Music / TV
Movies
Sports
Chicago
Fast Food
100

This is the only artist that has occupied the entire top 10 of the Billboard Hot 100 List

Who is Taylor Swift?

100

This is the nickname given to the English Mastiff in the movie "The Sandlot"  

Who is the Beast? 

100

What college did Lebron James go to? 

What is he did not attend college? 

100

There are this amount stars are on the Chicago flag. Each representing a significant event in Chicago history. 

What is four stars? 

100

This fast food chain is the world’s largest toy distributor.

What is McDonalds?

200

This artist served for eight years in the US Navy, after enlisting at 17. They broke out after releasing “Something in the Orange” and “I Remember Everything,” a Grammy-winning duet with Kacey Musgrave.

Who is Zach Bryan? 

200

In the Avengers Movie, THIS character is the one who recruits and creates the Avengers. 

Who is Nick Fury? 

200

This baseball player has the most homeruns in MLB history. 

Who is Barry Bonds? 

200

To get from the Midway Train station (southwest side) to downtown Chicago, you would take this train. 

What is the Orange Line? 

200

This fast food chain is the traditional Christmas Eve dinner in Japan. 

What is KFC? 

300

In Looney Tunes, this cartoon character would say "That's all folks!" at the end of every episode.

Who is Porky Pig? 

300

THIS was the nickname of Rob Schneider's Character in the movie Benchwarmers *hint if needed*

Who is Gus Bus? 

300

This QB has the most passing touchdowns in NFL History. 

Who is Tom Brady? 

300

The blue lines on the Chicago flag represent these major bodies of water in Chicago. 

What is Lake Michigan and the Chicago River?

300

This fast-food chain is known for its Blizzard desserts.

What is Dairy Queen? 

400

This is the name of the man who adopted Alvin and the Chipmunks. 

Who is Dave? 

400

In the Movie Space Jam, this former NBA player goes to a park to play basketball after having his talent stolen from the Monstars. Only to be told he was a "wannabe who looks like em."

Who is Charles Barkley?

400

What location is the Masters located at every year? 

What is Augusta National Golf Club? (Or Augusta?)

400

This is the reason Chicago has much bigger buildings than other midwestern cities. After this event destroyed the city in 1871. 

What is the Great Chicago Fire?

400

With sales worth approximately 8.57 billion U.S. dollars, this fast-food pizza chain was the leading quick service pizza chain in the United States.

What is Dominoes? 

500

This is Olivia Rodrigo's most popular song. (Two answers will be accepted) 

What is Driver's License or Vampire 

500

In Remember the Titans, Gary Bertier is unable to play in the championship game because of this. 

What is a car accident? 

500

This country has won the World Cup more times than any other country. 

What is Brazil? 

500

Also known as "Scarface," this mobster spent time at Alcatraz and was the co-founder and boss of the Chicago Outfit from 1925 to 1931.

Who is Al Capone? 

500

This fast food restaurant is credited with introducing the first modern-day drive-thru window. 

What is Wendy's?