New York Yankees Trivia
0Loading crowd target
0Loading crowd target
8correct to beat the crowd
123 free New York Yankees trivia questions with answers — sports quiz, new questions added Oct 2026.
73 free New York Yankees trivia questions with answers. From the Highlanders' hilltop park in Washington Heights to Aaron Judge's 62 home runs, the New York Yankees have packed more history into 120-odd seasons than any franchise in American sports. This quiz walks the whole pinstriped timeline: the Ruth sale and the Curse of the Bambino, Gehrig's streak, DiMaggio and Mantle, Stengel's five straight titles, the Bronx Zoo years, the Core Four dynasty and the 2009 champions. It starts with the questions every fan should ace (how many World Series, who was The Boss) and works up to the stuff that settles bar arguments: which pitcher gave up Maris's 61st, why the numbers 3 and 4 went to Ruth and Gehrig, where the interlocking NY really came from, and what the Boston Massacre scoreline was. Red Sox fans are welcome, and there is a question or two they will enjoy. Every answer has been checked against team histories, biographies and stadium records, and each carries a linked source so you can prove a point on the spot. Bring it to Opening Day, a road-trip playlist, or the group chat that still argues about Bucky Dent.
30 of 123 questions with answers and explanations. Play the quiz
Q 01Through the 2009 season, how many World Series championships had the Yankees won?
27
27 came in 2009, when the Yankees beat the Phillies in the first season at their new stadium, just as they had christened the old one with a title in its first season, 1923.
Q 02Which nickname was attached to the original Yankee Stadium when it opened in 1923?
The House That Ruth Built
The House That Ruth Built was sportswriter Fred Lieb's coinage: Ruth's home runs had sent attendance soaring and, in effect, paid for the 1923 stadium.
Q 03What was George Steinbrenner's famous nickname as Yankees owner?
The Boss
The Boss was the name George Steinbrenner earned as a famously hands-on owner from 1973 until his death in 2010, hiring and firing managers at a furious pace.
Q 04How many consecutive games did Joe DiMaggio hit safely in during his famous 1941 streak?
56
56 straight games with a hit, from May 15 to July 16, 1941; the streak ended in Cleveland when third baseman Ken Keltner made two fine plays on DiMaggio.
Q 05The Yankees began in 1903 when the American League replaced which defunct club with a New York team?
Baltimore Orioles
Baltimore Orioles of the American League fell apart in 1902 after manager John McGraw defected to the rival Giants; two Tammany Hall figures then paid $18,000 for the league's new franchise in New York.
Q 06What name did the club use before it became the Yankees?
Highlanders
Highlanders was the club's name for its first ten seasons in New York, usually traced to its hilltop ballpark or to club president Joseph Gordon, whose name recalled the Gordon Highlanders regiment.
Q 07Which Yankee was the last major leaguer to wear number 42 full time, until 2013?
Mariano Rivera
Mariano Rivera kept 42 under a grandfather clause after MLB retired it league-wide for Jackie Robinson in 1997; the Yankees retired it for him in 2013, his final season.
Q 08Whose version of "New York, New York" plays at Yankee Stadium after Yankees wins?
Frank Sinatra
Frank Sinatra's version of the Kander and Ebb song, written for Liza Minnelli in the 1977 film New York, New York, has followed Yankees wins since 1980; in 2025 the club stopped playing it after losses.
Q 09Boston's 1919 sale of Babe Ruth gave rise to which superstition?
The Curse of the Bambino
The Curse of the Bambino followed Boston's sale of Ruth after the 1919 season; the Red Sox went decades without a title, and Dan Shaughnessy's 1990 book of that name made the phrase famous.
Q 10Aaron Judge became the team's 16th captain in December 2022, the first since which player retired in 2014?
Derek Jeter
Derek Jeter, captain from 2003, was the 15th; after he retired the post sat empty for eight years, until the Yankees handed it to Judge the day after he re-signed for nine years and $360 million.
Q 11In the sitcom Seinfeld, which character spent several seasons working for Steinbrenner's Yankees?
George Costanza
George Costanza worked as assistant to the travelling secretary for the Yankees from the 1994 season; Larry David voiced the unseen Steinbrenner, whose own filmed cameo was cut.
Q 12The closer nicknamed "Sandman" grew up in the fishing village of Puerto Caimito in which country?
Panama
Panama is where the Sandman grew up, the son of a fishing-boat captain; as a boy in Puerto Caimito he played with a milk-carton glove and a tree-branch bat, and the Yankees signed him in 1990.
Q 13The Yankees' 1979 season was shattered when captain Thurman Munson died in what kind of accident?
Plane crash
Q 21Since September 2001, which song has been played at Yankee Stadium during the seventh-inning stretch?
God Bless America
God Bless America has been played at the stretch since the September 11 attacks; for years it was Kate Smith's recording, dropped in 2019 after other songs of hers drew accusations of racism.
