Chicago Trivia Quiz

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  • 1/20 Questions

    What is the popular name for the heart of Chicago’s downtown business district?

    • The Center
    • The Circle
    • The Loop
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About This Quiz

Think you know Chicago? Think again! A theater hub and the birthplace of improv comedy, Chicago boasts a world-famous skyline, dynamic sports teams, and some of the finest dining and shopping in the world. Test your knowledge of the Windy City's colorful culture and history and get inspired to explore all Chicago has to offer!

Chicago Trivia Quiz - Quiz

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  • 2. 

    What is the best bargain for getting from O’Hare International Airport or Midway International Airport to downtown Chicago?

    • Shared taxi rides

    • The El (Elevated Train)

    • Airport Shuttles

    Correct Answer
    A. The El (Elevated Train)
    Explanation
    The Blue Line from O’Hare or Orange Line from Midway on the el (elevated train) costs only $2.25 per ride and is the best value if you do not have a lot of luggage.

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  • 3. 

    True or False: According to Travel & Leisure magazine, Chicago ranks #1 in business hotels.

    • True

    • False

    Correct Answer
    A. True
    Explanation
    According to their America’s Favorite Cities poll, Travel & Leisure ranks Chicago business hotels as #1. The city also ranks #1 in skyline view and, of course, pizza.

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  • 4. 

    What's the name of the world's eighth-tallest building in the world and the tallest building in Chicago?

    • Trump Tower

    • Willis Tower

    • John Hancock Center

    • Wrigley Building

    Correct Answer
    A. Willis Tower
    Explanation
    Willis Tower (often referred to by its former name, Sears Tower) is the tallest at 1,450 feet (443 meters) – and 1,730 feet (520 meters), including its twin antennae.

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  • 5. 

    When you travel to Chicago, how should you prepare to dress?

    • In Layers

    • Casually

    • Always pack a warm jacket and sweater

    Correct Answer
    A. In Layers
    Explanation
    The weather can change quickly in Chicago, so it’s best to dress in layers that you can add or remove as needed.

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  • 6. 

    Which famous person was NOT born in Chicago? 

    • Michael Jordan

    • Hillary Rodham Clinton

    • Walt Disney

    • Harrison Ford

    • Hugh Hefner

    Correct Answer
    A. Michael Jordan
    Explanation
    Michael Jordan, Chicago Bulls basketball legend, was born in Brooklyn, New York. While not a native of Chicago, he is considered an honorary Chicagoan after leading the Bulls to six NBA Championships.

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  • 7. 

    Which of the following products are made in Chicago?

    • Blistex lip Products

    • Red Hots

    • Lemonheads

    • Jay's Potato Chips

    • Snickers Bars

    • Tootsie Roll

    • Veinna Beef Hotdogs

    • Vosages Haut Chocolat

    • The Oscar Statuette

    • Morton Salt

    • All of the Above

    • None of the Above

    Correct Answer
    A. All of the Above
    Explanation
    See? We told you Chicago was awesome! Many of the world's most popular and widely used products are made right here in town.

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  • 8. 

    What is the best way to reach the city's main museums, along with some great restaurants, in downtown Chicago?

    • Flag a cab for door-to-door service.

    • Walk from one to another

    • Jump on and off trolleys

    Correct Answer
    A. Walk from one to another
    Explanation
    According to a CBS News, Good Housekeeping and Prevention, Chicago is an easy place to walk and enjoy attractions, neighborhoods, the Loop and Michigan Avenue. 

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  • 9. 

    Outside the Louvre in Paris, the Art Institute of Chicago holds the largest collection of what type of art?

    • Expressionism

    • Impressionism

    • Modernism

    • Surrealism

    Correct Answer
    A. Impressionism
    Explanation
    The Art Institute of Chicago houses one of the largest and most significant collections of Impressionist and Post-Impressionist art in the world.

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  • 10. 

    True or False: Wrigley Field, home of the Chicago Cubs, is the oldest ballpark in Major League Baseball.

    • True

    • False

    Correct Answer
    A. False
    Explanation
    Wrigley Field is the second oldest MLB ballpark, opening in 1914. Boston’s Fenway Park is the oldest – it opened in 1912.

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  • 11. 

    Which of these is NOT a common nickname of Chicago?

    • City of Big Shoulders

    • City That Works

    • Blues Capital of the U.S.

