Sports
Buildings
History
Misc.
100

This team didn't win a championship until 2016 after 108 years

What is Chicago Cubs

100

This is the tallest building in Chicago and 2nd in the United States

What is Sears Tower

100

The City of Chicago was incorporated into Illinois in what year?

What is 1837

100

This Chicago food chain makes hot dogs, beefs, and burgers

Portillos

200

Considered one of the greatest to ever play Basketball. He played for the Bulls from 1984-1998

What is Michael Jordan

200

This Building is the second tallest in Chicago and named after a founding father

What is the John Hancock Building

200

Chicago's longest serving mayor was

Richard J. Daley

200

This U.S. President lived in Chicago

Barack Obama

300

The Southside baseball team is the...

What is Chicago White Sox

300

This Building survived the Great Chicago Fire, what was it?

The Water Tower

300

The Great Chicago fire occurred in what year

1871


300

In total there are how many sports teams in Chicago?

5

400

This Chicago team recently appeared in the playoffs

What is the Bears

400

This Building is located in the heart of the city and is a Chicago attraction and monument

The bean

400

When Chicago was first settled, what was the first structure built?

Fort Dearborn

400

What are the names of the airports?

Midway and O'Hare

500

This player was once a Chicago legend playing for both teams, until he was caught with Performance Enhancing Drugs

Who is Sammy Sosa

500

This is the first ever built "skyscraper" in the United States

Home Insurance Finance Building

500

A lesser known event where the cities infrastructure was damaged causing a rise up in water. 

The Chicago Flood


500

This is one of the last buildings left over from the 1893 World Fair

Science and Industry Museum