Q 22Which team beat the Yankees in Game 7 of the 2001 World Series with a ninth-inning rally?
Arizona Diamondbacks
Arizona Diamondbacks won Game 7 on November 4, 2001, when Luis Gonzalez's bloop single over a drawn-in infield scored Jay Bell, ending the Yankees' run of three straight titles.
Q 23Which Yankee's nine World Series titles as a player rank second only to Yogi Berra's 10?
Plane crash: Munson was practising touch-and-go landings in his own Cessna Citation jet at Akron-Canton airport on August 2, 1979; his locker stayed empty and later went to the new stadium's museum.
Q 14Whose ninth-inning steal began Boston's 2004 ALCS comeback against the Yankees?
Dave Roberts
Dave Roberts, running for Kevin Millar, stole second and scored the tying run off the Yankees' closer; Boston won that night and the next three, the first MLB team to win a series after trailing 3-0.
Q 15In June 2019 the Yankees and Red Sox played the first MLB games ever held in Europe, in which city?
London
London hosted both games at the converted Olympic Stadium; in the opener each side scored six runs in the first inning, and neither starting pitcher lasted long enough to finish it.
Q 16Who hit three homers on three straight pitches in Game 6 of the 1977 World Series?
Reggie Jackson
Reggie Jackson homered off Burt Hooton, Elias Sosa and Charlie Hough on consecutive pitches in Game 6 on October 18, 1977, sealing the title and the nickname 'Mr. October'.
Q 17Which nickname did the 1927 Yankees lineup of Ruth and Gehrig carry?
Murderers' Row
Murderers' Row was first pinned on a Yankees lineup in 1918, two years before Ruth arrived; the 1927 version, with Gehrig hitting behind Ruth, won 110 games and swept the World Series.
Q 18Which shortstop's homer over the Green Monster decided the 1978 one-game playoff at Fenway?
Bucky Dent
Bucky Dent, a light-hitting shortstop, lifted a three-run homer off Mike Torrez in the seventh inning on October 2, 1978, earning a profane middle name from Red Sox fans.
Q 19Who threw a perfect game against Brooklyn in Game 5 of a World Series?
Don Larsen
Don Larsen needed 97 pitches to set the Dodgers down in order through nine innings; Yogi Berra leaping into his arms afterward became one of baseball's iconic photographs.
Q 20From 1913 to 1922 the Yankees shared which ballpark with the National League's Giants?
Polo Grounds
Polo Grounds, the Giants' home in upper Manhattan, housed the Yankees for ten seasons; once Ruth made the tenants the bigger draw, the Giants served notice and the Yankees built their own park across the Harlem River.
Joe DiMaggio
Joe DiMaggio won nine titles in a career of just 13 seasons, 1936 to 1951, even though he lost three years to Army service in World War II; Berra's 10 came between 1947 and 1962.
Q 24Where did the Yankees play home games in 1974 and 1975 while their stadium was renovated?
Shea Stadium
Shea Stadium, the Mets' home in Queens, took in the Yankees for 1974 and 1975 while the city rebuilt their Bronx park; the NFL Jets and, in 1975, the Giants were tenants too.
Q 25Which broadcaster called Yankees games on the radio for 36 seasons, from 1989 to 2024?
John Sterling
John Sterling was the radio voice from 1989 until his retirement in April 2024; his trademark was a drawn-out home run call and a personalised catchphrase for every hitter.
Q 26Which Royals star's ninth-inning homer against the Yankees was erased, then restored, in 1983's Pine Tar Game?
George Brett
George Brett's go-ahead homer was voided for too much pine tar on his bat, but the league president upheld the Royals' protest, and Kansas City won when the game resumed 25 days later.
Q 27In 1973 George Steinbrenner's group bought the Yankees for $10 million from which company?
CBS
CBS had bought the club in the mid-1960s, then watched it slide and sold for less than it had paid; the buyers' leader, a Cleveland shipbuilder, promised to stay in the background.
Q 28Which manager did George Steinbrenner's Yankees hire five separate times between 1975 and 1988?
Billy Martin
Billy Martin's five terms began in 1975, 1979, 1983, 1985 and 1988; the first ended in 1978 after he said of his star slugger and the owner, 'One's a born liar, and the other's convicted.'
Q 29Which pitcher signed a nine-year, $324 million contract with the Yankees in December 2019?
Gerrit Cole
Gerrit Cole signed what was then the richest contract ever given a pitcher; at his introduction he held up the 'Yankee Fan Today Tomorrow Forever' sign he had carried as an 11-year-old at the 2001 World Series.
Q 30Who was named MVP of the 2024 ALCS after hitting four home runs against Cleveland?
Giancarlo Stanton
Giancarlo Stanton hit four home runs in the series against the Guardians, and the series win delivered the franchise's 41st pennant, its first since 2009.