125+ Chicago Trivia Questions to See How Much You Know!

Who founded Chicago? When did a massive fire break out in Chicago? It’s time to find out how much you know about this city with a beautiful skyline and architectural marvels. 

In this article, we have made a quiz with Chicago trivia questions to test your knowledge about this incredible city. 

The quiz is divided into sections based on its history, geography, local culture, restaurants, personalities, popular landmarks, and a variety of other interesting aspects. So, if you are up for challenging fun questions, here you go! Each question has four options and you have to choose the correct one. All the best!

Chicago trivia questions for kids

Q: What is Chicago’s nickname?
A: The Windy City.

Q: Name the iconic sculpture in Millennium Park.
A: Cloud Gate (The Bean).

Informative Chicago Trivia Questions For Kids

Q: In what year did the Great Chicago Fire occur?
A: 1871.

Q: Which river is dyed green for St. Patrick’s Day?
A: The Chicago River.

Q: What is Chicago’s tallest building?
A: Willis Tower.
My Experience: I once stood in awe beneath the towering presence of the Willis Tower in Chicago. It’s not just a building; it’s a testament to architectural marvels, reaching for the sky in the heart of the city!🏙️

Q: Name Chicago’s Major League Baseball team on the North Side.
A: The Chicago Cubs.

Q: What is the elevated train system called?
A: The “L.”

Q: Which park is home to Buckingham Fountain?
A: Grant Park.

Educational Chicago Trivia Questions For Kids

Q: What famous pizza style is associated with Chicago?
A: Deep-dish pizza.

Q: Which university in Chicago is known for its research and innovation?
A: The University of Chicago.

Q: What is Chicago’s public transportation authority called?
A: The CTA.

Have you ever considered the History of Chicago?
Chicago, founded in 1833, grew rapidly from a small trading post to become one of the largest cities in the United States, known for its industrial prowess, cultural vibrancy, and architectural innovation.

Q: Name the famous ballpark on Chicago’s South Side.
A: Guaranteed Rate Field.

Q: Which Chicago airport is one of the busiest in the world?
A: O’Hare International Airport.

Q: What is the name of the Chicago riverfront area turned park?
A: The Chicago Riverwalk.

Insightful Chicago Trivia Questions For Kids

Q: What is Chicago’s famous jazz and blues club in the South Loop?
A: Buddy Guy’s Legends.

Q: Which iconic Chicago building has a distinctive diamond-shaped roof?
A: The Aon Center.

Have A Chicago Trivia Question Of Your Own? Share In The Comments! Especially Like This!
Q: What is the name of Chicago’s historic theater district?
A: The Loop.

Q: Which lakefront park is known for beautiful gardens and the Taste of Chicago event?
A: Lincoln Park.

Q: What is the name of Chicago’s major train station?
A: Union Station.

Q: Name the Chicago museum dedicated to the city’s history and culture.
A: The Chicago History Museum.

Wise Chicago Trivia Questions  For Kids

Q: Which ballpark is home to the Chicago White Sox?
A: Guaranteed Rate Field.

Q: Which Chicago neighborhood is famous for its blues music heritage?
A: Bronzeville.

Q: What is the name of the famous Chicago gangster from the Prohibition era?
A: Al Capone.
Pro Experience: It reminds me of a history lesson in college where we studied the Prohibition era and learned about notorious figures like Al Capone. 📚🍸😄

Q: Which Chicago street is known for high-end shopping?
A: The Magnificent Mile.

Q: Name the Chicago park known for outdoor concerts and the Taste of Chicago festival.
A: Grant Park.

Q: What is Chicago’s nickname for its sports teams?
A: The Second City.

Savvy Chicago Trivia Questions For Kids

Q: Name the Chicago ballpark associated with the Chicago Bears.
A: Soldier Field.

Q: Which Chicago amusement park was the site of the 1893 World’s Columbian Exposition?
A: Jackson Park.

Q: What is the name of the Chicago blues guitarist known for slide guitar playing?
A: Buddy Guy.

