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Windy City Gridiron

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The Bear’s Den, March 23, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS Bears coach Ben Johnson was a savvy problem solver in Year 1 — now he has to do it all over again Ya think? Bears Set to Meet With This Defensive Playmaker From Michigan According to NFL and CFB analyst Ryan Fowler, Michigan linebacker Jimmy Rolder is scheduled to visit the […]

Breaking Down Caleb Williams’ 2025 Season, Part I: Game Grades

Series Roadmap Part 0: Inside the EvaluationYou are here ➡️ Part I: Game GradesPart II: True Passer Rating, Coming March 25thPart III: On-Target Percentage, Coming March 28thPart IV: 2024 → 2025 Growth, Coming April 1stPart V: 2025 In Conclusion, Coming April 4th How to Read This Breakdown Caleb Williams’ 2025 season wasn’t a straight line, […]

Chicago Bears fans think defensive end is their biggest remaining need

On Monday, we asked you guys to vote for the Chicago Bears’ biggest remaining need, and more than half of you said defensive end, which is exactly how I voted. The entire defensive line unit received 84% of the vote, which would jibe with what Bill wrote earlier this week when he shared his concerns […]

Bears’ Mock Madness: Targeting Left Tackles

In celebration of March Madness, WCG is bringing Chicago Bears fans a special kind of bracket. Drawing on the Consensus Board at Mock Draft Database and looking at other individual boards for perspective, we are going to present 16 different 2-round mock drafts for the Chicago Bears. These 16 mocks are divided into four groups: […]

Potential Options at Safety for the Chicago Bears

Hello, Chicago Bears fans! We are now well past the first waves of free agency, and how the Bears will reshape their roster is beginning to come into focus. While it was presumed that the Bears would look to reshape their defensive line through free agency, it has, in fact, been the safety room that […]

NFL

What will Neville Gallimore bring to the Bears?

On her latest Making Monsters podcast, Taylor Doll is joined by Matt Taylor, the radio voice of the Indianapolis Colts, to discuss the newest Chicago Bears defensive lineman, Neville Gallimore. Last season was Gallimore’s first in Indy, and he was asked to step in for an injured DeForest Buckner, which led to a career year. […]

Post Free Agency NFL Power Rankings: Where do they have the Chicago Bears?

Free agency isn’t really over as teams will still make a move or two as they ready their rosters for the NFL Draft next month, but it’s basically over as the big money splashes and trades have all come and gone. There’s still a rumored A.J. Brown trade that could shake things up, and the […]

NFL

Bears’ Mock Madness: Targeting Safeties

In celebration of March Madness, WCG is bringing fans of the Chicago Bears a special kind of bracket. Drawing on the Consensus Board at Mock Draft Database and looking at other individual boards for perspective, we are going to present 16 different 2-round mock drafts for the Chicago Bears. These 16 mocks are divided into […]

Which former Bears player would you love to see on the 2026 team?

A few days ago, we fired off a question asking Chicago Bears fans: which player who never won a Super Bowl ring do you wish had won one while in Chicago? Some commenters (both here and on social media) seemed tripped up by the question. I assume they skimmed it and rushed to the comments […]

The Bear’s Den, March 20, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS New Stadium Proposal Pushes for the Bears to Stay in Chicago Have fun getting that done. Bears Offensive Player With Most to Prove Next Season: WR Rome Odunze Catch. The. Ball. Bears Insider Uses Recent History to Predict Chicago’s First-Round Draft Pick Brad Biggs appeared on 104.3 The Score and […]

NFL

Vote in the Caleb Madness Bracket!

