Windy City Gridiron
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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. […]
The Bear’s Den, July 10, 2026
THE DAILY SPONGIE SPECIAL Ken’s Note: Denmaster Ken is out of here for a week, but never fear, Denmaster Jack has you covered for all the exciting lists (and any actual news) M-F next week. Have fun, play nice, and give Chim a hard time. But not TOO hard. BEARSSSSSS PFF’s Best NFL Running Backs […]
All-Time Historical Bears Team Tournament: Team Sweetness vs Gridiron Greats
In the semifinals of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Jack M Silverstein’s (1) Team Sweetness vs Lester A. Wiltfong Jr.’s (4) Gridiron Greats. Jack breaks down his full team right here, and Lester’s squad breakdown is right here. Check out each position group in the image sliders below, and […]
Linda Cohn: I love the Chicago Bears’ direction
The latest Bears Banter has dropped! The legendary Linda Cohn recently announced her retirement from her 30+ year career at ESPN. She joined the Bears Banter podcast to talk about her legendary career, what it was like being a part of SportsCenter in the 1990s, and the popularity of the “This is SportsCenter” advertisements. But […]
10 Most Important Bears of 2026: #4 Austin Booker
The Chicago Bears didn’t do anything of significance at defensive end this offseason; instead, they are banking on third-year pro Austin Booker to provide a real complement to Montez Sweat. Sweat is a pretty good football player. He was selected as a Pro Bowler a couple of years ago, and his head coach feels he’s […]
What is the Strongest Position Group in Bears History?
With so much discourse over the strength of Chicago’s pass catchers this year, as well as the concerns shared over the pass rushers, it got me thinking about previous position groups that have led the Bears and others that weighed their respective team down. Here, we take a look at some of the most noteworthy […]
The Bear’s Den, July 9, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Where Montez Sweat ranks among the leagues best edge rushers Hey wow! A list! Chicago Bears Film Review: Dayo Odeyingo’s Strengths and Areas of Growth 2025 Production: 1 sack, 10 total quarterback pressures, 21 total tackles, 1 Pass Defensed. $48M contract, $32M guaranteed. Strength? I guess the dude is rich. […]
NFL Network hits on the Chicago Bears’ biggest question mark going into 2026
When the Chicago Bears start training camp, one might expect the biggest topic, even more so than how the defense is going to stop anyone, to be this: Is third-year quarterback Caleb Williams primed for the MVP-style breakout other quarterbacks like Josh Allen have enjoyed? The answer to that question lies, as a recent Good […]
10 Most Important Bears of 2026: #5 Coby Bryant
Teams don’t normally get better when allowing a First Team All-Pro to leave, but that’s exactly what the Chicago Bears are hoping for this offseason with the addition of safety Coby Bryant to replace Kevin Byard III. These two are at very different places in their careers, with the 27-year-old Bryant beginning year five as […]
Training Camp Battle: RB3: Roschon Johnson vs Brittain Brown
As we move forward with our training camp battle series, we move to the offensive side of the ball, where we have an interesting development at running back. We know what the top of the Bears running back room is going to look like. D’Andre Swift and Kyle Monangai are going to be splitting the […]
Chicago Bears Question of the Day: Who will have the biggest bounce-back year?
The Chicago Bears 2025 season was a massive success by almost any standard, but that doesn’t mean that there weren’t several underperformers on the Bears’ roster. Several names didn’t match expectations, ranging from disappointing sophomore seasons (Rome Odunze), to injury riddled campaigns (Kyler Gordon and Jaylon Johnson), and underwhelming free agent signings (Grady Jarrett and […]
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