    • Second City

    Correct Answer
    A. Blues Capital of the U.S.
    Explanation
    While Chicago hosts the Chicago Blues Festival, the largest free blues festival in the world, it has yet to coin a nickname based on its blues heritage.  City of Big Shoulders – From Carl Sandburg’s poem “Chicago.”City That Works – Refers to Chicago’s labor tradition and its willingness to tackle grand civic projects. As other manufacturing cities went into decline, Chicago thrived, transforming from a city of factories to a world business center.     Second City – Originally used to describe Chicago after The Great Chicago Fire, in which a second city was built on top of the ashes of the first one.  The nickname was later adopted by a Chicago comedy group. 

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  • 12. 

    How many stories tall is the Ferris wheel at Navy Pier?

    • 10 stories

    • 15 stories

    • 20 stories

    Correct Answer
    A. 15 stories
    Explanation
    The Navy Pier Ferris wheel is 150 feet high and is modeled after the world’s very first Ferris wheel, constructed for Chicago’s 1893 World Columbian Exposition.

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  • 13. 

    The World’s Columbian Exposition in 1893 introduced what food to Chicago? 

    • Pizza

    • Popcorn

    • Hot Dog

    • Funnel Cake

    Correct Answer
    A. Hot Dog
    Explanation
    According to National Geographic’s Ultimate City Guide, the Chicago-style hot dog was introduced at the 400th Anniversary of Columbus visiting the New World. Since then, Chicagoans perfected it, creating a city signature dish … with no ketchup!

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  • 14. 

    How big is the exhibition space at McCormick Place? 

    • 0.6 million square feet

    • 1.6 million square feet

    • 2.6 million square feet

    • 3.6 million square feet

    Correct Answer
    A. 2.6 million square feet
    Explanation
    McCormick Place offers the largest amount of exhibition space in North America.

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  • 15. 

    Approximately how many visitors come to Chicago every year? 

    • 10 million

    • 20 million

    • 30 million

    • 40 million

    Correct Answer
    A. 40 million
    Explanation
    Nearly 40 million people visit Chicago annually to explore its world-class shopping, dining, arts and culture, sports and recreation, and more.

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  • 16. 

    What position did Mike Ditka play for the Bears? 

    • Defensive tackle

    • Linebacker

    • Tight end

    • Running back

    Correct Answer
    A. Tight end
    Explanation
    "Iron Mike" Ditka played tight end for the Bears. “Da Coach” is the only individual in modern NFL history to win a championship with the same team as a player and a head coach. 

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  • 17. 

    Which major Chicago structure burned to the ground and was then, quickly, rebuilt on nearly the same spot?

    • The Chicago Theatre

    • Museum of Science and Industry

    • Chicago Water Tower

    • McCormick Place Convention Center

    Correct Answer
    A. McCormick Place Convention Center
    Explanation
    On January 16, 1967, it took just 45 minutes for two-thirds of McCormick Place to be engulfed in a fire. In 1871, The Great Chicago Fire burned the Chicago Water Tower but not to the ground.

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  • 18. 

    Which of the following movies was NOT filmed in Chicago: 

    • A League of Their Own

    • American Gangster

    • Ferris Bueller's Day Off

    • Ocean's 11

    • The Fugitive

    Correct Answer
    A. American Gangster
    Explanation
    "American Gangster” was filmed in New York City. For a full list of movies featuring Chicago, visit the Chicago Film Office.

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  • 19. 

    How many James Beard award-winning restaurants and chefs are in Chicago? 

    • 10

    • 20

    • 30

    • 40

    Correct Answer
    A. 40
    Explanation
    James Beard Foundation award winners include four Outstanding Chefs – Rick Bayless, Grant Achatz, Paul Kahan and the “late, great” Charlie Trotter; four Rising Stars, led by this year’s winner, Jimmy Bannos; and eight Best Regional Chef award winners, including this year’s winner, Dave Beran.

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  • 20. 

    For what phenomena is Chicago nicknamed “The Windy City”? 

    • Wind off Lake Michigan

    • Politicians’ "hot air"

    • I'm stumped!

    Correct Answer
    A. I'm stumped!
    Explanation
    Join the debate! Is it the wind blowing off Lake Michigan or the hot air of the politicians? You decide!

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Our quizzes are rigorously reviewed, monitored and continuously updated by our expert board to maintain accuracy, relevance, and timeliness.

  • Current Version
  • Feb 27, 2025
    Quiz Edited by
    ProProfs Editorial Team
  • Nov 12, 2014
    Quiz Created by
    Resa
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