41 Chicago Bears Trivia Questions

Nestled in the heart of the Windy City, the Bears represent more than just a football team; they embody a rich history, a legacy of greatness, and a passionate fan base that spans generations. 

From the iconic “Monsters of the Midway” to unforgettable moments on Soldier Field, the Chicago Bears have left an indelible mark on the NFL landscape.

But how well do you really know the storied franchise that calls Soldier Field home

Are you familiar with the Bears’ greatest triumphs, heartbreaking defeats, and the legendary players who have donned the blue and orange? 

Whether you bleed navy and orange or simply admire the team’s resilience, get ready to test your knowledge with these Chicago Bears trivia questions. 

Here we go. 

Chicago Bears Trivia Questions

  1. Who was the head coach of the Chicago Bears during their 1985 Super Bowl-winning season?

  2. What was the original name of the Chicago Bears when the team was founded in 1920?

  3. Which Chicago Bears player was known as “The Galloping Ghost”?

  4. How many NFL Championships have the Chicago Bears won, including those won before the Super Bowl era began?

  5. Who holds the record for the most career passing yards as a Chicago Bears quarterback?

  6. In what year did the Chicago Bears move their home games from Wrigley Field to Soldier Field?

  7. Who was the first Chicago Bear to have his number officially retired by the team?

  8. Which Chicago Bears player set the NFL single-season record for rushing yards in 1977?

  9. Name the linebacker who was posthumously inducted into the Pro Football Hall of Fame in 1999, known for his tenacity and heart on the field.

  10. What significant rule change in the NFL was largely attributed to the hard-hitting style of the Chicago Bears’ defense during the mid-1980s?

  11. Which Chicago Bear holds the franchise record for most career interceptions?

  12. What year did George Halas retire from coaching, ending his final stint as head coach of the Bears?

  13. Who was the MVP of Super Bowl XX, where the Bears claimed their only Super Bowl victory to date?

  14. Name the Bears’ defensive coordinator known for creating the 46 defense, which was instrumental to their 1985 championship season.

  15. In what year did the Chicago Bears draft linebacker Dick Butkus?

  16. What significant achievement did Gale Sayers accomplish during his rookie season in 1965?

  17. Who succeeded Mike Ditka as head coach of the Chicago Bears in 1993?

  18. Which Chicago Bears player was known for his “Superman leap” touchdown celebrations?

  19. In which round was Mike Singletary drafted by the Chicago Bears in 1981?

  20. What tragic event led to the death of Bears running back Brian Piccolo in 1970?

  21. Who was the Bears quarterback during the majority of the 2001 season, leading them to a 13-3 record?

  22. What is the name of the rivalry between the Chicago Bears and the Green Bay Packers, one of the oldest in the NFL?

  23. Which Chicago Bears player was the first to rush for more than 1,000 yards in a season?

  24. Name the Bears player who returned the opening kickoff of Super Bowl XLI for a touchdown.

  25. How many times have the Chicago Bears played in London as part of the NFL’s International Series as of 2023?

  26. Who was the first Chicago Bear to win the NFL Defensive Player of the Year Award?

  27. In what year did the Bears achieve their first 0-16 season, if ever?

  28. Which Bears player was known for inventing the “Lambeau Leap” after scoring touchdowns against the Green Bay Packers?

  29. Name the player who broke the NFL’s all-time scoring record while with the Bears in the 1980s.

  30. What is the name of the Chicago Bears’ fight song?

  31. Who was the Chicago Bears’ quarterback during the infamous “Fog Bowl” playoff game against the Philadelphia Eagles?

  32. What unique record did the Bears set during the 1940 NFL Championship Game?

  33. Who is the all-time leading scorer in Chicago Bears history?

  34. In what year did Soldier Field undergo a major renovation that modernized the stadium but also sparked controversy among fans and preservationists?

  35. What was unique about the Bears’ 1932 NFL Championship victory?

  36. Who was the Bears’ head coach before Lovie Smith took over in 2004?

  37. Which Bears player was known as “Papa Bear”?

  38. What was the outcome of the first official game played between the Chicago Bears and the Green Bay Packers?

  39. How many head coaches have the Chicago Bears had since their founding in 1920, as of 2023?

  40. Who was the Chicago Bears’ first 1,000-yard receiver?

  41. Name the Bears player who famously said, “When you’re GOOD at something, you’ll tell everyone. When you’re GREAT at something, they’ll tell you.”


  1. Mike Ditka

  2. Decatur Staleys

  3. Red Grange

  4. 9 (1921, 1932, 1933, 1940, 1941, 1943, 1946, 1963, and Super Bowl XX in 1985)

  5. Jay Cutler

  6. 1971

  7. Bronko Nagurski

  8. Walter Payton

  9. Brian Piccolo

  10. The introduction of the “quarterback in the grasp” rule to protect quarterbacks from being hit after being clearly in the control of a defender, inspired by the aggressive play of the Bears’ defense.

  11. Gary Fencik

  12. 1967

  13. Richard Dent

  14. Buddy Ryan

  15. 1965

  16. Scored 6 touchdowns in a single game

  17. Dave Wannstedt

  18. Matt Forte

  19. Second round

  20. Cancer (specifically, embryonal cell carcinoma)

  21. Jim Miller

  22. The Bears-Packers rivalry

  23. Beattie Feathers, in 1934

  24. Devin Hester

  25. 3 times (1986 against the Dallas Cowboys, 2011 against the Tampa Bay Buccaneers, and 2019 against the Oakland Raiders)

  26. Alan Page (though known primarily for his time with the Vikings, Page won this award while with the Bears in 1971)

  27. The Bears have never had a 0-16 season.

  28. This is a trick question; the “Lambeau Leap” is associated with the Green Bay Packers, not the Bears.

  29. Kevin Butler

  30. “Bear Down, Chicago Bears”

  31. Mike Tomczak

  32. They defeated the Washington Redskins 73-0, the most lopsided victory in NFL history.

  33. Robbie Gould

  34. 2003

  35. It was played indoors due to a blizzard, at the Chicago Stadium, making it the first indoor NFL Championship.

  36. Dick Jauron

  37. George Halas

  38. The Bears won, 20-0, in 1921.

  39. 19 head coaches

  40. Harlon Hill

  41. Walter Payton
Chicago Bears Trivia Questions

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