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Carlo Ancelotti's men began their pre-season preparations with an impressive 1-0 win over Manchester City and will now aim to defeat the Italian giants in Chicago.
Two European heavyweights will meet in the International Champions Cup on Thursday, as Bayern Munich take on Milan at Soldier Field in Chicago.
Bayern have enjoyed a tranquil start under Carlo Ancelotti, and kicked off their pre-season preparations with a 1-0 victory over Manchester City – under the stewardship of former boss Pep Guardiola – by virtue of Erdal Ozturk’s deflected strike.
A young side then defeated SV Lippstadt in a friendly that was overshadowed by the tragic recent shooting in Munich.
Bayern have taken a mix of youth and experience to America for the clashes with Milan, Inter and Real Madrid, with the 33-year-old Franck Ribery named in the selection, and he has hailed the impact that Ancelotti has had on his morale.
“Under Ancelotti I finally feel trusted again, he told Kicker. “He’s a great coach. “I need people like him, Jupp Heynckes or Ottmar Hitzfeld.
"You don't need to teach me about football anymore.
"It comes down to things like trust, respect and closeness -- then I can give not only 100 percent but 150 percent.
"With Ancelotti we can achieve great things.”
Milan, meanwhile, will face Liverpool and Chelsea in the US after their clash with Bayern, having begun their pre-season campaign with a 2-1 win over Ligue 1 side Bordeaux by virtue of two Suso goals.
The Italian giants have endured something of a fall from grace in recent years and finished seventh in Serie A in 2015-16, prompting a change in coach and the appointment of Vincenzo Montella.
The former Fiorentina and Sampdoria boss saw his new charges in action for the first time against the French outfit, and was satisfied with the display.
"I am certainly happy - the lads showed their willingness to put the principles we worked on into practice," said Montella. "Fortunately, we can still get a lot better. The lads interpreted the game well in terms of attitude."
"It was our first match, so we still have to raise our tempo and the speed of our passing when we construct moves. But we are only at the start and there are some positive signs. The most important thing is that the team is showing enthusiasm and really participating in the process,"
Carlos Bacca will be a notable absentee from Milan’s International Champions Cup campaign, the striker left behind along with Mattia De Sciglio, due to what Milan insist are fitness reasons.
However, the Colombia international is understood to be a transfer target for West Ham United and his exclusion is only likely to heighten speculation over his future.
ICC 2016 Match Recap: FC Bayern 3-3 AC Milan (Pens 3:5) powered by
By Matthew Galea
A penalty shootout was required to separate AC Milan and Bayern Munich as the Serie A side won its International Champions Cup opener.
AC Milan sealed a win in its match against Bayern Munich as Giacomo Bonaventura scored the winning penalty in a shootout.
Bayern forced the shootout from the jaws of defeat in a spirited affair against Milan, with Franck Ribery converting a late penalty to level the scores at 3-3 at full time.
But Milan got one over former coach Carlo Ancelotti, as the Italian giants kicked off their International Champions Cup campaign in style with a solid performance, despite the late goal.
Bayern remains undefeated this preseason in regular time, having defeated Manchester City and Landshut, but the club almost came undone against the Milan side that was enjoying just their second match.
Juraj Kucka scored what looked to be the winner for Milan just after the hour mark, completing a comeback from 2-1 down after Milan had opened the scoring courtesy of M'baye Niang's 22nd-minute opener, but that was all ruined by Ribery's late penalty.
Milan coach Vincenzo Montella joined Ancelotti in naming a strong lineup, with the Serie A side's XI including No. 1 goalkeeper Gianluigi Donnarumma, as well as Riccardo Montolivo, Alessando Romagnoli, Niang and Suso, while the Bundesliga club featured Philipp Lahm, David Alaba, Xabi Alonso and Franck Ribery.
Niang opened the scoring after 22 minutes when he pounced on an error at the back from Holger Badstuber, whose slip-up in defense allowed the Frenchman to burst through into a one-on-one with keeper Sven Ulerich before slotting coolly past the Manuel Neuer stand-in.
But the lead was shortlived as Ribery continued his comeback from injury in style, slashing home a lovely strike following good work down the left flank from Alaba.
The Frenchman showed a sublime touch to kill Alaba's drilled cutback before unleashing a low, hard shot Donnarumma could not stop into the bottom-left corner.
Alaba made it 2-1 to Bayern just nine minutes later as he sent a swerving shot through a crowd of defenders which deceived the young Milan shot stopper.
Both sides returned largely unchanged, bucking the preseason trend of wholesale halftime changes, and it was Milan that looked the sharper as Andrea Bertolacci equalized just minutes after the restart.
Kucka was fortunate to score what looked to be the winner just after the hour mark as his shot from range took a heavy deflection to send Ulreich the other way and bobble over the line.
But as the clock ticked on toward the 90-minute mark, Bayern upped the pressure and the Milan defense finally cracked when a clumsy challenge in the box saw the referee award a penalty.
Ribery stepped up confidently to seal his brace and force the penalty shootout in Chicago.
A high-quality penalty shootout followed with the first seven penalties coolly converted, including a lovely paneka from Kucka, before Rafinha's effort was saved by Donnarumma, allowing Bonaventura to smash home the winner.