The 2016 World Series was the championship series of Major League Baseball's (MLB) 2016 season. The 112th edition of the World Series, it was a best-of-seven playoff between the National League (NL) champion Chicago Cubs and the American League (AL) champion Cleveland Indians, the first meeting of those franchises in postseason history. The series was played between October 25 and November 2 (although Game 7 ended slightly after 12:00 am local time on November 3). The Indians had home-field advantage because the AL had won the 2016 All-Star Game. This was the final World Series to have home-field advantage determined by the All-Star Game results; since 2017, home-field advantage has been awarded to the team with the better record. Many consider the 2016 World Series to be one of the greatest World Series of all time, due to the underdog story behind both teams, the games being tightly contested, the series going the full distance, and game 7 going to extra innings.

The Cubs defeated the Indians 4–3 to capture their first World Series championship since 1908, and their first while playing at Wrigley Field. The deciding seventh game, won by Chicago 8–7 in ten innings, was the fifth World Series Game 7 to go into extra innings, and the first since 1997 (which, coincidentally, the Indians also lost). It was also the first Game 7 to have a rain delay, which occurred as the 10th inning was about to start. The Cubs became the sixth team to come back from a 3–1 deficit to win a best-of-seven World Series.

The Cubs, playing in their 11th World Series overall and their first since 1945, won their third championship and first since 1908, ending the longest world championship drought in North American professional sports history. It was the Indians' sixth appearance in the World Series and their first since 1997, with their last Series win having come in 1948. Cleveland manager Terry Francona, who had previously won World Series titles with the Boston Red Sox in 2004 and 2007, fell short in his bid to become the third manager to win his first three trips to the Fall Classic, after Casey Stengel and Joe Torre.

The 2016 World Series was highly anticipated; the two teams entered their matchup as the two franchises with the longest World Series title droughts, a combined 176 seasons without a championship. At the series' conclusion, numerous outlets listed Game 7 as an instant classic, and the entire Series as one of the greatest of all time. It would also mark the Indians' last World Series appearance with that nickname, as they changed their name to the "Cleveland Guardians" in 2022.