100 Chicago Trivia Questions With Answers

What is the nickname of Chicago?

Which river runs through the city of Chicago?

In what state is Chicago located?

Which large lake borders Chicago to the east?

Which famous Chicago landmark is known for its reflective surface?

Which neighborhood is known for its historic African American cultural significance in Chicago?

What is the tallest building in Chicago?

Which Chicago park is home to the famous 'Buckingham Fountain'?

Which Chicago museum is located along the city's lakefront and is dedicated to natural history?

Which Chicago landmark is often associated with the 1893 World's Columbian Exposition?

Which Chicago street is known as 'The Magnificent Mile'?

What is the name of Chicago's largest airport?

Which iconic Chicago neighborhood is known for its large Italian-American population?

What Chicago stadium is home to the Chicago Bears?

Which Chicago neighborhood is known for its vibrant Polish culture and heritage?

Which river was famously reversed to prevent pollution from flowing into Lake Michigan?

Which famous Chicago street is known for its theaters and entertainment venues?

What is the name of the Chicago museum that houses the famous dinosaur exhibit 'Sue'?

Which Chicago landmark is known for its colorful and elaborate public art installations?

Which Chicago park features the 'Lincoln Park Zoo'?

Which Chicago museum is known for its collection of Impressionist art?

Which Chicago building was once known as the Sears Tower?

Which famous Chicago jazz musician was born in the city and is often referred to as 'Satchmo'?

What famous Chicago event takes place annually in Grant Park and features live music?

Which historic Chicago skyscraper was the first to exceed 100 stories?

Which Chicago landmark was designed by architect Frank Lloyd Wright?

What is the name of the Chicago professional baseball team that plays at Wrigley Field?

Which iconic Chicago structure was built for the 1893 World's Columbian Exposition?

Which popular Chicago-based deep-dish pizza restaurant was founded by Ike Sewell and Ric Riccardo?

Which iconic Chicago event features a massive water display in the city's lakefront park?

Which Chicago lakefront park is home to the city's famous Millennium Park?

Which Chicago neighborhood is famous for its vibrant Mexican culture and cuisine?

Which Chicago institution is famous for its collection of African American history and culture?

Which river in Chicago was famously reversed to flow away from Lake Michigan to prevent pollution?

Which Chicago-based company is known for creating the world’s first skyscraper?

Which Chicago building was the first to feature a steel frame construction?

Which famous Chicago theater is known for hosting Broadway shows and classic films?

What iconic Chicago location is home to the popular 'bean' sculpture?

Which Chicago skyscraper was the tallest building in the world from 1973 to 1998?

What Chicago landmark is famous for its annual jazz and blues music festivals?

Which Chicago street is home to the city's famous Willis Tower (formerly Sears Tower)?

Which Chicago lakefront area is known for its museums, including the Museum of Science and Industry?

Which Chicago neighborhood is known for its thriving LGBTQ+ community and culture?

Which Chicago landmark is the site of the city's famous annual Thanksgiving Day Parade?

What Chicago-based TV show was filmed at the city's famous 'Chicago Fire' station?

Which Chicago stadium is the home of the Chicago Bulls and Chicago Blackhawks?

Which Chicago building features the famous 'Skydeck' observation deck on its 103rd floor?

Which Chicago festival celebrates the city's culinary heritage with food from around the world?

What is the name of Chicago’s iconic, historic hotel located on Michigan Avenue?

Which Chicago landmark is home to the Chicago Symphony Orchestra?

Which Chicago museum is famous for its dinosaur exhibits, including the T-Rex named 'Sue'?

Which Chicago bridge is known for its bascule design and is one of the city's iconic landmarks?

Which Chicago park is home to the popular Buckingham Fountain?

Which Chicago skyscraper was the first building in the world to feature a fully functional glass-walled elevator?

Which famous Chicago street is known for its high-end shopping and luxury stores?

Which Chicago event is known as one of the largest free blues music festivals in the world?

What is the name of Chicago's iconic landmark, which is a giant, reflective sculpture located in Millennium Park?

Which Chicago neighborhood is renowned for its food scene, particularly its Mexican cuisine and murals?

Which Chicago landmark is home to one of the world’s tallest bronze sculptures, 'The Spirit of Chicago'?

What iconic Chicago event, celebrated every summer, includes a giant outdoor music and arts festival?

Which Chicago museum is known for its iconic architectural collection, including works by Frank Lloyd Wright?

Which iconic Chicago street is home to the historic Water Tower and other landmarks?

Which Chicago stadium is home to the Chicago Bears football team?

Which Chicago lakefront park is home to the Shedd Aquarium?

Which Chicago building was designed by architect Mies van der Rohe and is considered a modernist masterpiece?

What is the nickname of Chicago's elevated train system?

Which Chicago neighborhood is home to the famous 'Second City' comedy troupe?

Which Chicago museum is home to the largest collection of Impressionist paintings outside of France?

Which Chicago neighborhood is renowned for its vibrant street art and murals?

Which Chicago-based company is the largest fast food chain in the world by revenue?

Which Chicago landmark is known for its large outdoor ice rink during the winter months?

Which Chicago stadium is the home of the Chicago Cubs baseball team?

Which Chicago building is known for its unique curved design and is a part of the city's modern skyline?

Which famous Chicago building once held the title of the world’s tallest building?

Which Chicago park is home to the Lincoln Park Zoo?

Which Chicago river is famous for being dyed green every year for St. Patrick's Day?

Which Chicago neighborhood is known for its large, annual Polish Festival?

Which famous Chicago-based company invented the first deep-dish pizza?

Which Chicago building is famous for its stunning views and the '360 Chicago' observation deck?

Which Chicago street is known for its 'Magnificent Mile,' a shopping district with luxury boutiques and high-end stores?

Which Chicago neighborhood is famous for its large Latinx community and vibrant culture?

Which Chicago landmark is home to the Chicago Bears' training facility?

Which famous Chicago food item is made with Italian sausage, peppers, and onions on a bun?

Which Chicago museum is home to the iconic 'Night Hawks' painting by Edward Hopper?

Which Chicago building is known for its unique, red brick façade and houses the famous Chicago Symphony Orchestra?

Which iconic Chicago skyscraper is known for its distinctive green triangular top?

Which Chicago neighborhood is home to the University of Chicago?

Which Chicago street is famous for its 'Magnificent Mile' shopping district, including the historic Water Tower?

Which Chicago park is home to the iconic 'Cloud Gate' sculpture, also known as 'The Bean'?

Which Chicago landmark is home to the Adler Planetarium?

Which Chicago neighborhood is known for its vibrant LGBTQ+ scene and its annual Pride Parade?

Which iconic Chicago street is home to the famous 'Chicago Theatre' with its large marquee sign?

Which Chicago-based company is the world's largest manufacturer of toys?

Which Chicago park features the famous 'Crown Fountain,' a large video sculpture?

Which famous Chicago theater is known for its production of Broadway musicals, including 'The Lion King' and 'Wicked'?

Which Chicago landmark is the largest art museum in the United States?

Which famous Chicago landmark is known for its 'Skydeck' offering panoramic views of the city?

Which Chicago neighborhood is home to the historic Chicago Theatre, known for its iconic sign?

Which Chicago airport is one of the busiest in the world by passenger traffic?

Which Chicago park is home to the annual Chicago Air and Water Show?