New: Be a GM College lets you run your NIL budget, fight the portal, and play the season. Try it. →
FreeBe a GM · run the cap, the cuts, the trades and the draft for your teamRun the team

Games › NFL Trivia › Bears

NFL Trivia

Chicago Bears trivia questions and answers

25 Bears questions from 1999 to 2025: draft picks, head coaches, quarterbacks, records and famous endings. Tap a question to see the answer, then play Bears trivia ten at a time.

Play Bears trivia

Or play today’s ten NFL trivia questions

Bears trivia questions

  1. Super Bowls

    1.Who won Super Bowl XLI, the title game of the 2006 season?

    • AIndianapolis Colts
    • BNew Orleans Saints
    • CNew England Patriots
    • DChicago Bears
    Show the answer

    A. Indianapolis Colts. The Indianapolis Colts beat the Chicago Bears 29-17 in Super Bowl XLI, played at Dolphin Stadium after the 2006 season.

  2. Head coaches

    2.Who was the head coach of the 2008 Chicago Bears?

    • ALovie Smith
    • BDick Jauron
    • CMarc Trestman
    • DJohn Fox
    Show the answer

    A. Lovie Smith. Lovie Smith coached the Bears from 2004 to 2012; they went 9-7 in 2008.

  3. Starting QBs

    3.Who started the most games at quarterback for the 2012 Chicago Bears?

    • AJay Cutler
    • BKyle Orton
    • CMitch Trubisky
    • DRex Grossman
    Show the answer

    A. Jay Cutler. Jay Cutler started 15 games for the Bears in 2012, who went 10-6.

  4. Draft picks

    4.Who did the Bears take with the 2nd overall pick in the 2017 NFL Draft?

    • APatrick Mahomes
    • BMitchell Trubisky
    • CMyles Garrett
    • DDeshaun Watson
    Show the answer

    B. Mitchell Trubisky. The Chicago Bears took Mitchell Trubisky (QB, North Carolina) 2nd overall in 2017.

  5. First teams

    5.Which team did Allen Robinson start his NFL career with?

    • ACincinnati Bengals
    • BHouston Texans
    • CJacksonville Jaguars
    • DSan Francisco 49ers
    Show the answer

    C. Jacksonville Jaguars. Allen Robinson broke in with the 2014 Jacksonville Jaguars and later played for the Chicago Bears, the Los Angeles Rams and the Pittsburgh Steelers.

  6. Colleges

    6.Where did Lance Briggs play college football?

    • AArizona
    • BOklahoma St.
    • CFlorida
    • DWashington St.
    Show the answer

    A. Arizona. Lance Briggs came out of Arizona; the Chicago Bears drafted him in round 3 in 2003.

  7. Draft picks

    7.Who did the Bears take with the 20th overall pick in the 2013 NFL Draft?

    • AD.J. Fluker
    • BTyler Eifert
    • CJustin Pugh
    • DKyle Long
    Show the answer

    D. Kyle Long. The Chicago Bears took Kyle Long (G, Oregon) 20th overall in 2013.

  8. First teams

    8.Which team did Jay Cutler start his NFL career with?

    • ABuffalo Bills
    • BKansas City Chiefs
    • CNew York Jets
    • DDenver Broncos
    Show the answer

    D. Denver Broncos. Jay Cutler broke in with the 2006 Denver Broncos and later played for the Chicago Bears and the Miami Dolphins.

  9. Draft picks

    9.Who did the Bears take with the 14th overall pick in the 2004 NFL Draft?

    • AKenechi Udeze
    • BVince Wilfork
    • CLee Evans
    • DTommie Harris
    Show the answer

    D. Tommie Harris. The Chicago Bears took Tommie Harris (DT, Oklahoma) 14th overall in 2004.

  10. First teams

    10.Which team did Keenan Allen start his NFL career with?

    • AMiami Dolphins
    • BPhiladelphia Eagles
    • CSan Diego Chargers
    • DDenver Broncos
    Show the answer

    C. San Diego Chargers. Keenan Allen broke in with the 2013 San Diego Chargers and later played for the Chicago Bears.

  11. Conference titles

    11.Who won the NFC Championship Game after the 2010 season?

    • AChicago Bears
    • BSeattle Seahawks
    • CGreen Bay Packers
    • DAtlanta Falcons
    Show the answer

    C. Green Bay Packers. The Green Bay Packers beat the Chicago Bears 21-14 to reach Super Bowl XLV.

  12. Jersey numbers

    12.What jersey number did David Montgomery wear for the Bears?

