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Quizzes > Sports

World Series Winners Quiz: How Well Do You Know the Fall Classic?

Quick, free World Series trivia questions to test your knowledge. Instant results.

Editorial: Review CompletedCreated By: Amjad HeshamUpdated Aug 24, 2025
Difficulty: Moderate
2-5mins
Learning OutcomesCheat Sheet
Paper art illustration for World Series trivia quiz on sky blue background

This quiz helps you check your World Series knowledge, from winners and classic moments to key records. Answer quick questions, get instant results, then keep learning with a baseball trivia quiz, dive into MLB trivia questions, or take on hard mlb trivia. It takes just a few minutes.

Which team has won the most World Series titles?
Boston Red Sox
New York Yankees
St. Louis Cardinals
Los Angeles Dodgers
The New York Yankees have won more World Series titles than any other Major League Baseball team, boasting 27 championships. Their first victory came in 1923, and they have appeared in the Fall Classic over 40 times. The St. Louis Cardinals, with 11 titles, are far behind in the winner's circle.
Which team broke the "Curse of the Bambino" in 2004?
Boston Red Sox
Chicago Cubs
Detroit Tigers
Cleveland Indians
Boston Red Sox ended an 86-year championship drought by winning the 2004 World Series. The team famously overcame a 3-0 series deficit against the New York Yankees to clinch the title. This victory is known as one of baseball's greatest comebacks.
Who holds the record for most career World Series home runs?
Yogi Berra
Reggie Jackson
Babe Ruth
Mickey Mantle
Reggie Jackson holds the career World Series home run record with 13 long balls. His nickname 'Mr. October' reflects his postseason heroics, especially with the Athletics and Yankees. Jackson's World Series power display remains unmatched through the decades.
Which city hosted the first modern World Series in 1903?
Chicago
Boston
New York
Pittsburgh
Boston hosted the first modern World Series in 1903 when the Boston Americans faced the Pittsburgh Pirates. Games were played at the Huntington Avenue Grounds in Boston and Exposition Park in Pittsburgh. The Americans won the best-of-nine series five games to three.
What year did the New York Yankees win their first World Series?
1927
1923
1918
1921
The New York Yankees won their first World Series title in 1923 by defeating the New York Giants. That victory marked the beginning of the team's status as a baseball dynasty. The series was decided at the original Yankee Stadium, also known as 'The House that Ruth Built.'
What is the name of the trophy awarded to the World Series champions?
Stanley Cup
Vince Lombardi Trophy
Commissioner's Trophy
Lombardi Trophy
The trophy awarded to the World Series champions is known as the Commissioner's Trophy. It was first presented in 1967 and features flags representing each MLB team. The trophy is handed out on the field after the final out of the Series.
True or False: The World Series has ever been canceled.
True
False
The World Series has been canceled only once, in 1994, due to a players' strike. This labor dispute lasted well into the offseason, ending postseason play that year. MLB returned to its championship format in 1995 after the strike was resolved.
Which pitcher has the most World Series wins?
Christy Mathewson
Whitey Ford
Jack Morris
Mariano Rivera
Whitey Ford holds the record for most career World Series wins by a pitcher with 10 victories. He achieved this during six Series appearances with the New York Yankees. Ford's postseason performance was a key factor in the Yankees' dominance in the 1950s and early 1960s.
Who was named World Series MVP in the same year they won the regular season MVP?
Sandy Koufax
Willie Mays
Lou Gehrig
Reggie Jackson
Reggie Jackson won both the regular season MVP and World Series MVP awards in 1973 with the Oakland Athletics. He hit .310 in the World Series and provided crucial power with two home runs. Jackson's dual honors underscore his impact during Oakland's championship run.
Which team won the 1986 World Series?
Boston Red Sox
New York Mets
St. Louis Cardinals
Oakland Athletics
The New York Mets defeated the Boston Red Sox in seven games to win the 1986 World Series. This marked the Mets' second championship in franchise history. Game 6 featured one of the most infamous errors by Bill Buckner, which helped New York force a Game 7.
Who has the record for most strikeouts in a single World Series game?
Bob Gibson
Curt Schilling
Madison Bumgarner
Cole Hamels
Bob Gibson struck out 17 batters in Game 1 of the 1968 World Series against the Detroit Tigers. This performance set a World Series single-game record for punchouts. Gibson's dominant outing contributed to the St. Louis Cardinals' eventual series victory.
Which ballpark has hosted the most World Series games?
Dodger Stadium
Wrigley Field
Fenway Park
Yankee Stadium
Yankee Stadium has hosted more World Series games than any other ballpark, with 51 contests played. The stadium's original and current iterations have been central to numerous Yankees championships. Fenway Park is second but still trails significantly behind.
Which franchise has appeared in the most World Series without winning?
San Diego Padres
Texas Rangers
Seattle Mariners
Milwaukee Brewers
The Texas Rangers have appeared in the World Series three times without winning a title. Their losses came in 2010, 2011, and 2015. This makes them the franchise with the most World Series appearances without a championship.
Which team ended the "Curse of the Billy Goat" in 2016?
Cleveland Indians
Chicago White Sox
Chicago Cubs
Boston Red Sox
The Chicago Cubs ended a 108-year championship drought by winning the 2016 World Series. They defeated the Cleveland Indians in a dramatic Game 7 that went to extra innings. This victory was one of the most celebrated in modern baseball history.
Who hit the walk-off home run to win the 1993 World Series?
David Justice
John Olerud
Joe Carter
Kirby Puckett
Joe Carter hit a walk-off three-run homer in Game 6 of the 1993 World Series to give the Toronto Blue Jays the title. His blast off Mitch Williams remains one of the most dramatic endings in baseball history. The 1993 edition was the final World Series game played at the old Exhibition Stadium.
Who was the first wild card team to win the World Series?
Tampa Bay Rays
Arizona Diamondbacks
Florida Marlins
New York Mets
The Florida Marlins, now known as the Miami Marlins, became the first wild card team to win the World Series in 1997. They defeated the Cleveland Indians in seven games. This milestone showed the impact of expanded playoff formats.
Who is the only player to win World Series MVP with two different teams?
David Ortiz
Reggie Jackson
Madison Bumgarner
Derek Jeter
Reggie Jackson is the only player to win the World Series MVP award with two different teams (Oakland Athletics and New York Yankees). He earned the honor in 1973 with Oakland and in 1977 and 1978 with New York. Jackson's postseason performances solidified his 'Mr. October' nickname.
Who holds the record for most RBIs in a single World Series?
Lou Gehrig
Carlos Beltrán
Manny Ramirez
Bobby Richardson
Bobby Richardson set a single-series record with 12 RBIs during the 1960 World Series. His offensive output was unmatched in a seven-game Fall Classic. Richardson's contributions helped the New York Yankees reach the final game, though they ultimately lost.
Who was the first African American manager to win a World Series?
Buck O'Neil
Frank Robinson
Cito Gaston
Dusty Baker
Cito Gaston became the first African American manager to win a World Series when his Toronto Blue Jays won in 1992. The Jays followed up with another championship under Gaston in 1993. His leadership helped break barriers and inspired future generations.
Which team was the first to win back-to-back World Series titles?
Philadelphia Athletics
Chicago Cubs
Boston Red Sox
New York Yankees
The New York Yankees were the first team to win back-to-back World Series titles, doing so in 1927 and 1928. These championships were part of the Yankees' early dynasty built around star players like Babe Ruth and Lou Gehrig. No other team achieved consecutive titles until the Yankees did it again in later decades.
How many innings were played in the longest World Series game?
18
17
19
16
The longest game in World Series history lasted 18 innings in Game 3 of the 2018 Fall Classic. The Boston Red Sox defeated the Los Angeles Dodgers 3 - 2 in that marathon contest. It remains the highest-inning game ever played in a World Series.
When was the designated hitter rule applied universally in the World Series?
2017
2022
1976
1985
Universal designated hitter rules were implemented in the World Series for the first time in 2022. Prior to that year, the DH was only used in American League parks during the Fall Classic. The change was part of a broader agreement to maintain rule consistency across both leagues.
Which World Series was the only one to end on a called balk?
1931
1903
1915
1924
The 1924 World Series was the only one to end on a called balk, giving the Washington Senators the championship over the New York Giants. The series-clinching run scored when Giants pitcher Bugs Young balked home the winning run. It remains a unique finish in Fall Classic history.
Which World Series was the first to be broadcast on national television?
1939
1947
1955
1960
The first World Series to be broadcast on national television was in 1939 between the New York Yankees and the Cincinnati Reds. Only Games 1 and 4 were televised by NBC in the New York area. This event marked the beginning of televised baseball's impact on the sport.
In which year did the World Series change to a permanent best-of-seven format?
1903
1922
1919
1934
The World Series adopted a permanent best-of-seven format starting in 1922. Earlier editions were sometimes played as best-of-nine series, including the inaugural 1903 Fall Classic. The change standardized the championship round for consistency going forward.
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Study Outcomes

