 08 | M. Flamini Mathieu Flamini | ArsenalARS | → | AC MilanMIL | Free |