Chapman pitched for Holguín domestically and internationally for the Cuban national baseball team. He defected from Cuba in 2009 and signed a contract with the Reds in 2010. Chapman made his MLB debut that season. He won the MLB Delivery Man of the Month Award as the best relief pitcher for July 2012, was named to four straight National League All-Star teams from 2012 to 2015. The Reds traded Chapman to the Yankees after the 2015 season, and the Yankees traded Chapman to the Cubs during the 2016 season. With the Cubs, Chapman won Game 7 of the 2016 World Series. He signed with the Yankees after the 2016 season.
