The 2001 World Series was the championship series of Major League Baseball's (MLB) 2001 season. The 97th edition of the World Series, it was a best-of-seven playoff between the National League (NL) champion Arizona Diamondbacks and the three-time defending World Series champions and American League (AL) champion New York Yankees. The underdog Diamondbacks defeated the heavily favored Yankees, four games to three to win the series. Considered one of the greatest World Series of all time, its memorable aspects included two extra-inning games and three late-inning comebacks. Diamondbacks pitchers Randy Johnson and Curt Schilling were both named World Series Most Valuable Players.

The 1999 World Series was the championship series of Major League Baseball's (MLB) 1999 season. The 95th edition of the World Series, it was a best-of-seven playoff between the defending American League (AL) and World Series champion New York Yankees and the National League (NL) champion Atlanta Braves in a rematch of the 1996 World Series, in which the Yankees prevailed. The Yankees swept the 1999 Series in four games for their second consecutive title, third in four years, and 25th overall. It was the Yankees' third straight defeat of the Braves franchise in the Fall Classic. Yankees closer Mariano Rivera was named the World Series Most Valuable Player. This was the first World Series to feature both #1 seeds from the AL and NL, a phenomenon that has only occurred twice since, in 2013 and 2020.