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50 free Chicago White Sox trivia questions with answers — sports quiz, new questions added Aug 2026.
This White Sox trivia quiz runs through the whole history of Chicago's South Siders: the franchise's start as the Sioux City Cornhuskers, the Hitless Wonders who beat the Cubs in 1906, the eight men banned after the 1919 Black Sox scandal, the Go-Go Sox of 1959, Bill Veeck's exploding scoreboard, Disco Demolition Night, the Winning Ugly 1983 team, Frank Thomas's back-to-back MVPs, and the 2005 team that swept Houston to end an 88-year wait. It also covers the ballparks (South Side Park, old Comiskey, the many names of the current stadium), the uniforms (shorts, the black cap that hip-hop adopted), Nancy Faust and 'Na Na Hey Hey', Mark Buehrle's perfect game, the Field of Dreams walk-off, and the record-breaking 121-loss season of 2024. Questions range from easy (which league the Sox play in) to expert (the umpire behind the plate for both Buehrle no-hitters). Every answer was checked against encyclopaedia entries before publishing.
30 of 50 questions with answers and explanations. Play the quiz
Q 01In which division do the White Sox play?
AL Central
They won the AL West in 1983 and 1993 before realignment moved them to the Central.
Q 02Which part of Chicago is home to the White Sox?
South Side
Hence the nickname 'South Siders'; the Cubs are on the North Side.
Q 03Where did the franchise begin in 1894, as the Cornhuskers?
Sioux City, Iowa
Charles Comiskey moved them to St. Paul as the Saints and then to Chicago in 1900.
Q 04What was the team called when it joined the American League as a charter member in 1901?
Chicago White Stockings
The name had belonged to the crosstown NL club that became the Cubs; it was shortened to White Sox in 1904.
Q 05Whom did the White Sox beat to win their first World Series in 1906?
Chicago Cubs
The 'Hitless Wonders' had the league's worst batting average, .230, and still won.
Q 06Why was the 1906 team nicknamed the 'Hitless Wonders'?
Their .230 average was the AL's worst
Cavernous South Side Park, a former cricket ground, suited them.
Q 07Which team did the White Sox lose the fixed 1919 World Series to?
Cincinnati Reds
They had beaten the Giants for the title two years earlier.
Q 08How many White Sox players were banned for life over the Black Sox scandal?
Eight
All had been acquitted at a 1921 trial, but Commissioner Landis banned them anyway.
Q 09Which commissioner banned the Black Sox players?
Kenesaw Mountain Landis
He was baseball's first commissioner, appointed with absolute power to restore the game's integrity.
Q 10Which gambler is often said to have led the syndicate behind the fix?
Arnold Rothstein
The evidence for and against his involvement is described as strong on both sides.
Q 11In which year did Commissioner Rob Manfred reinstate the Black Sox players?
2025
By then all of them had long been dead.
Q 12What is Shoeless Joe Jackson's career batting average?
.356
It remains one of the highest in major-league history.
Q 13How did Joe Jackson get the nickname 'Shoeless'?
New cleats gave him blisters, so he batted in socks
It happened at a mill game in Greenville, South Carolina, by his own account.
Where did the phrase 'Say it ain't so, Joe' actually originate?
Q 21Which radio shock jock blew up a crate of records at Disco Demolition Night in 1979?
Steve Dahl
Admission was 98 cents with a disco record, a nod to his station's 97.9 FM frequency.
Q 22What was the consequence of the Disco Demolition riot for the second game of the doubleheader?
The White Sox forfeited it to Detroit
The field was too damaged by the explosion and the fans who stormed it.
Q 23Which manager led the 1983 'Winning Ugly' team to the franchise's first division title?
Tony La Russa
He was fired in 1986 by broadcaster-turned-GM Ken Harrelson and went on to the Hall of Fame.
A Chicago Daily News headline
Charley Owens wrote it; the story about a child saying it was a later reporter's embellishment.
Q 15How many seasons did the White Sox go between World Series titles, from 1917 to 2005?
88
Only the Cubs' 108-year wait was longer.
Q 16What was the nickname of the speed-focused 1950s-60s teams?
Go-Go White Sox
Nellie Fox, Luis Aparicio and Minnie Miñoso were the stars of the era.
Q 17Who beat the White Sox in the 1959 World Series?
Los Angeles Dodgers
Chicago won game one 11-0 and then lost the series in six.
Q 18Which owner brought the 'exploding scoreboard' to the old ballpark?
Bill Veeck
He owned the club twice, in 1959-61 and again from 1975.
Q 19In 1960 the White Sox became the first team in major sports to do what?
Put players' names on jerseys
It was done for identification purposes.
Q 20What unusual item did the White Sox wear for a 1976 doubleheader game against Kansas City?
Shorts
Chris Sale cut up a planned 2016 throwback version because he disliked it.
Q 24Which Florida city nearly lured the White Sox away in the late 1980s?
St. Petersburg
Illinois approved stadium funding by one vote in an 11th-hour deal on June 30, 1988.
Q 25What was the new ballpark called when it opened in 1991?
New Comiskey Park
It became U.S. Cellular Field in 2003, Guaranteed Rate Field in 2016 and Rate Field in 2024.
Q 26What is Frank Thomas's nickname?
The Big Hurt
He came to baseball via a football scholarship at Auburn.
Q 27In which consecutive years did Frank Thomas win the AL MVP?
1993 and 1994
The 1993 vote was unanimous; 1994 was the strike-shortened season.
Q 28Which White Sox slugger won the AL MVP in 1972?
Dick Allen
It was the lone bright season of a bleak era when the club nearly moved to Milwaukee or Seattle.
Q 29Who managed the 2005 World Series champions?
Ozzie Guillén
He had been the team's shortstop and 1985 Rookie of the Year.
Q 30Whom did the White Sox sweep in the 2005 World Series?
Houston Astros
They also swept the defending champion Red Sox in the Division Series.