Architecture
Early History
Gilded Age Chicago
Culture
Geography
100


This building was once the tallest in the world, and is still the tallest in the city.


What is Willis Tower?

100


A New Trier Township village is named for this French-Potawatomi family.


Who are the Ouilmettes?

100


This  Irish woman (or her cow) was unfairly blamed for the Great Chicago Fire.


Who is Mrs. O'Leary?

100


This television host, once television’s highest-paid entertainer, founded Harpo Productions.


Who is Oprah Winfrey?

100


Chicago’s canal connected the waters of the Great Lakes to what major south-flowing river?


What is the Mississippi?

200


This style of single-family home is typically one-and-a-half stories tall.


What is a bungalow?

200


This tribe had the largest Native American presence in the region at the time of European settlement.


Who are the Potawatomi?

200


This amusement park attraction was introduced at Chicago 1893 World’s Fair.


What is the Ferris Wheel?

200


This Mississippi-born artist is known as the “father of Chicago Blues.”


Who is Muddy Waters?

200


Chicago has this many Community Areas.


What is 77?

300


This style, associated with Frank Lloyd Wright, incorporated elements of Chicago’s environment.


What is Prairie Style?

300


This trader, likely Haitian born, was the first non-Native settler of Chicago


Who is Jean Baptiste Pointe du Sable?

300


This was the year of the Great Chicago Fire.


What is 1871?
300


This DC comics film series  was prominently filmed in Chicago.


What is Batman? (The Dark Knight)

300


This West-Side neighborhood is known for its Mexican-American murals


What is Pilsen?

400

This building is the world's tallest designed by a woman.

What is the St. Regis (Vista Tower)

400
This is the year of Chicago was incorporated (officially made a town).

What is 1833?

400

This South-Side park, now home to the in-progress Obama Presidential Library, was the site of the World’s Fair.

What is Jackson Park?

400


This 1992 take on the Boogieman  and its 2021 sequel of the same name take place in the Cabrini Green housing projects.


What is Candyman?

400


This South Side neighborhood is the home to University of Chicago.


What is Hyde Park?

500


This German-born architect was guided by the principle that “Less is More”


Who is Ludwig Mies Van der Rohe?


500

This railroad executive was Chicago's first mayor.

Who is William Butler Ogden?

500


This Texas-born anarchist’s husband  was executed for his purported role in the Haymarket Affair; she would go on to continue her radical career.

Who is Lucy Parsons?

500


This author of The House on Mango Street grew up in Chicago’s Humboldt Park neighborhood.


Who is Sandra Cisneros?

500


This street is Chicago’s border with Evanston, and the Northernmost stop on the Red Line.


What is Howard?