Windy City Gridiron
A Chicago Bears community
Total reads
5,831
This week
5
Rank
#16 of 418
Published
1,703 posts
Most read posts
Featured on Sportsblogs
Run this blog? Add the badge to your site to show readers you're featured — it links back to this page.
Latest Entries
Bears Question of the Day: Should Ryan Poles trade up in the NFL Draft?
Ryan Poles has never made a first-round pick outside of the top ten in the NFL Draft. He has also never traded up in the first round. This year, one of those two things is going to change. Most mock drafts and experts have been operating under the assumption that Poles will finally make a […]
Chicago Bears News and Rumor Tracker for NFL Free Agency 2026
Wednesday was relatively calm, so let’s keep this tracker going for Thursday too. The League year officially opened for business at 3:00 p.m. CT today, but as we learned last night, nothing agreed upon during the early negotiation period is set in stone. The Maxx Crosby situation has sent teams back to the drawing board, […]
Bears Free Agency Winners and Losers: Did Dennis Allen get enough?
As it stands right now, the early part of the Chicago Bears’ 2026 free agency period will be remembered as kind of bland. Through the first few days, no huge trades, no massive contracts handed out, no big surprises. But what the Bears have done so far is add players at positions of need, which […]
The Bear’s Den, March 12, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Ravens agree to terms with TE Durham Smythe Smythe should be replaceable, no problem. Bears get second chance at DE Maxx Crosby, and perhaps with lower asking price from Raiders The draft capital the Bears would have to give up in order to trade for Crosby is merely one piece […]
What are the Bears Needs After the First Wave of Free Agency
Hello, Chicago Bears fans! Well, quite a bit has changed with the roster of the Chicago Bears since the “legal tampering” period began on Monday until the official start of the league year today. The Bears have signed a number of new players to their roster, welcomed back a few of their free agents, and […]
Bears sign former Browns OT Jedrick Wills Jr. to one-year deal
The Chicago Bears are signing former Cleveland Browns offensive tackle Jedrick Wills Jr. to a one-year deal, ESPN’s Adam Schefter reported on Wednesday. Wills, who turns 27 in May, was a first-round pick out of Alabama in 2020. He spent the 2025 season out of football recovering from a knee injury. In his five seasons […]
Report: Chicago Bears will re-sign safety Elijah Hicks
According to a report from the Chicago Tribune’s Brad Biggs, the Chicago Bears will re-sign reserve safety Elijah Hicks to a one-year deal. Hicks has been a core special teamer since being drafted by the Bears in the seventh round of Ryan Poles’ first draft class, but he has also started 15 games in his career. […]
2026 Chicago Bears Free Agency Transaction Tracker, Story Stream, and Open Thread
You can find all of our Chicago Bears 2026 free agency articles in the story stream down below, and we’ll also update this transaction tracker with any Bears-related moves that happen. Just scroll down to find a list of the newest Bears, the re-signed Bears, Chicago’s current free agents, and those who signed elsewhere. We’ll […]
Safety Kevin Byard signs with Patriots
After two seasons with the Chicago Bears, including a renaissance 2025 campaign that ended with All-Pro honors, Kevin Byard III will sign with the New England Patriots, per Tom Pelissero. The three-time Pro-Bowler and three-time first-team All-Pro joins the Super Bowl runner-ups on a 1-year deal worth $9 million, according to Pelissero. The move also […]
The Chicago Bears are Still Capable of Pouncing on a Maxx Crosby Trade
Although the “official” start to the new league year doesn’t kick off until this afternoon, all 32 teams around the NFL have been busy filling needs since the weekend. The unofficial start of free agency opened on Monday with the “legal negotiation period,” but even before that, plenty of teams finalized extensions with their top […]
The Bear’s Den, March 11, 2026
THE DAILY SPONGIE CAT MEMES SPECIAL BEARSSSSSS Bears agree to terms with DE Kentavius Street The Bears are signing veteran defensive end Kentavius Street, according to Jordan Schultz of The Schultz Report. After feel-good year, Bears’ offseason has been no place for sentimentality Football is a business. Jets to sign former Bears CB Nahshon Wright […]
You Grade the Bears First 2 Days of Free Agency
Welcome to SB Nation Reacts, a survey of fans across the NFL. Throughout the year, we ask questions of the most plugged-in Bears fans and fans across the country. Sign up here to participate in the weekly emailed surveys. Technically, NFL free agency hasn’t even started yet, but the early negotiation period has seen several […]
Report: Chicago Bears to sign Kentavius Street
