AC Milan squeezed past Manchester United 9-8 on penalties after the two sides drew their Champions World Series match 1-1 in New Jersey.
The Italians won the shootout at the Giants Stadium in East Rutherford on Saturday after United captain Roy Keane and goalkeeper Tim Howard hit the post with their penalties.
United, who also lost on penalties to Bayern Munich in Chicago and were beaten 2-1 by Celtic in Philadelphia, took a 33rd-minute lead through Paul Scholes in the final game of their U.S. tour.
But Andriy Shevchenko equalised in injury time for Milan, who next face Chelsea in Philadelphia on Monday.
The Champions World Series features 11 friendly matches at eight venues across the United States and Canada, involving club sides from England, Italy, Scotland, Portugal, Germany and Turkey.
Celtic meet AS Roma in Toronto later on Saturday.