Chicago

The Chicago Cubs are one of Chicago's baseball teams, but what is the other team called?

Chicago White Sox

Chicago is located by Lake Michigan which is one of the so called Great Lakes, which one of them is the largest?

Lake Superior

Which legendary jazz club in Chicago has hosted famous musicians like Miles Davis and Louis Armstrong?

The Green Mill

What is the name of the elevated train system that serves the Chicago metropolitan area?

The "L"

In which year was the town of Chicago founded?

1833

What is the name of what was once called the Sears Tower in Chicago?

Willis Tower

What was the name of the first non-Indigenous settler in Chicago?

Jean Baptiste Point du Sable

What's the name of Donald Trump's skyscraper in Chicago?

Trump International Hotel & Tower

Which Chicago-born artist won multiple Grammy Awards for the album "The College Dropout"?

Kanye West

What is the name of Chicago's Major League Soccer team?

Chicago Fire

Which German football player transferred to Chicago Fire 2017?

Bastian Schweinsteiger

What is the name of the major international airport in Chicago, one of the busiest in Illinois?

O'Hare International Airport

Which Chicago sports team is named after the animal featured on the Illinois state flag?

Chicago Bears

What major music festival in Chicago showcases alternative and indie artists?

Pitchfork Music Festival

Twinkie is a well-known American snack from Chicago. When did the production of Twinkies begin?

1930

What infamous serial killer committed his crimes in Chicago in the late 1800s?

H.H. Holmes

What is the name of Chicago's basketball team?

Chicago Bulls

Which famous blues musician, known as the "Father of Chicago Blues", influenced the city's music scene?

Muddy Waters

What is the name of the famous Chicago neighborhood historically known for its jazz and blues scene?

Bronzeville

Which historic jazz club in Chicago is associated with the city's music culture?

The Green Mill

What is the name of Chicago's airport?

O'Hare

Which of the following people was born in Chicago?

Walt Disney

What is the name of the Chicago music festival that celebrates blues music annually?

Chicago Blues Festival

The first TV station to broadcast in full color was in Chicago. In which year?

1956

Which famous Illinois president has a park named after him in Chicago?

Abraham Lincoln

Which Illinois zoo, located in Chicago, is one of the oldest in the United States?

Lincoln Park Zoo

Approximately how many tourists visit Chicago every year?

35 million

What is the name of the famous university in Evanston, just outside Chicago?

Northwestern University

Chicago Blackhawks is an ice hockey team. In which league do they play?

NHL

What is the name of the iconic park in Chicago that contributes to Illinois' green spaces?

Grant Park

The name Chicago is derived from the word "shikaakwa" from the language spoken by the native population of this area. What does this word mean?

Stinky onion

Willis Tower is the name of Chicago's tallest skyscraper. You can see four different states from this building. Which ones?

Indiana, Illinois, Michigan and Wisconsin

In which state is Chicago located?

Illinois

Chicago has always been a pronounced immigrant city. There have been several ethnic dominated neighborhoods, including a Swedish one. What was its name?

Andersonville

What is to be found on the logo of the Chicago Blackhawks?

An Indian

What is the name of the famous sculpture in Millennium Park nicknamed "The Bean"?

Cloud Gate

What is the name of the iconic parade held annually in Chicago to celebrate St. Patrick's Day?

Chicago St. Patrick's Day Parade

In what state of the U.S. is Chicago?

Illinois

What year did the Great Chicago Fire occur?

1871

What is the name of the Chicago food dish that is a casserole-style pizza with a thick crust?

Deep-dish pizza

What Chicago music festival was originally held in 1991 and now takes place annually in Grant Park?

Lollapalooza

The vacuum cleaner is an invention from Chicago. What year was it invented?

1868

What is the name of the iconic riverfront skyscraper with a unique zigzag façade?

Marina City

In which sport is Chicago Bears a professional team?

American Football

What is the name of Chicago's professional women's basketball team?

Chicago Sky

Which architect designed the famous Robie House in Chicago, a prime example of Prairie School architecture?

