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!