Did you know that Chicago is a City of Architecture?
Chicago is renowned for its diverse architectural styles, including iconic landmarks like the Willis Tower, John Hancock Center, Wrigley Building, and the historic skyscrapers along the Chicago Loop.

Q: Which Chicago neighborhood is famous for its LGBTQ+ community and Pride Parade?
A: Boystown.

Q: What is the name of Chicago’s iconic ballpark where the Chicago Cubs play?
A: Wrigley Field.

Q: Which Chicago park is known for its outdoor concerts and the Taste of Chicago festival?
A: Grant Park.

Intelligent Chicago Trivia Questions For Kids

Q: What is Chicago’s tallest building, formerly known as the Sears Tower?
A: Willis Tower.

Q: Name the Chicago theater district that hosts Broadway shows.
A: The Loop.

Got A Chicago Trivia Question? Drop Your Comments! Especially Like This!
Q: Which river in Chicago is dyed green for St. Patrick’s Day?
A: The Chicago River.

Q: What is the name of the historic bridge that allows boats to pass underneath?
A: The Chicago Bascule Bridge.

Q: Which neighborhood is known for its historic architecture and Open House Chicago event?
A: Hyde Park.

Q: What is the name of Chicago’s famous jazz and blues club?
A: Buddy Guy’s Legends.

Resourceful Chicago Trivia Questions For Kids

Q: Name the Chicago park famous for gardens, lagoons, and the Taste of Chicago event.
A: Lincoln Park.

Q: Which Chicago suburb is known for its annual Pumpkin Week and giant pumpkin weigh-off?
A: Elk Grove Village.

Q: What is the name of the Chicago amusement park on Lake Michigan’s shores?
A: Navy Pier.
Sigma Experience: I remember visiting Navy Pier in Chicago with my family during summer vacation. We rode the Ferris wheel, explored the shops, and enjoyed the stunning views of Lake Michigan. 🎡🌊😄

Q: Name the Chicago skyscraper often referred to as the “Tribune Tower.”
A: The Tribune Tower.

Q: Which Chicago neighborhood is famous for its Mexican culture and cuisine?
A: Pilsen.

Q: What is the name of Chicago’s historic theater with opulent decor?
A: The Cadillac Palace Theatre.

Thoughtful Chicago Trivia Questions For Kids

Q: Name the Chicago-based fast-food chain known for Italian beef sandwiches.
A: Portillo’s.

Q: Which Chicago airport serves as a major hub for both domestic and international flights?
A: O’Hare International Airport.

Q: What is the name of the Chicago skyscraper with a distinctive tapered design?
A: Marina City.

Have you explored the possibility of Chicago’s Cultural Scene?
Chicago is a cultural hub, boasting world-class museums, theaters, art galleries, music venues, festivals, and culinary delights, reflecting its rich diversity and creative energy.

Q: Name the famous ballpark where the Chicago Cubs play their home games.
A: Wrigley Field.

Q: Which Chicago museum features impressionist and post-impressionist paintings?
A: The Art Institute of Chicago.

Q: What is the name of Chicago’s historic Maxwell Street Market neighborhood?
A: University Village.

Brainy Chicago Trivia Questions For Kids

Q: Which Chicago university is known for its particle accelerator?
A: The University of Chicago.

Q: What is Chicago’s nickname for its sports teams?
A: The Second City.

Do You Have This Kind Of One? Share With Us! 😊
Q: Which Chicago airport is named after a Medal of Honor recipient?
A: Midway International Airport.

Q: Name the famous Chicago theater that hosts the annual production of “A Christmas Carol.”
A: The Goodman Theatre.

Q: What is the name of the Chicago-based comedy television show that originally aired on NBC?
A: “Saturday Night Live” (SNL).

In the world of Chicago trivia questions, we’ve uncovered the hidden gems of the Windy City, where every answer is a chance to celebrate the rich tapestry of this iconic metropolis, and every fact is as dynamic as the cityscape itself.

So, keep your curiosity as towering as the skyscrapers, and may your journey through the heart of the Midwest always be as enlightening as it is fascinating! 🌆🤩

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