Chicago White Sox
Chicago Cubs
Chicago Bulls
Chicago Bears
Chicago Blackhawks
100

This White Sox second baseman was known as "The Man" and is the team's all-time leader in hits.

Who is Nellie Fox?

100

This Iconic Chicago Cubs stadium has been the home of the Cubs since 1916.

What is Wrigley Field?

100

This legendary shooting guard led the Bulls to six NBA championships in the 1990's.

Who is Michael Jordan?

100

This is the animal that the team's mascot and part of the team name. (SUPER HARD)

What is a Bear?

100

This icy surface is where the all their home and away games.

What is a hockey rink?

200

This was the year the original Comiskey Park opened.

What was 1910?

200

This Lovable nickname was given to the Cubs during their decades-long championship drought.

What were the "Lovable Losers"?

200

This mascot, known for his high energy antics, represents the Chicago Bulls.

Who is Benny the Bull?

200

This stadium has been home to the Chicago Bear in 1971.

What is Soldier Field?

200

This is the name of the arena where the Blackhawks play their home games.

What is the United Center?

300

The White Sox broke an 88-year World Series drought by winning the championship in this year.

What is 2005?

300

The Cubs ended their 108-year World Series drought in  this year.

What is 2016?

300

This former Bulls coach guided the team to all sux of their NBA titles.

Who is Phil Jackson?

300

This Hall of Fame running back, nicknamed "Sweetness," is one of the most legendary players in Bears history.

Who is Walter Payton?

300

This was the Blackhawks 1st round draft pick in the 2023 draft.

Who is Connor Bedard?

400

This fiery manager led the White Sox to their 2005 World Series title.

Who is Ozzie Guillien?

400

This Hall of Fame slugger, known for saying "Let's play two," spent his entire career with the Cubs.

Who is Ernie Banks?

400

The Chicago Bulls play their home games at this arena.

What is the United Center?

400

The Bears won their only Super Bowl in this year, led by a dominant defense.

What is the 1985-86 season?

400

This Blackhawks winger won the Conn Smythe Trophy in 2013 and is known for his clutch playoff performance.

Who is Patrick Kane?

500

In the 1970's, the White Sox Famously wore this unusual style of uniform during some games.

What are shorts?

500

This traditional song is sung by fans during the 7th-inning stretch at Wrigley Field.

What is "Take Me Out To the Ball Game"?

500

This player won the NBA MVP award in 2011 while playing for the Bulls, becoming the youngest MVP in league history.

Who is Derrick Rose?

500

This iconic coach and former player was known for his mustache and fiery attitude during the 1985-1986 Super Bowl Run.

Who is Mike Ditka?

500

This is the number of Stanley Cup Championships the Chicago Blackhawks have one as of 2025.

What is six?