Sports
Food
Neighborhoods
Monuments/Buildings
Historical Events
100

Who did the Cubs beat in the 2016 World Series?

Cleveland Indians

100

Which of the following toppings would NOT be found on a classic Chicago hot dog?

Ketchup

100

This neighborhood was founded by polish immigrants who established goat farms throughout the neighborhood

What is Bucktown?

100

This building is famous for having survived the Great Chicago Fire of 1871?

The Water Tower

100

This Chicago system was the first elevated railway in the US, debuting in 1892.

What is the 'L' train?

200

What is the most recent year the Bears won the Super Bowl?

1986

200

The original deep-dish pizza was created at what Chicago restaurant in 1943?

Pizzeria Uno

200

This neighborhood is considered the oldest neighborhood in Chicago and was known as "the Cabbage Patch" thanks to the German immigrants who came to the area to farm.

What is Old Town?

200

The Willis (formerly Sears) Tower held the title of world’s tallest skyscraper for how many years?

22

200

This ballpark is the second oldest ballpark in MLB history.

What is Wrigley Field?

300

How many Stanley Cups have the Blackhawks won in total?

6

300

Which Al Created and opened the first Al's Italian Beef?

Al Ferrari

300

This hip and trendy neighborhood used to be the wholesale market for fish, flowers and meat.

Fulton Market

300

This Chicago museum’s building was built for the World’s Columbian Exposition in 1893

The Museum of Science and Industry


300

This Lincoln Park event took place almost 92 years ago, resulting in the murder of 7 members and associates of Chicago's North Side Gang.

What is the St. Valentines Day Massacre

400

 In what year did the Chicago White Sox become established as a major league baseball club?

1901

400

What famous road is home to Chicago's famous polish sausage?

Maxwell Street

400

This neighborhood got it's name because it was behind the Union Stock Yards

Back of the Yards

400

This large downtown building has statues of eight leaders of industry in front of it.

The Merchandise Mart 


400

This University originated at Navy Pier in 1945, and eventually moved to Little Italy in 1965, forcing many Italian families out of their homes.

University of Illinois- Chicago

500

This player left the Bulls prior to Game Four of the 1998 NBA Finals to wrestle Hulk Hogan?

Dennis Rodman

500

At the age of six, Skip DiPaolo churned the hand-crank machine and sold lemonade for two cents on Taylor Street. Within the next few years, Skip’s father built what is now known as?

Mario's Italian Lemonade 


500

This popular neighborhood has a family grave dating back from 1858, the family requested to not have it moved and remains there today.

What is Lincoln Park?

500

This buildig, built in 1897, which originated as the city’s first public library, became the first free municipal center in the United States. FYI: The Center is home to the world’s largest stained glass Tiffany dome.

What is The Chicago Cultural Center

500

This Chicagoan became the first African- American woman to win a Pulitzer Prize in 1950 for her book, Annie Allen.

Who is Gwendolyn Brooks

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