Chicago History
Chicago Events
Chicago Architecture
Chicago Celebrities & Historical Figures
Chicago Neighborhoods
Parks and Museums
100

Sometimes known by the nickname "Scarface", this man was a notorious Chicago gangster during the Prohibition Era who served as the co-founder and boss of the Chicago Outfit.

Al Capone

100

This music festival is hosted in Grant Park every summer.

Lollapalooza

100

This landmark is 110 stories tall.

Willis Tower

100

Creator of the magazine, Playboy. He lived in a mansion.

Hugh Hefner

100

Wrigley Field is the center of this Chicago neighborhood.

Wrigleyville

100

This natural history museum has more than 10 acres of exhibits.

Field Museum

200

Chicago's first African American mayor. This man also has a downtown Chicago library named after him.

Harold Washington

200

This food festival is hosted every year, attracting more than 1.5 million visitors.

The Taste of Chicago

200

Which famous architect, known for his work on the Robie House and the Unity Temple, spent much of his career in Chicago?

Frank Lloyd Wright

200

Former First Lady of the United States and Whitney Young High School alum.

Michelle Obama

200

Loyola University's Lake Shore Campus is located in this neighborhood, just south of Evanston.

Rogers Park

200

Which Chicago park is home to the Buckingham Fountain, one of the largest fountains in the world?

Grant Park

300

This amusement park attraction was first introduced in Chicago as a landmark for the 1893 World Fair.

Ferris Wheel

300

The annual Chicago Christmas tree lighting takes place in this downtown Chicago Park.

Millennium Park

300

This sports arena, built in 1924, holds up to 61,500 spectators and owned by the Chicago Park District. 

Soldier Field

300

A comedian known for his films Ghostbusters and Groundhogs Day. He also is a dedicated Cubs fan. 

Bill Murray

300

The University of Chicago and the DuSable Museum of African-American History are located in this neighborhood.

Hyde Park

300

What Chicago museum houses a U-505 German submarine from World War II?

The Museum of Science and Industry

400

In what year was the first Chicago Cubs World Series championship?

1907 (They won again in 1908 and then famously in 2016 after a 108-year drought).

400

Chicago's yearly summer fireworks displays take place here.

Navy Pier

400

Built by Marshall Fields & Co, this downtown building takes up 2 city blocks and is known for its art deco design. 

Merchandise Mart

400

Successful Hollywood actor who starred in blockbusters such as Star Wars and Indiana Jones

Harrison Ford

400

This predominantly Latin neighborhood is home to a variety of murals that stretch for 2 miles on 16th Street.

Pilsen

400

Which Chicago beach hosts the annual Chicago Air and Water Show?

North Avenue Beach

500

This man is considered the first non-indigenous permanent resident in Chicago, honored as "the founder of Chicago."

Jean Baptiste Point du Sable

500

The largest African American parade in the US, which has occurred on the second Saturday of August, since 1929.

The Bud Billiken Parade

500

Which Chicago architect is known for pioneering modern skyscraper design?

Louis Sullivan, often referred to as the “father of skyscrapers.”

500

This famous Hollywood legend and children’s filmmaker was born in the Hermosa neighborhood of Chicago.

Walt Disney

500

This neighborhood is home to St. Michael's Church, one the of the seven buildings to survive the Great Chicago Fire. 

Old Town

500

What famous T. rex fossil is on display at the Field Museum?

Sue the T. rex, the most complete T. rex fossil ever discovered