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LivePolls Chicago trivia questions

Top 20 most intriguing Chicago trivia questions to ask using LivePolls

Welcome to the world of Chicago trivia! From deep dish pizza to amazing architecture, this city is full of interesting trivia. We'll test your knowledge of Chicago, its people, attractions, history, and more. So whether you're a born-and-bred Chicagoan or just a tourist, you're sure to learn something new. Put your skills to the test and see how much you know about the Windy City. Let's get started on the Chicago trivia!


1) What is the full name of the Chicago baseball team?

  • Chicago Pigeons
  • Chicago Cubs
  • Chicago White Sox
  • Chicago Bears

2) What is the full name of the Chicago basketball team?

  • Chicago Bears
  • Chicago Blackhawks
  • Chicago Bulls
  • Chicago Fire

3) What is the name of the Chicago river?

  • Crooked River
  • St. Clair River
  • Chicago River
  • Windy River

4) What is the current mayor of Chicago?

  • Rahm Emanuel
  • Richard M. Daley
  • Lori Lightfoot
  • Tom Tunney

5) What is the name of the building with the two tall towers in Chicago?

  • Willis Tower
  • John Hancock Building
  • Trump International Hotel and Tower
  • Cloud Gate

6) What is the oldest park in the Chicago Park District?

  • Grant Park
  • River Park
  • Lincoln Park
  • Loyola Park

7) What is the name of the Chicago museum that houses the Field Museum, the Shedd Aquarium, and the Adler Planetarium?

  • Lincoln Park Zoo
  • Museum of Science and Industry
  • Museum Campus
  • The Field Collection

8) Who is the first female mayor of Chicago?

  • Rahm Emanuel
  • Richard M. Daley
  • Lori Lightfoot
  • Jane Byrne

9) What is the name of the lake that borders Chicago?

  • Lake Michigan
  • Lake Superior
  • Lake Huron
  • Lake Erie

10) Who is the founder of the University of Chicago?

  • John D. Rockefeller
  • Stephen J. Gould
  • John C. Calhoun
  • George Washington

11) What is the name of Chicago’s famous park that stretches along the lakefront?

  • Lincoln Park
  • Grant Park
  • Millennium Park
  • Jackson Park

12) What is the name of the National Monument located in Chicago?

  • Lincoln Home National Historic Site
  • Pullman National Monument
  • Jefferson National Expansion Memorial
  • Fort McHenry National Monument

13) What is the name of the famous “L” train system in Chicago?

  • Blue Line
  • Red Line
  • CTA
  • Brown Line

14) What is the name of the famous Chicago newspaper?

  • The Sun-Times
  • The Tribune
  • The Reader
  • The Post

15) What is the name of Chicago’s nickname?

  • The Windy City
  • The Big Apple
  • The Second City
  • The City of Big Shoulders

16) What is the name of the Chicago botanical garden?

  • Millennium Park
  • Brookfield Zoo
  • Lincoln Park Zoo
  • Chicago Botanic Garden

17) What is the name of the famous Chicago jazz club?

  • The Green Mill
  • The Blue Note
  • The Velvet Room
  • The Jazz Spot

18) What is the name of the legendary comedy club in Chicago?

  • The Belly Room
  • The Laugh Factory
  • The Second City
  • The Comedy Cellar

19) What is the name of the Chicago theater company?

  • Steppenwolf Theatre Company
  • Goodman Theatre
  • Second City Theatre
  • Lyric Opera of Chicago

20) What is the name of the Chicago hot dog?

  • Chicago-style dog
  • Doggie Dog
  • Hot dog with cheese
  • Hot dog with chili

Top 3 reasons to use our free Chicago Trivia Template

1) Gain a comprehensive understanding of the history and culture of Chicago.

2) Test your knowledge of the city in a fun and engaging way.

3) Connect with friends, family, and colleagues in a unique and memorable way.