It’s March, and the madness is upon us. Happy NCAA Tournament for those who celebrate, and we here at Windy City Gridiron have decided to celebrate in our own way. As Bears fans, we thoroughly enjoyed all the highlights Caleb Williams provided over the past year. We decided to put together a bracket that you, […]

Bears’ Mock Madness: Targeting Defensive Tackles

In celebration of March Madness, WCG is bringing Chicago Bears fans a special kind of bracket. Drawing on the Consensus Board at Mock Draft Database and looking at other individual boards for perspective, we are going to present 16 different 2-round mock drafts for the Chicago Bears. These 16 mocks are divided into four groups: […]

2026 NFL Draft: How many defensive linemen are worthy of a first round pick?

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 line class is deep, but where’s the sweet spot for defensive ends and tackles? Join Ari Temkin and Jacob Infante on their […]

NFL

BChuk’s Backs: #9 Demond Claiborne

Stoked to bring back this series where I will highlight my top ten favorite running backs from the upcoming NFL draft class, one current or former pro they remind me of most, and whether or not I see them as a fit for Ben Johnson’s offense this season for the Chicago Bears. #9: Demond Claiborne […]

NFL

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 […]

Chicago Bears Question of the Day: Arlington Heights or Indiana?

I’ll spare you all of the nitty-gritty details, because we are all tired of this saga. The Chicago Bears have been in search of a home. In what has long been an awkward marriage between the Chicago Bears, Soldier Field, and the Chicago Park District, the Bears have been in search of greener pastures. Over […]

NFL

The Bear’s Den, March 19, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS Caleb Williams seeks trademark protection for “Iceman” He deserves it, he is the one and only Iceman. Bears sign LB Jack Sanborn Home again? LB Jack Sanborn rejoins Bears after year with Cowboys Not sure how this makes the defense faster but… why not? Bears sign DT James Lynch to […]

Bears’ Mock Madness: Targeting Edge Defenders

In celebration of March Madness, WCG is bringing fans of the Chicago Bears a special kind of bracket. Drawing on the Consensus Board at Mock Draft Database and looking at other individual boards for perspective, we are going to present 16 different 2-round mock drafts for the Chicago Bears. These 16 mocks are divided into […]

Bears Defensive Line Approach Truly Offensive

It’s only March 18th, and certainly the Chicago Bears could still make additions to their defensive line. There aren’t many impact players left via free agency; perhaps Cam Jordan is in their future. They could make a trade and add a legitimate body; we know Maxx Crosby’s name has been batted about for months. But […]

Bears bring back LB Jack Sanborn

The Chicago Bears have signed linebacker Jack Sanborn, the team announced on Wednesday. Rumors on social media surfaced when an account called Chunkyard Sports tweeted on Tuesday that Sanborn would be returning to Chicago after a one-year stint with the Cowboys. Now, it’s official that the former Wisconsin linebacker and Lake Zurich native has signed […]

Inside the Evaluation: Breaking Down Caleb Williams’ 2025 Season

Caleb Williams’ 2025 season sparked plenty of debate, especially across social media. Under the tutelage of first-year head coach and offensive mastermind Ben Johnson, Williams and the Chicago Bears improved their regular season win total by six games, won the NFC North, and stunned the Green Bay Packers in the NFC Wild Card round by […]

Report: Chicago Bears to sign James Lynch

The Chicago Tribune’s Brad Biggs reported today that the Chicago Bears were signing 27-year-old defensive tackle James Lynch. The 6’4”, 295-pound Lynch was originally a fourth-round pick of the Minnesota Vikings in 2020 after playing his college ball at Baylor. He was in Minnesota until 2024, but missed all of 2023 with a knee injury […]

The Bear’s Den, March 18, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS Tracking the Chicago Bears in NFL free agency: DT Andrew Billings signs with Arizona Cardinals Bye bye big fella. Tribune paywall. NFL mock draft 1.0: Who will the Chicago Bears select with the No. 25 pick? Biggs. Tribune paywall. Should the Bears Consider Trading for Dolphins Running Back De’Von Achane? […]

Bears signing Devin Bush is one of the best Free Agency moves of 2026

Recently, Pro Football Focus picked the best moves of the 2026 NFL free agency period, and of the seven transactions they highlighted, one involved the Chicago Bears. It wasn’t signing Coby Bryant away from the Super Bowl champs or the trade of DJ Moore for a second-rounder; it was the addition of linebacker Devin Bush. Here’s how […]