    • A32
    • B29
    • C34
    • D30
    Show the answer

    A. 32. David Montgomery wore 32 for 4 seasons with the Bears.

  13. Famous endings

    13.Thanksgiving 2024 at Detroit: the Bears are down 3 at the Lions 41 with 32 seconds and a timeout. What happened?

    • AThey called the timeout and missed a field goal
    • BThe clock ran out with the timeout unused
    • CThey kicked a long field goal to force overtime
    • DThey threw a Hail Mary that was intercepted
    Show the answer

    B. The clock ran out with the timeout unused. Matt Eberflus let the clock run with a timeout in hand. He was fired the next day.

  14. Head coaches

    14.Who was the head coach of the 2001 Chicago Bears?

    • AJohn Fox
    • BLovie Smith
    • CDick Jauron
    • DMarc Trestman
    Show the answer

    C. Dick Jauron. Dick Jauron coached the Bears from 1999 to 2003; they went 13-3 in 2001.

  15. Starting QBs

    15.Who started the most games at quarterback for the 2022 Chicago Bears?

    • AJustin Fields
    • BMitch Trubisky
    • CCaleb Williams
    • DJay Cutler
    Show the answer

    A. Justin Fields. Justin Fields started 15 games for the Bears in 2022, who went 3-14.

  16. Colleges

    16.Where did Greg Olsen play college football?

    • AOhio St.
    • BMiami (FL)
    • CHampton
    • DMaryland
    Show the answer

    B. Miami (FL). Greg Olsen came out of Miami (FL); the Chicago Bears drafted him in round 1 in 2007.

  17. Jersey numbers

    17.What jersey number did Matt Forte wear for the Bears?

    • A22
    • B26
    • C20
    • D23
    Show the answer

    A. 22. Matt Forte wore 22 for 8 seasons with the Bears.

  18. Head coaches

    18.Who was the head coach of the 2016 Chicago Bears?

    • AMatt Nagy
    • BMarc Trestman
    • CJohn Fox
    • DMatt Eberflus
    Show the answer

    C. John Fox. John Fox coached the Bears from 2015 to 2017; they went 3-13 in 2016.

  19. Starting QBs

    19.Who started the most games at quarterback for the 2019 Chicago Bears?

    • AMitch Trubisky
    • BJustin Fields
    • CCaleb Williams
    • DJay Cutler
    Show the answer

    A. Mitch Trubisky. Mitch Trubisky started 15 games for the Bears in 2019, who went 8-8.

  20. Win totals

    20.How many regular-season games did the 2016 Chicago Bears win?

    • A3
    • B1
    • C6
    • D5
    Show the answer

    A. 3. The 2016 Chicago Bears went 3-13.

  21. Draft rounds

    21.In which round of the 2017 NFL Draft was Eddie Jackson picked?

    • ARound 2
    • BRound 4
    • CRound 5
    • DRound 3
    Show the answer

    B. Round 4. The Chicago Bears took Eddie Jackson in round 4, 112th overall. He made 2 Pro Bowls.

  22. Win totals

    22.How many regular-season games did the 2006 Chicago Bears win?

    • A13
    • B12
    • C11
    • D10
    Show the answer

    A. 13. The 2006 Chicago Bears went 13-3.

  23. Draft rounds

    23.In which round of the 2003 NFL Draft was Charles Tillman picked?

    • ARound 2
    • BRound 4
    • CRound 1
    • DRound 3
    Show the answer

    A. Round 2. The Chicago Bears took Charles Tillman in round 2, 35th overall. He made 2 Pro Bowls.

  24. Famous endings

    24.Week 8 of 2012 vs the Panthers: the Bears, down 2, got the ball at their own 22 with 2:20 left. How did the drive end?

    • AThe clock ran out
    • BA made field goal
    • CTouchdown
    • DA missed field goal
    Show the answer

    B. A made field goal. It ended in a made field goal, with Lovie Smith calling it. The Bears won 23-22.

  25. Win totals

    25.How many regular-season games did the 2001 Chicago Bears win?

    • A16
    • B12
    • C13
    • D11
    Show the answer

    C. 13. The 2001 Chicago Bears went 13-3.

Ten more Bears questions

Trivia for the other 31 teams

NFL trivia by era