Trivia Quiz on Chicago
Tuesday, November 25, 2025
A ready-made geography-places and history quiz that you can use in virtual and in-person events (Zoom, Teams, YouTube Live, Twitch, conferences, meetings, classrooms, etc.)
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From gangland lore to lakefront landmarks, this Chicago quiz zips through politics, sports, music, science, and more. Perfect for testing Windy City know‑how with friends, coworkers, or your stream community.
Get your team together for a fast-paced group quiz celebrating Chicago’s people, places, and pivotal moments—from early political milestones and famous conventions to sports traditions, iconic music, and groundbreaking science. It’s ideal for team meetings, classrooms, happy hours, and online streams on Zoom, Microsoft Teams, Google Meet, YouTube Live, Twitch, or Kick. Play in small groups or larger squads, rotate a host, and keep score round-by-round; a few questions spotlight leaderboards to stoke friendly competition. Expect a balanced difficulty curve, quickfire multiple-choice questions, and plenty of conversation starters so everyone can join in, whether you’re lifelong locals or first-time visitors. Grab your virtual buzzers, pick a fun team name, and see who truly knows the Windy City best.
1. Whose business cards identified the holder as a furniture dealer
A) Lucky Luciano
B) Al capone
C) Mickey Cohen
D) John Gotti
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2. Which year was the St. Valentines Day Massacre
A) 1927
B) 1928
C) 1930
D) 1929
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3. Who was the first black mayor of Chicago?
A) Richard J. Daley
B) Harold Washington
C) Jane Byrne
D) Rahm Emanuel
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4. Under what structure was the first nuclear reactor built in Chicago
A) basement of the physics building
B) inside the university library
C) Football stadium
D) in the administration building's attic
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5. In which city is the Encyclopaedia Britannica based and published today
A) New York
B) Chicago
C) Boston
D) Philadelphia
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6. Chicago Transit Authority is now known as which group?
A) Chicago Department of Transportation
B) Regional Transportation Authority
C) Chicago
D) The Loop Transit Authority
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7. Bird Music: What was the original name of the group 'Chicago'
A) Chicago Transit
B) The Big Thing
C) Chicago Transit Authority
D) Chi-Town Transit
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8. Where did 24 democratic and republican national conventions take place
A) New York
B) Los Angeles
C) Chicago
D) Philadelphia
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9. Which us state would you be in if you were in chicago
A) Indiana
B) Wisconsin
C) Illinois
D) Michigan
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10. What Colour Socks Do Chicago's Baseball Team Wear? (Chicago White Socks)
A) Black
B) White
C) Blue
D) Gray
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11. What Is The Name Of Chicago's American Football Team?
A) Packers
B) Lions
C) Bears
D) Vikings
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