World Series Trivia
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118 free World Series trivia questions with answers — sports quiz, new questions added Oct 2026.
63 free World Series trivia questions with answers. The World Series has been decided 121 times since 1903, and almost every one left behind a story worth a trivia question. This quiz covers the whole run: the best-of-nine beginnings, the 1919 Black Sox, the Yankees' 27 titles, Don Larsen's perfect game, Bill Mazeroski's Game 7 walk-off, the Buckner error, the Cubs finally ending 108 years of waiting, and the Dodgers' back-to-back titles in 2024 and 2025. Easy questions ask which team has won the most championships and what caused the 1994 cancellation; the hard ones want the pitcher who served up Babe Ruth's called shot, the only MVP from a losing team and the first year a Series game was played at night. It works for a bar quiz, an October watch party or settling arguments in the group chat. Every answer was checked against Wikipedia's articles on the World Series, its champions, its MVP award and the individual series, and each question carries the sentence that backs it up.
30 of 118 questions with answers and explanations. Play the quiz
Q 01Which shortstop of tobacco-card fame lost the 1903 World Series?
Honus Wagner
Honus Wagner, that year's National League batting champion, hit just .222 in the 1903 Series; in 1909 he outhit Ty Cobb, .333 to .231, and his team won the title.
Q 02Which team won the first modern World Series?
Boston Americans
The Boston Americans came back from a 3–1 deficit to win five games to three; the franchise was later renamed the Red Sox.
Q 03The 1904 World Series was never played because the owner of which club refused to take part?
New York Giants
The New York Giants' owner, John T. Brush, would not face a league he called inferior; stung by the criticism, he then drew up the rules that made the Series permanent, and his team won it in 1905.
Q 04What is the prize handed to the World Series winner?
Commissioner's Trophy
The Commissioner's Trophy is made new each year and kept by the champion, unlike hockey's single travelling Stanley Cup; its flags represent the 30 MLB clubs.
Q 05Which team led baseball when the 1994 strike hit?
Montreal Expos
The Montreal Expos were 74-40 when the strike began in August 1994; the season never resumed, and the franchise never reached a World Series before moving to Washington in 2005.
Q 06From 1919 to 1921, the World Series used which format?
Best of nine
Best of nine was tried for three seasons after the First World War to cash in on booming interest in the game; the best-of-seven format returned for good in 1922.
Q 07Which team beat the scandal-tainted Chicago White Sox in the 1919 World Series?
Cincinnati Reds
The Cincinnati Reds had won more games that season than Chicago, 96 to 88, yet the White Sox began as heavy favorites; it was the Reds' first championship.
Q 08Which gambler allegedly led the fix of the 1919 World Series?
Arnold Rothstein
Arnold Rothstein, a New York gambler, was widely believed to have bankrolled the fix, but he told a grand jury he was innocent and was never charged; the story is told in Eight Men Out.
Q 09Who banned the eight 'Black Sox' players from baseball for life?
Kenesaw Mountain Landis
Kenesaw Mountain Landis, the former federal judge who became baseball's first commissioner, banned the eight for life even though a jury had acquitted them.
Q 10Whose walk-off hits in two straight 2004 ALCS games helped end the Curse of the Bambino?
David Ortiz
David Ortiz won Game 4 with an extra-inning homer and Game 5 with a 14th-inning single; Boston became the first MLB team to win a series after losing the first three games, then swept the World Series.
Q 11Whose error let Mookie Wilson's grounder roll through his legs in Game 6 of the 1986 World Series?
Bill Buckner
Bill Buckner's error capped a rally that began with two out and nobody on, after Boston had twice been one strike from the title; the Mets then won Game 7.
Q 12Who was named MVP of the 1986 World Series after leading the Mets with nine hits?
Ray Knight
Ray Knight scored the winning run in Game 6 and homered in Game 7; unable to agree a new contract, he left the Mets as a free agent that winter.
Q 13Who pitched the only perfect game in World Series history, in Game 5 of 1956?
Don Larsen
Don Larsen, knocked out in the second inning of Game 2 three days earlier, used a no-windup delivery to retire all 27 Dodgers.
