Geography

21 Chicago Trivia Questions To Try If You Know Who Runs This Big Shoulder City

From Millenium Park to Wrigley Field to Cloud Gate, the wonderful city of Chicago has plenty of sights to see for tourists and locals alike! It is home to many impressive art installations, architectural feats, and waterfront sites like Navy Pier. 

A Frank Lloyd Wright house is located in the city along with gorgeous outdoor areas like the Buckingham Fountain and the Crown Fountain. 

There are many other sites not mentioned here that make Chicago one of the most beloved and well-known cities in the United States! Do you know them all? Test your knowledge of the Windy City with these Chicago trivia questions and answers. Each question will test your brain and make you more knowledgeable about the White City!

Are you looking for more geography trivia? Check out our Michigan, Connecticut, Wisconsin, or Florida trivia next! Soon you will be an expert on the geography and facts about every state on our trivia list.

Scenes from the movie “Mission: Impossible” were filmed in which Chicago hotel?

Meridien

Drake

Allegro

Wyndham

Where in Chicago is the Adler Planetarium located?

Northerly Island

Hyde Park

Lincoln Park

Logan Square

What is the three-letter code for Chicago O’Hare International Airport?

PIT

HRL

MOT

ORD

The city of Chicago is often referred to by what nickname?

Beantown

My Kind of Town

The Windy City

The Loop

Which hotel was named for the Chicago and Northwestern Railroad Vice President?

Hilton

Howard Johnson

Marriott

Alex Johnson

Which Chicago hotel shares its name with a “Seinfeld” character?

The Drake

Fairmont

Sheraton

Hilton

What is an outdoor amphitheater located on the man-made peninsula of Northerly Island?

Huntington Bank Pavilion

East River Pavilion

Black Rock

Ray’s Pizza Pavilion

What famous building is located at 210 South Canal Street in Chicago?

Pittsfield Building

The Rookery

The Union Station

Monadnock Building

Which hotel is located in Chicago?

Mayflower

Waldorf-Astoria

Chelsea

Allegro

What is the stadium the Chicago Bears play home games?

Soldier Field

Toyota Park

Wintrust Arena

Wrigley Field

What 24.5-acre park in downtown Chicago was opened to the public in 2004?

Central Park

Bear Park

Millennium Park

Wrigley Park

Chicago Midway International Airport uses which airport code?

SUX

TXK

STC

MDW

Where in Chicago is the University of Chicago’s main campus?

Hyde Park

Englewood

South Chicago

Chinatown

How many stars are on the official Chicago flag?

3

4

1

43

What does Chicago’s motto, “Urbs in Horto”, mean?

City In A Garden

Windy City

Grassy Town

City In Wind

What is the world’s largest food festival, held annually in mid-July in Chicago?

Taste Of Chicago

Bite Of Chicago

Savor Of Chicago

Dish Of Chicago

What hotel is located at the northern end of Michigan Avenue in Chicago?

Mayflower Hotel

Drake Hotel

MGM Grand

The Grand Hotel

What famous Chicago native lived at the Omni Ambassador East in Chicago for 15 years?

Kevin Costner

Harry Caray

Al Capone

Michael Jordan

What is the tallest building in Chicago?

Willis Tower

Aon Center

John Hancock Center

Trump International

Who built the first settlement on the land that is now Chicago in 1779?

Jean Baptist Point Dusable

Art Modell

Jean George

Charles Chisox

The city of Chicago sits on which of the 5 Great Lakes?

Lake Superior

Lake Erie

Lake Michigan

Lake Huron

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Responsible for researching, crafting, and publishing captivating trivia quizzes online. He meticulously fact-checks questions to ensure accuracy and maintains high standards of spelling and grammar throughout the trivia content.

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