Frank Lloyd Wright

Which of the following alternatives is a lake bordering Chicago?

Lake Michigan

What Native American tribe originally inhabited the Chicago area?

Potawatomi

Which historic event led to a major increase in the African American population in Chicago during the early 20th century?

The Great Migration

What Chicago museum is home to the famous painting "American Gothic"?

Art Institute of Chicago

In terms of collection size, the Chicago Public Library ranks where amongst other public libraries in the world?

1st

Which of the following actors comes from Chicago?

Harrison Ford

Chicago is one of the primary cities for which music genre?

Blues

Which team from Chicago plays in black and white game clothes?

White Sox

What infamous gangster operated in Chicago during the Prohibition era?

Al Capone

The first TV broadcast of a US presidential debate took place in Chicago in 1960. Between which two candidates?

John F. Kennedy and Richard Nixon

What type of pizza is Chicago, Illinois, famous for?

Deep-dish pizza

What type of disaster wiped out the majority of Chicago, Illinois in 1871?

Fire

According to the size, where does Chicago rank among the cities in the US?

Third

What is the capital city of Illinois?

Springfield

What famous mobster's headquarters were located at the Lexington Hotel in Chicago?

Al Capone

On May 1, 1886 in Chicago, Illinois, a bomb was detonated at a labor protest. What is the aftermath of this event known as?

Haymarket massacre

What is the name of the historic marketplace in the West Loop area of Chicago?

Fulton Market

What year was the city of Chicago incorporated?

1837

Chicago is not only a city but also a game, which statement best describes this game?

A card game

What genre of music is Chicago famously associated with?

Blues

What is the name of Chicago's NHL team?

Chicago Blackhawks

What popular cultural event turns the Chicago River green each year?

St. Patrick's Day Celebration

Which skyscraper, once the tallest in the world, was completed in Chicago in 1973?

Willis Tower

What is the nickname of Chicago's subway?

The El

Chicago is located on which of the Great Lakes?

Michigan

In which music genre was the artist Muddy Waters a big name?

Blues

What is the name of the festival held in Chicago to celebrate diverse foods from around the world?

Taste of Chicago

What is the name of the Chicago Tribune columnist who coined the term "The Windy City"?

Charles Dana

What was the purpose of the Hull House, founded by Jane Addams in Chicago in 1889?

To provide social and educational services for immigrants

What is the name of Chicago's cultural festival that celebrates Puerto Rican heritage?

Puerto Rican Festival of Chicago

What is the name of the area in Chicago where trains loop, giving the "L" train system its name?

The Loop

What is the name of the Chicago bridge with towers modeled after the Cathedral of Notre Dame in Paris?

Michigan Avenue Bridge

The zipper was invented by a man from Chicago. Which year?

1851

What is the historic nickname for Chicago, inspired by its rapid growth in the 19th century?

The Windy City

Which Chicago university is known for its influential contributions to economics and law?

University of Chicago

Which Chicago cultural festival celebrates African and Caribbean heritage annually?

African Festival of the Arts

What Chicago-based band is known for hits like "Saturday in the Park" and "25 or 6 to 4"?

Chicago

Which Chicago neighborhood is known for its strong Polish-American heritage?

Avondale

Which Chicago event in 1893 celebrated the 400th anniversary of Columbus's voyage to the Americas?

World's Columbian Exposition

What is the origin of the name "Chicago"?

Derived from a Native American word for wild onion

Which river forms part of the western border of Illinois and is connected to Chicago through waterways?

Mississippi River

What is the tallest residential building in Chicago?

St. Regis Chicago

Which Chicago museum is dedicated to space science and astronomy?

Adler Planetarium

What is the nickname of Illinois that also connects to Chicago's history?

The Prairie State

What famous Chicago bridge raises to allow boats to pass underneath on the Chicago River?

DuSable Bridge

Which Chicago skyscraper was the tallest building in the world from 1974 to 1998?

Willis Tower

What is the name of the Chicago riverfront area that features shops, restaurants and scenic views?

The Riverwalk

What is the name of the architectural style pioneered in Chicago after the Great Fire of 1871?