Q 21Which slugger known as 'Mr. October' hit three home runs in Game 6 of the 1977 World Series?
Reggie Jackson
Reggie Jackson hit three homers on three swings off three different pitchers in Game 6, the first three-homer Series game since Babe Ruth 49 years earlier.
Q 22Babe Ruth's 'called shot' in Game 3 of the 1932 World Series was hit at which ballpark?
Wrigley Field
Wrigley Field's fans and the Cubs bench had been riding Ruth all afternoon; he gestured back before homering to center, and whether he was calling the shot has been argued ever since.
Q 23Which Yankee homered right after Babe Ruth's 'called shot' in the 1932 World Series?
Lou Gehrig
Q 14Which catcher leaped into the pitcher's arms after the final out of the 1956 perfect game?
Yogi Berra
Yogi Berra jumped into the pitcher's arms after a called third strike on pinch-hitter Dale Mitchell; the photo became one of baseball's most famous images.
Q 15Bill Mazeroski's ninth-inning home run in Game 7 of 1960 won the title for which team?
Pittsburgh Pirates
Mazeroski's blast gave the Pittsburgh Pirates the title in the only World Series Game 7 ever ended by a home run, against a New York team that outscored them 55–27.
Q 16Who is the only World Series MVP ever chosen from the losing team?
Bobby Richardson
Bobby Richardson, the New York second baseman, drove in 12 runs in 1960 even though his team lost Game 7 on a walk-off homer.
Q 17'The Catch' in Game 1 of the 1954 World Series robbed which Cleveland hitter?
Vic Wertz
Vic Wertz's long drive was caught over the shoulder in deep center field, and Cleveland, winners of 111 games that year, was swept in four.
Q 18In 2017 the World Series MVP award was renamed in honor of which player?
Willie Mays
Willie Mays never won the award himself; it was created in 1955, the year after his famous catch in the 1954 Series.
Q 19The first World Series MVP award, in 1955, went to which Brooklyn pitcher?
Johnny Podres
Johnny Podres, who turned 23 during the Series, pitched a Game 7 shutout to give Brooklyn its only championship before the move to Los Angeles.
Q 20Which pitcher won the World Series MVP award twice, in 1964 and 1967?
Bob Gibson
Bob Gibson took the award in 1964 and 1967, winning the deciding Game 7 each time; he went 7–2 with a 1.89 ERA in World Series play.
Lou Gehrig homered right behind Ruth, his second of the day as well, and hit .529 in the sweep; pitcher Charlie Root was pulled after that pitch.
Q 24The 1927 World Series is the only one to end with the winning run scoring on what?
A wild pitch
A wild pitch by reliever Johnny Miljus let Earle Combs score in the ninth inning of Game 4, moments after Miljus had struck out two hitters in a row with the bases loaded.
Q 25The 1969 'Miracle Mets' upset which 109-win team in five games?
Baltimore Orioles
The Baltimore Orioles won Game 1, then lost four straight to a Mets club that had never finished higher than ninth in its first seven seasons.
Q 26Who managed the 1969 Miracle Mets?
Gil Hodges
Gil Hodges, once Brooklyn's star first baseman, won a key call in the clinching game by showing the umpire a shoe-polish smudge on the ball to prove his batter had been hit.
Q 27Which team won five World Series in a row from 1949 to 1953?
New York Yankees
The New York Yankees won all five under Casey Stengel; the run ended in 1954, when they won 103 games, more than in any of the five title years, and still finished second.
Q 28How many World Series titles had the Yankees won by the end of the 2025 season?
27
27 titles through 2025, yet none in the World Series' first two decades: the Yankees' first championship came in 1923.
Q 29Through 2025, which National League club had won the most World Series?
St. Louis Cardinals
The St. Louis Cardinals' 11 titles led the National League through 2025; their first, in 1926, ended with Babe Ruth thrown out trying to steal second base.
Q 30Which MLB franchise had never appeared in a World Series through the 2025 season?
Seattle Mariners
The Seattle Mariners came closest in 2025, losing Game 7 of the ALCS, and their 116-win team of 2001 also fell one round short.