Buildings
Chicago History
Sports
Transportation
Movies/TV
100

This skyscraper was originally named the Sears Tower. In 2009, the name was officially changed to what?

The Willis Tower

100

What happened in 1871?

The Chicago Fire

100

What year did the Cubs win the World Series, ending their 108 year drought?

1908

100

Chicago is home to 2 international airports with flights to over 240 destinations. What are these two airports?

Midway (MDW) and Ohare (ORD)

100

What 1970s sitcom, which centered around Chicagoans Florida and James Evans and their family, was spun off from Maude?

Good Times

200

What street is The Art Institute located on?

South Michigan Avenue

200

What is the nickname for the 1893 World's Fair?

The White City. White stucco was used to cover the buildings.

200

What year did the Bears win the Super Bowl?

1985-1986

200

Which of the Chicago L system's colored lines has the fewest stations, with just three: Howard, Oakton-Skokie, and Dempster-Skokie?

Yellow

200

A number of real historical Chicago locations appear in what 1987 Brian de Palma film, which stars Kevin Costner as Eliot Ness?

The Untouchables

300

North Michigan Ave is home to what central 100-foot skyscraper, funded by a life insurance company. It got its name from a president of the Continental Progress with an alleged big signature.

John Hancock Center

300

What event was known as the Rainbow City?

The 1933 World's Fair. The fair planners used advanced lighting techniques to create vibrate colors for the fair.

300

This team plays in US Celluar Field and it used to called Comiskey Field.

Who are the Chicago White Sox

300

Which of the 8 lines on Chicago's famed L system served the most passengers in 2018?

Red Line

300

This highest-rated daytime talk show in American TV history was a syndicated show that aired for 25 seasons was filmed in Chicago.

The Oprah Winfrey Show

400

What building in Chicago's Museum Campus park opened in 1930 and has a 5 million gallon tank and about 30,000 animals?

The Shedd Aquarium

400
This was debuted for the first time in 1893.
What is the Ferris Wheel?
400

What basketball player hit a game winning shot in the 1982 NCAA championship game, securing a title win for UNC over Georgetown? He late went on to the NBA, doing even bigger and better things in Chicago.

Michael Jordan

400

Akin to New York City's Metrocard, what is the name of the electronic fare payment system used by the Chicago Transit Authority that launched in 2013?

Ventra

400

Kurt Russell and William Baldwin play Chicago firefighters and brothers who must overcome their differences to solve a string of arson cases in what 1991 film?

Backdraft

500

What well-known 1930 Chicago Building was the first of its kind in the United States. It earned its architect the gold medal of the Chicago chapter of the American Institute of Architects, declared a National Historic Landmark in 1987, and has an official mission to inspire exploration and understanding of the universe?

Alder Planetarium

500

Who was the first settler who was not a Native American?

Jean Baptiste duSable

500

What is the feline name of the sports team of Northwestern University?

Wildcats

500

Initially launched in 2013 with 750 bikes and 75 docking stations, what is the name of Chicago's bike-share system?

Divvy

500

Emma Boettcher is a University of Chicago Librarian became nationally famous after a 2019 appearance on what television show?

Jeopardy

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