  1. Recall iconic World Series moments -

    Describe pivotal plays, championships, and turning points that have defined baseball history and shaped the narrative of the World Series.

  2. Identify legendary players and teams -

    Recognize the key athletes, managers, and franchises whose performances and rivalries made World Series baseball trivia so memorable.

  3. Analyze historical trends in World Series outcomes -

    Compare championship patterns, dynasties, and underdog victories to understand how the competition has evolved over time.

  4. Evaluate personal knowledge of world series trivia -

    Assess your mastery of baseball World Series trivia questions and answers through a series of diverse, challenging prompts.

  5. Apply fun facts for conversation and competition -

    Use newly learned trivia to impress friends, spark discussions, and elevate friendly quizzes at game-day gatherings.

Cheat Sheet

  1. Origins of the World Series -

    First held in 1903 between American League and National League champions, the inaugural best-of-nine series saw the Boston Americans defeat the Pittsburgh Pirates 5 - 3 (MLB.com). Remember "03 AL vs NL" to recall the year and leagues.

  2. Championship Titans: New York Yankees -

    With 27 world titles - the most by any franchise - New York's dominance spans from their first win in 1923 to their last in 2009 (Baseball-Reference.com). Use the mnemonic "Two-Seven Yanks Heaven" to lock in their record total.

  3. Best-of-Seven Format: Race to Four -

    Since 1905 the World Series has followed a best-of-seven format, requiring four wins to clinch the championship (National Baseball Hall of Fame). Think "4-of-7 = Win Heaven" to remember the structure.

  4. Legendary Individual Records -

    Reggie Jackson's five home runs in the 1977 Series remain the single-series HR record, earning him the nickname "Mr. October" (MLB Official Records). Recall "5 Js in '77" to trigger that historic milestone.

  5. Historic Milestones and Firsts -

    Don Larsen's perfect game in Game 5 of the 1956 Series stands as the only perfect game in World Series history (Baseball Hall of Fame archive). Memorize "Perfect '56" for this one-and-only achievement.

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