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Windy City Gridiron's title: Windy City Gridiron - Being who you thought we were since 2005!

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Vote in the Caleb Madness Bracket!
CHICAGO, ILLINOIS - NOVEMBER 23: Caleb Williams #18 of the Chicago Bears celebrates after beating the Pittsburgh Steelers 31-28 at Soldier Field on November 23, 2025 in Chicago, Illinois. (Photo by Justin Casterline/Getty Images) | Getty Images

It’s March, and the madness is upon us.

Happy NCAA Tournament for those who celebrate, and we here at Windy City Gri...


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Bears’ Mock Madness: Targeting Defensive Tackles
CLEMSON, SOUTH CAROLINA - MARCH 12: Peter Woods #11 of the Clemson Tigers looks onto the board before Pro Day begins at Allen N. Reeves Football Complex on March 12, 2026 in Clemson, South Carolina. (Photo by Katie DeVaney/Getty Images) | Getty Images

In celebration of March Madness, WCG is bringing Chicago Bears fans a special kind of bracket. Drawing on the Consensu...


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2026 NFL Draft: How many defensive linemen are worthy of a first round pick?
Feb 6, 2026; San Francisco, CA, USA; The 2026 NFL Draft logo at the Super Bowl LX Experience at the Moscone Center. Mandatory Credit: Kirby Lee-Imagn Images | Kirby Lee-Imagn Images

The Chicago Bears currently hold the 25th overall pick in the 2026 NFL Draft, and many mock drafters have them taking a defensive lineman. But would that be the best value? This defensive ...


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BChuk’s Backs: #9 Demond Claiborne
EAST HARTFORD, CT - OCTOBER 19: Wake Forest Demon Deacons running back Demond Claiborne (1) carries the ball during the game as the Wake Forest Demon Deacons take on the UConn Huskies on October 19, 2024 at the Pratt & Whitney Stadium in East Hartford, Connecticut. (Photo by Williams Paul/Icon Sportswire via Getty Images) | Icon Sportswire via Getty Images

Stoked ...


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Bears’ free agency period solidifies defensive focus in upcoming NFL Draft

With the dust all but settled after two weeks of free agency being open, I think it’s safe to say this wasn’t the FA period most Chicago Bears fans envisioned. (Well…probably could’ve said that after Day 1.)

No huge Maxx Crosby trade—what a saga that’s been. No Trey Hendrickson signing. Honestly, no “splashes” of any kind, aside from signing safety Coby Bryan...


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