Download and play our Chicago quiz

How well do you know Chicago – the Windy City known for its deep-dish pizza, towering skyscrapers, and rich history? Test your knowledge of its landmarks, culture, and legendary moments!

Do you know which building was once the tallest in the world, or which famous gangster ruled the city during Prohibition? Can you recognize iconic locations like Willis Tower, Millennium Park, and Navy Pier? Learn about Chicago’s deep-rooted jazz scene, historic sports teams, stunning architecture, and its role in American history!

Whether you're a history buff, a travel lover, or just fascinated by big cities, this quiz will challenge your knowledge of Chicago. Quiz now and see how much you know!