World Series History Trivia
Curses broken, dynasties built, and October legends — test your knowledge of the Fall Classic.
8 questions · intermediate difficulty · free sample below, full quiz free with a SquizPlay account.
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Question 1: Which franchise has won the most World Series titles?
- St. Louis Cardinals
- New York Yankees
- Boston Red Sox
- Los Angeles Dodgers
Answer: New York Yankees
Answer explained: The New York Yankees have won 27 World Series championships — far ahead of the second-place Cardinals with 11.
Source: MLB.com World Series champions list; Baseball-Reference.
Question 2: In 2004, which team broke an 86-year championship drought known as the 'Curse of the Bambino'?
- Chicago Cubs
- Boston Red Sox
- Chicago White Sox
- Cleveland
Answer: Boston Red Sox
Answer explained: The Red Sox won the 2004 World Series, their first since 1918 — two years before they sold Babe Ruth to the Yankees, the origin of the 'curse'.
Source: MLB.com 2004 World Series recap; Baseball Hall of Fame.
Question 3: The Chicago Cubs ended the longest title drought in MLB history by winning the World Series in which year?
- 2012
- 2015
- 2016
- 2018
Answer: 2016
Answer explained: The Cubs beat Cleveland in seven games in 2016, ending a 108-year drought dating to their 1908 title.
Source: MLB.com 2016 World Series recap.
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