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Latest Entries
All-Time Historical Bears Team Tournament: Team Sweetness vs Blue Ridge Better Bests
In the Finals of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Jack M Silverstein’s (1) Team Sweetness vs Bryan Orenchuk’s (2) Blue Ridge Better Bests! Jack breaks down his full team right here, and Bryan dives into his team here. Check out each position group in the image sliders below, and then vote […]
Chicago Bears Question of the Day: What does Ben Johnson need to improve in Year 2?
Ben Johnson has earned a lot of fans in the 18 months since he was hired to be the 18th coach in Bears franchise history. This is with good reason — Johnson, 40, won the NFC North, won a playoff game, reset a ‘Flus’d culture, and fed the City of Chicago. Still, Johnson is not […]
Can Caleb Williams break Brian Griese’s Chicago Bears record?
There’s some buzz surrounding Caleb Williams this week due to him being picked by a poll of coaches, scouts, and executives as a top 10 quarterback in the league, so I wanted to check the pulse of Chicago Bears fans and get their expectations for him this season. As we all know, Caleb set the […]
The Bear’s Den, July 14, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Execs, coaches, scouts rank top NFL quarterbacks for 2026 – ESPN10. Caleb Williams, Chicago Bears. “He’s the most dynamic of the group,” one GM said. “He’s got the arm talent and overall athleticism suited for today’s game.” Bears’ Caleb Williams Edges Packers’ Jordan Love for No. 10 Spot on ESPN’s QB Rankings […]
3 Bears appear in PFN’s NFL Top 100 players of 2026
It’s ranking season across the NFL right now. Just over a month ago, Windy City Gridiron ranked our top 50 players in the NFC North heading into 2026. The NFL Top 100 is being revealed slowly but surely leading up to the season, and ESPN has been ranking the top 10 players at each position […]
10 Most Important Bears of 2026: #1 Caleb Williams
This is the most anticlimactic list we do around here, because in 14 of the previous 17 installments of this annual ranking, the quarterback had been number one. While I gave Staley the Bear serious consideration this year, let’s make it 15 of 18 with Caleb Williams taking the top spot. I only had Caleb […]
Training Camp Battle: C: Garrett Bradbury vs Logan Jones
We move back to the offensive side of the ball with our next training camp battle in our series, and this time, we are focused on the offensive line. If I told you 12 months ago that center was going to be a key training camp battle heading into the 2026 season, you would have […]
ESPN Survey: Caleb Williams Top 10 QB in the NFL
ESPN’s Jeremy Fowler has been releasing the results of his annual survey over the last couple of weeks. Fowler surveys general managers, coaches, and scouts and asks them who the best player in the league is at each position. He then puts together a ranking at each position. Today, Fowler unveiled the quarterbacks. Josh Allen […]
Analyzing projected stats for top Bears offensive players
Heading into the 2026 season, expectations are high for the Bears’ offense. The early returns under Ben Johnson were very encouraging, as he finished with the No. 9 offense in the NFL by Pro Football Network’s Offense Impact Scoring metric. They also finished with the sixth-most amount of yardage gained, marking a massive turnaround from […]
The Bears Den, July 13, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS WR Trent Taylor Announces Retirement After Seven-Year NFL Career – 49ers.comTaylor spent four seasons with the 49ers before continuing his career with the Cincinnati Bengals and Chicago Bears. Chicago Bears sign TE Sam Roush to rookie contract – Bears Wire USA TodayWith Roush signing his contract, the Bears have all […]
ESPN Survey: Darnell Wright is the Top Right Tackle in the NFL
The Chicago Bears roster continues to earn praise from around the league. For the seventh time, ESPN is polling 70 executives, coaches, and scouts for their take on the best players at individual positions in the league. Chicago’s right tackle, Darnell Wright, is 6th on the list of offensive tackles. The article assumes Penei Sewell […]
WCG Dynasty Fantasy Football: Assessing Mason West’s Roster
As we assess the next Dynasty roster of the Windy City Gridiron Dynasty League, we are looking at Mason West’s roster. Mason won the league in 2026. Mason, like Dan Meehan (yesterday’s analysis), has been featured on the 2nd City Gridiron Podcast feed and has also done a lot of NFL Draft content. Mason’s roster […]
Fans expect multiple 2026 Chicago Bears Pro Bowlers
If the Chicago Bears are good again, they’ll surely get some individual accolades, and 49% of our Windy City Gridiron voters believe they’ll have three or four Pro Bowlers this season. We posed the question earlier this week, and WCG member Turkeyfoot predicted six! Guard Joe Thuney, right tackle Darnell Wright, quarterback Caleb Williams, tight […]
Will Dillon Thieneman outperform his draft status?
