At the Santiago Bernabeu of Madrid Milan beat Real 3-2. In the second half goals by Andrea Pirlo in the 63rd minute and a brace by Alexandre Pato (66', 89'). For Madrid Reaul scored in the 19th minute and Drenthe in the 77th.
Alexandre Pato saved the blushes of fellow Brazilian Dida with a brace as AC Milan stunned Real Madrid at the Bernabeu to get their Champions League challenge back on track and inflict only a second competitive defeat of the season on their big-spending hosts.
For a while it looked as though Dida`s dreadful first-half error, which allowed Raul to give Madrid a half-time lead, would cost Milan dear but Pato popped up in the 88th minute to volley home his side`s winner and help the Italians bounce back from defeat to FC Zurich in their previous Group C match.
That was Pato`s second goal of the game, as he had also put Milan ahead in the 66th minute after Andrea Pirlo's equaliser just minutes before.
Royston Drenthe was the other goalscorer, making it 2-2 in the 76th minute, but his effort could not save Madrid in the battle between the two most successful sides in European Cup history.
The results means seven-time European champions Milan join Madrid, who have won the competition a record nine times, on six points at the midway point of the group stages.
Madrid were convinced Karim Benzema should have been awarded a penalty in the 14th minute after the France striker went crashing to the ground following a challenge from behind by Gianluca Zambrotta.
That incident was forgotten five minutes later when Madrid took the lead following Dida's error.
The Milan goalkeeper comfortably saved Esteban Granero`s head-high shot but, in looking up to see where his team-mates were, he took his eye off the ball before he had complete control of it.
The subsequent fumble was pounced on by the alert Raul, who nicked the ball away from the Brazil keeper before side-footing into an empty net.
That was Raul`s 66th Champions League goal and completed a memorable few days for the veteran forward, who before Saturday`s home game with Real Valladolid was presented with a trophy for breaking Madrid`s appearance record.
Raul`s strike was the only thing that separated the two sides at the end of a closely-fought first half, with the only other decent effort coming from Marcelo on the stroke of half-time.
The dearth of chances in the first period was in stark contrast to the start of the second, when Madrid had four decent efforts in the opening 10 minutes.
Raul drove one wide of the far post, while Dida pluck his attempted chip out of the air.
The Brazilian goalkeeper partly made amends for his first-half howler as he produced fine saves to deny former Milan favourite Kaka and tip over Benzema`s shot from outside the box.
With Milan offering little going forward and Ronaldinho anonymous, it looked only a matter of time before the home side increased their lead.
But completely against the run of play, Milan not only found an equaliser but also managed to take the lead in a remarkable four-minute spell that turned the game upside down.
Although not in the same league as Dida`s earlier mistake, Madrid keeper Iker Casillas may feel he could have done better with both of Milan`s goals.
The first saw the Spain number one beaten at his right-hand post by Pirlo`s 35-yard thunderbolt, and he then raced out to meet Massimo Ambrosini`s through-ball only to see the ball slid past him off the rain-soaked surface and present Pato with an open net.
Madrid coach Manuel Pellegrini, lacking Cristiano Ronaldo, Gonzalo Higuain and Ruud van Nistelrooy through injury, opted to give Royston Drenthe a chance and the move proved to be an inspired one as the Dutchman drew Madrid level with 14 minutes to go.
The former Feyenoord man has suffered from the Bernabeu boo boys in the past, but he sent the stadium into raptures as he brought down Raul`s corner on the edge of the box before drilling home a low left-footed shot just inside the post.
However, that was not enough to earn Madrid a point as Milan claimed the spoils thanks to Pato`s late strike.
The visitors really should have gone ahead moments earlier when Thiago Silva saw an apparently good goal controversially ruled out after he headed home a corner.
But Leonardo`s men need not have worried as in the 88th minute former Madrid midfielder Clarence Seedorf picked out the unmarked Pato and he volleyed home at the far post.
| Real Madrid | AC Milan |
| 1 Iker Casillas | 1 Dida |
| 18 Raúl Albiol | 33 Thiaguinho |
| 3 Pepe | 13 Alessandro Nesta |
| 22 Xabi Alonso | 15 Gianluca Zambrotta |
| 12 Marcelo | 44 Massimo Oddo |
| 4 Sergio Ramos | 21 Andrea Pirlo |
| 8 Kaká | 23 Massimo Ambrosini |
| 24 Esteban Granero | 10 Clarence Seedorf |
| 10 Lassana Diarra | 80 Ronaldinho |
| 11 Karim Benzema | 9 Filippo Inzaghi |
| 7 Raúl | 7 Pato |