According to NFL insider Jordan Schultz, the Chicago Bears plan to sign veteran defensive tackle Kentavius Street. Street (6’2”, 315) was originally a fourth-round draft pick of the San Francisco 49ers in 2018. He signed a one-year contract with the New Orleans Saints in 2022, which is where he crossed paths with current Bears defensive […]
Chicago Bears Sign DB Cameron Lewis to 2-Year Deal
On the opening day of the 2026 free agency legal negotiation period — legal tampering is NOT a thing — the Chicago Bears made a splash signing at safety with the arrival of Coby Bryant. Today, they continue to remodel their depth charts for the back half of their secondary. Per Jeremy Fowler of ESPN, […]
Report: Pro Bowler Wright signs 1 yr deal with New York Jets
According to multiple reports, unrestricted Free Agent Nahshon Wright signed a 1 year deal with the New York Jets worth $5.5 million. The 6’4” 200lb five-year vet enjoyed a career year with the Chicago Bears after being drafted out of the 3rd round in the 2021 NFL Draft out of Oregon State. Going from practice […]
NFL Free Agency 2026: Bears News and Rumor Tracker for Monday & Tuesday
The early negotiating period for 2026 free agency officially starts at 11:00 a.m. (CT) today. But everyone knows there’s already been some down-low groundwork laid out between agents and teams. How else do you explain the frenzy of reports that are sure to hit social media shortly after 11? The Chicago Bears were hit with the retirement […]
Chicago Bears 2026 NFL Draft Order Set
With the NFL awarding all their 2026 compensatory draft picks (thanks for nothing, Roger Goodell), we know now where the Chicago Bears will be picking in the Draft. 1st Round, pick 252nd Round, pick 572nd Round, pick 60 (from the Buffalo Bills)3rd Round, pick 894th Round, pick 129 (from the Los Angeles Rams7th Round, pick […]
Chicago Bears Sign WR/KR Kalif Raymond
The defense isn’t the only side of the ball getting a makeover for the Chicago Bears. There will be a new-look receiving corps making their debut in the near future due in large part to DJ Moore’s recent departure. Additionally the Bears will be looking to add more speed at each skilled group. Their need […]
The Bears are treating free agency like the playoff team they are
Like many Chicago Bears fans, I’ve spent the last day or so refreshing my screen constantly, waiting for confirmation that the Bears have pulled off one of the monstrous moves we’ve been theorizing about all offseason: A trade for Maxx Crosby? Nope, he’s a Raven now. Signing Trey Hendrickson? Turns out no one wants to […]
The Bear’s Den, March 10, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS On free agency’s first day, Bears rework defense with focus on speed, versatility Both would be good for a change. Bears bringing back LT Braxton Jones Smart play by Poles & Co. Bears transaction tracker: Who’s coming, going this offseason Lots of both today. NFL finalizes compensatory draft picks: Bears […]
Chicago Bears Re-sign LT Braxton Jones to 1-Year Deal
The Chicago Bears have found their left tackle. It also happens to be the same left tackle they started the 2025 regular season with. Per Jeremy Fowler of ESPN the Bears are re-signing veteran tackle Braxton Jones to a 1-year $10M deal. The structure is a $5M base salary with an additional $5M in incentives. […]
NFL Awards Compensatory Draft Picks and the Chicago Bears Get None
Earlier today, the NFL announced that 15 clubs were awarded 33 compensatory draft picks, but the Chicago Bears were not among them. Chicago was hoping the League would reverse its initial ruling that they would not receive comp picks per the Rooney Rule after assistant general manager Ian Cunningham was hired as the general manager […]
Report: Chicago Bears re-sign Case Keenum
According to a report from ESPN’s Adam Schefter, the Chicago Bears are re-signing backup quarterback Case Keenum to a two-year contract with $5.5 million, with a max value of $8 million. The 38-year-old Keenum was a great fit for Chicago’s young quarterback room in 2025, providing veteran guidance for QB1 Caleb Williams and second-stringer Tyson […]
Bears to sign LB Devin Bush to three-year deal
The Bears are signing former Browns linebacker Devin Bush to a three-year, $30 million deal. ESPN’s Adam Schefter first reported the news on Monday. Each of Chicago’s first three signings of the 2026 free agency period have come on the defensive side of the ball. Having signed defensive tackle Neville Gallimore as their first move […]
Chicago Bears Sign Safety Coby Bryant
The Chicago Bears’ revamping of their defense will include their first big splash of the 2026 offseason. Per Tom Pelissero of NFL Network, the Bears are signing veteran safety Coby Bryant. Terms of the deal were not disclosed at the time this article was published. Coby (26) was most recently a member of the reigning […]
Displaying items 651-675 of 1703 in total