Besides the Windy City Gridiron version of the SB Nation Reacts polls we publish here, they also have weekly emailed surveys covering the entire National Football League. You can sign up here to participate in those. This week’s version featured a couple of questions about the offseason, and another asking: Which first-round draft pick will outperform his draft […]
10 Most Important Bears of 2026: #2 Dennis Allen
Yes, I put coaches on my list from time to time, and considering the Chicago Bears didn’t do much on the defensive line this offseason, there’s a lot riding on Dennis Allen to get his scheme humming. The Bears are basically bringing back the same group of defensive ends, and at defensive tackle, they swapped […]
ESPN Survey: Bears’ Loveland Among NFL’s Top 10 Tight Ends
The bar was set high for Colston Loveland when he was selected by the Chicago Bears with the 10th overall pick in last year’s draft. It may have taken some time for the offense to get going, but by the end of the year, Loveland was easily one of Caleb Williams’ most sought-after and dependable […]
WCG Dynasty Fantasy Football: Assessing Dan Meehan’s Roster
Yesterday, we delivered grades for the 14 participants in the Windy City Gridiron Dynasty League. Today, we are going to start a series assessing all 14 rosters and their strengths and weaknesses. The first person up is Dan Meehan. Dan has been a regular on our sister podcast network, 2nd City Gridiron, where he’s hosted […]
10 Breakout Candidates For the 2026 Chicago Bears (Part 2)
The Chicago Bears made massive strides in 2025, but last year is last year, and they’re turning the page to a new chapter. To have sustained success, they’ll need several players to break out, so here are my top 5 who I believe will. Picks 10-6 can be found here! 5. WR Rome Odunze Despite […]
All-Time Historical Bears Team Tournament: Blue Ridge Better Bests vs Evil Demons from Hell
In the next semifinal matchup of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Bryan Orenchuk’s (2) Blue Ridge Better Bests vs Jacob Infante’s (3) Evil Demons from Hell. Bryan spotlights his team here, and Jacob breaks down his team here. Check out each position group in the image sliders below, and then vote for the GM who […]
Grading the 2026 Windy City Gridiron Dynasty Rookie Draft
As we wait for the next few weeks for the Chicago Bears training camp to fire up, we are going to take a look at the Windy City Gridiron Dynasty league, review the rookie draft that took place, and analyze the 14 rosters in the league. If you missed the original introductory article on the […]
Bears sign TE Sam Roush to rookie deal, wrap up 2026 draft class
The Bears have signed tight end Sam Roush to his four-year rookie deal, the team announced on Friday. ESPN’s Adam Schefter was the first to report that the deal will be worth $7.35 million over the course of Roush’s four seasons. The signing of Roush, the No. 69 overall pick in the 2026 NFL Draft, […]
10 Most Important Bears of 2026: #3 Colston Loveland
I don’t think I’ve ever had a tight end this high on my 10 Most Important Chicago Bears list. Then again, the Bears have never had a tight end of Colston Loveland’s caliber since I’ve been writing about the beloved. Loveland can line up anywhere on the field, and he can do anything a Y […]
Is Caleb Williams above Jordan Love on the NFL Top 100?
The NFL is spending the summer releasing its top 100 players of 2025. So far, they’ve released about 30 players and we know the only Chicago Bears player so far is Montez Sweat who was ranked at 91. But here’s where it gets interesting: Jordan Love was unveiled today as the 72nd-best player in the […]
Training Camp Battle: SAF2: Cam Lewis vs Dillon Thieneman
Our next training camp battle may not be a battle at all, but any time a rookie is expected to start, there’s always an opportunity that a veteran starts in September and the rookie doesn’t start until later in the season. When we approached the 2026 NFL Draft, everyone was pretty confident the Bears would […]
10 Breakout Candidates For the 2026 Chicago Bears (Part 1)
The 2025 season was the type of storybook that most Chicago Bears fans had dreamed of over the last 15-plus years. Although it didn’t end in a Super Bowl parade, the strides made from an ineffective three-year tenure under former head coach Matt Eberflus to Year 1 of Ben Johnson were nothing short of impressive. […]
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