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21 Chicago Bears Trivia Questions: Are You Ready to Roar?

Founded in 1920, the Chicago Bears are one of the oldest franchises in the NFL. From their early days under the guidance of George ‘Papa Bear’ Halas to their modern era led by fierce competitors like Khalil Mack, the Bears have a storied history full of iconic players, memorable games, and legendary plays.

This set of Chicago Bears trivia questions and answers is your gateway to exploring the many chapters of this team’s history. From their days at Wrigley Field to their triumphant victory in Super Bowl XX, this Chicago Bears quiz is the ultimate test for any fan of the Monsters of the Midway.

So, are you ready to take on this challenge and prove your worth as a Bears fan? Or will you fumble the ball at the goal line? Only one way to find out!

For more sports trivia, don’t forget to check out our NFL trivia questions. Or switch it up with our Carolina Panthers quiz and Cincinnati Bengals trivia. Keep the trivia ball rolling!

How many games did the Bears lose in the 2022 NFL regular season?

13

9

14

7

What number uniform did the Bears retire for NFL great George Halas?

2

77

7

34

Who was the head coach of the 2019 Chicago Bears?

Lovie Smith

Pete Carroll

Dirk Koetter

Matt Nagy

What was the original name of the Chicago Bears cheerleaders?

Honey Bears

Bear Lovers

Bear Girls

Baby Bears

Who did the Chicago Bears pick in the first round of the 2018 NFL Draft?

B. J. Hill

Anthony Averett

Roquan Smith

Braden Smith

What uniform number did Chicago Bear Rex Grossman wear?

12

9

10

8

What was the longest losing streak for the 2022 Chicago Bears?

7 Games

3 Games

5 Games

10 Games

How many road game wins did the Bears have in 2016?

One

Three

Zero

Five

What number uniform did the Bears retire for NFL great Gale Sayers?

4

40

66

41

What was Alan Williams’s job for the 2022 Chicago Bears?

Offensive Coordinator:

Trainer

Defensive Coordinator

General Manager

What place did the Chicago Bears finish in their division in the 2022 NFL season?

Second

Last

First

Third

Soldier Field is a memorial to soldiers who died in what war?

World War I

All Wars

World War II

The Korean War

Who signed with the Bears on April 10, 2023?

Andrew Billings

Chase Allen

Ryan Anderson

Larry Borom

Who did Chicago hire as their head coach in 2022?

Kacy Rodgers

Matt Eberflus

Mike Vrabel

Stan Drayton

How many Super Bowl touchdowns did Walter Payton score?

0

2

5

1

George “Papa” Halas coached the Chicago Bears for how many years?

30

20

25

40

Who recorded 680 tackles in his first four seasons as a Chicago Bear?

Dick Butkus

Brian Urlacher

Mike Singletary

Richard Dent

What uniform number did the Chicago Bears retire for NFL great Walter Payton?

#23

#2

#33

#34

Which was the only team to beat the Chicago Bears in 1985?

Green Bay Packers

New England Patriots

Dallas Cowboys

Miami Dolphins

What number uniform did the Bears retire for NFL great Brian Piccolo?

24

1

41

55

Which Chicago Bears player was also a track star and Olympian?

Ricky Manning

Walter Payton

Willie Gault

Jim McMahon

You can do better

Not bad

Great!

My passion for travel seamlessly integrates with my love for trivia, as I spend a lot of time on the road. I create engaging trivia quizzes based on the information I gather about new locations, food, music, customs, and people.

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