Entertainment
Sports
History
Neighborhoods
Misc.
100

What former presidents started out as IL senators?

Barack Obama and Abraham Lincoln

100

What are the two baseball teams in Chicago?

The Cubs and the White Soxs

100
How many stars are in the Chicago flag?

Four

1) Fort Dearborn

2) The Great Chicago Fire

3 & 4) The World's Fair

100

What neighborhood is Intrinsic in?

Belmont Cragin

100

What is the name of the great lake that borders Chicago?

Lake Michigan

200

What famous Chicagoan was the host of her own TV show and a billionaire?

Oprah Winfrey

200

Where do the Bulls and Blackhawks play home games?

The United Center

200

What is the name of the public transportation system in Chicago?

The CTA aka Chicago Transit Authority

200

What neighborhood is known as La Villita? 

Little Village

200

For what holiday does Chicago dye the river green?

St. Patrick's Day 

300

What Chicago rapper was feautured in Drake's song LAUGH NOW CRY LATER?

Lil Durk

300

How many total sports teams does Chicago have 

7

Bears, Bulls, Blackhawks, Cubs, Fire, Sky, White Soxs

300

What year was the Great Chicago Fire?

1871

300

What neighborhood hosts the Puerto Rican day parade?

Humboldt Park

300

What is the name of the tallest skyscraper in Chicago (also the second tallest skyscraper in North America) 

Sears (Willis) tower

400

What Chicago rapper recently celebrated the 10 year anniversary of Acid Rap?

Chance the Rapper

400

What Chicagoan was the youngest-ever MVP in NBA history?

Derrick Rose

400

What baseball stadium in Chicago is the second oldest baseball stadium in the United States? 

Wrigley Field

400

What neighborhood is home to the only free zoo in Chicago?

Lincoln Park

400

What's the name of the famous T-Rex that lives in the Field Museum?

SUE

500

Chicago rapper, also known as Sosa, rose to fame with his song “I Don’t Like”

Chief Keef 

500

What was the last Chicago team to win a championship and what year?

Cubs, 2016

500

After the Great Chicago Fire, Chicago is said to have built the first ever ____________?

Skyscraper 

500

What neighborhood is home to the University of Chicago AND shares a name with a famous location in London?

Hyde Park

500

What year was the World's Fair held in Chicago?

1893