Chicago Sports
Chicago Shows
Chicago Landmarks
Chicago Restaurants
Chicago
Musicians
100

What Chicago team did Michael Jordan play with in 1994?

The White Sox team

100

This iconic show set in a Chicago emergency room ran for 15 seasons.

ER

100

Known as “The Magnificent Mile,” this street is a major shopping destination in Chicago.

Michigan Avenue

100

This iconic food dish is associated with Chicago and features a thick, buttery crust.

Deep-dish pizza

100

He is known as “The Father of Modern Chicago Blues” and is an important figure in the post-war blues scene.

Muddy Waters a.k.a. McKinley Morganfield

200

What stadium did the Chicago Blackhawks moved to in 1995?

The United Center

200

A more recent medical drama about Gaffney Chicago Medical Center.

Chicago Med 

200

This was Chicago’s first skyscraper

The Home Insurance Building

200

This restaurant chain is synonymous with the Chicago-style hot dog.

Portillo’s

200

This Chicago-born rapper is a multi-Grammy winner known for albums like The College Dropout.

Kanye West

300

When was the last time the Chicago Bears won the Super Bowl?

1986

300

This Netflix sitcom follows a South Side Chicago family running a struggling Italian beef shop.

The Bear

300

A lively stretch of bars and restaurants can be found on this North Side street in Wrigleyville.

Clark Street

300

Chef Stephanie Izard’s acclaimed restaurant, inspired by global flavors, is named after a playful animal.

Girl & the Goat

300

This Chicago-born rapper burst onto the scene with Coloring Book.

Chance the Rapper

400

How many NBA Championships have the Chicago Bulls won?

6 NBA Championships

400

This spin-off from Chicago Fire focused on Chicago’s legal system but lasted only one season.

Chicago Justice

400

This was debuted for the first time in 1893

Ferris Wheel

400

Known for its rainbow cones, this South Side ice cream parlor is a summer tradition.

The Original Rainbow Cone

400
What is the Record-breaking concert with 73,000 fans in Soldier Field stadium in 2023?

Ed Sheerans 

500

Not including 2016, when was the last time the Chicago Cubs won the World Series?

1908

500

The Gallaghers and their friends frequently reference this public transit system in Chicago.

“L” train

500

This landmark is known as "the bean"

Cloud Gate

500

This Italian beef sandwich spot has a cult following and was featured in the show The Bear

Al’s Beef

500

This Chicago female rapper, poet, and activist gained fame for her introspective lyrics and soulful beats.

Noname