Chicago School of Architecture

What Chicago neighborhood is known for its vibrant Mexican culture and street murals?

Pilsen

Which Chicago theater company is internationally famous for improvisational comedy?

The Second City

Which Chicago neighborhood is famous for its historic jazz scene?

Bronzeville

Which Chicago sports venue is known as the "Friendly Confines"?

Wrigley Field

What is the name of the team that represents Chicago in American Football?

Chicago Bears

Which Chicago street is known for its vibrant theater district?

State Street

What is the name of the Chicago neighborhood known for its historic Greystone homes?

Logan Square

Which Chicago building is nicknamed "Big Red" due to its distinctive color?

CNA Center

What is the name of the highway that starts in Chicago, Illinois, and is known as the "Mother Road"?

Route 66

What is the name of the annual music festival held in Chicago's Grant Park?

Lollapalooza

What is the name of the Chicago river feature that dyes the water green every year for St. Patrick's Day?

Chicago River Dyeing

Which Chicago building, completed in 1925, was originally home to a newspaper and is known for its neo-Gothic design?

Tribune Tower

What is the name of the major airport located on the northwest side of Chicago?

O'Hare International Airport

Which famous lake borders Chicago and is located in Illinois?

Lake Michigan

Which river was famously reversed in 1900 to improve sanitation in Chicago?

Chicago River

Which Chicago landmark was renamed DuSable Lake Shore Drive in 2021 to honor the city's founder?

Lake Shore Drive

What is the name of the Chicago building that survived the Great Fire of 1871 and is now a historic landmark?

The Water Tower

Which Chicago lakefront trail spans 18 miles and offers views of Lake Michigan?

The Lakefront Trail

What Chicago jazz club is famous for hosting legendary performers like Louis Armstrong and Miles Davis?

The Green Mill

Which major Chicago university is located in the Hyde Park neighborhood?

University of Chicago

Which Illinois city is home to Millennium Park and its famous sculpture "The Bean"?

Chicago

Which Chicago park features the Buckingham Fountain, one of the largest fountains in the world?

Grant Park

What is the name of the historic waterway that connects the Great Lakes to the Mississippi River system via Chicago?

Illinois and Michigan Canal

Which Chicago street is often referred to as the city's shopping and cultural hub?

The Magnificent Mile

What public artwork by Pablo Picasso is displayed in Daley Plaza in Chicago?

Chicago Picasso

Which Chicago sports team is nicknamed the "Cubbies"?

Chicago Cubs

What iconic Chicago theater has hosted countless music and entertainment performances since 1921?

The Chicago Theatre

What Chicago-based company is known as the world's largest aerospace manufacturer?

Boeing

Which Chicago neighborhood is home to the Museum of Science and Industry?

Hyde Park

What is the name of the Chicago street famous for its theaters, including the Chicago Theatre?

State Street

What was the name of the Chicago-based company that built the first skyscraper?

Home Insurance Company

What is the largest city in Illinois?

Chicago

Which actress can be seen in the movie "Chicago" from 2002?

Renée Zellweger

Which Illinois sports team in Chicago has Wrigley Field as its home?

Chicago Cubs

By which name is Tatanka Iyotake more usually known?

Sitting Bull

What type of architecture is Chicago particularly famous for?

Skyscrapers

Who was American President George Washington's Vice President?

John Adams

What is the name of the river in Illinois that Chicago reversed in 1900?

Chicago River

What is the name of the tallest building in Illinois, located in Chicago?

Willis Tower

Which Chicago park is home to the Cloud Gate sculpture, commonly called "The Bean"?

Millennium Park

Which famous Chicago museum houses "Sue", the largest and most complete Tyrannosaurus rex skeleton ever discovered?

Field Museum

What Illinois museum in Chicago is home to "Sue", the largest T-Rex fossil ever discovered?

Field Museum

What is the name of the Chicago stadium that serves as the home of the Chicago Bears?

Soldier Field

Which Chicago musician is known for his gospel music and influence on soul music?

Mahalia Jackson