Windy City Gridiron
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America at 250: Founding Fathers Football Squad
It was 250 years ago today that a group of men sat around a table at the Pennsylvania State House in Philadelphia, PA, and signed the Declaration of Independence. It was the birth of an idea and the birth of a country. So let’s have some fun on this 4th of July on our country’s […]
How big a season do you expect from Coby Bryant and Dillon Thieneman?
Earlier this week, we asked you guys to vote on which Chicago Bears defender would lead the team in takeaways, and more than half of you went with newcomer Coby Bryant. After losing corner Nahshon Wright (8 takeaways), safety Kevin Byard (7 takeaways), and linebacker Tremaine Edmunds (6 takeaways) to free agency, the Bears will […]
All-Time Historical Bears Team Tournament: Blue Ridge Better Bests vs Gary’s Bears
In the first round of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Bryan Orenchuk’s (2) Blue Ridge Better Bests vs Gary Baugher Jr.’s (7) Gary’s Bears. Bryan details his team here, and Gary takes a look at his squad right here. Check out each position group in the image sliders below, […]
10 Most Important Bears of 2026: #9 Braxton Jones
I nearly went back to back with a position instead of a player here at number nine (much like center yesterday), but the more I thought about it, the more I realized Braxton Jones is the best case scenario at left tackle for the 2026 Chicago Bears. He was the best case last year, too, […]
The Bear’s Den, July 3, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Chicago Bears Running Back Room in top 15 Despite boasting the league’s third-best rushing attack and a prolific dual-threat backfield, analysts remain skeptical of the Chicago Bears’ running backs. Caleb Williams retweets Mark Schlereth’s calling Caleb a bad quarterback On Thursday afternoon, the 24-year-old retweeted a clip on X of […]
Should the Chicago Bears try to make this bold trade prediction come true?
Aside from the edge position, there’s one spot on the Chicago Bears roster that, honestly, could’ve used a slight upgrade: running back. Yes, D’Andre Swift and Kyle Monangai were among the best running back duos in the NFL last year, and Swift had a career year in 2025 after struggling in his first Bears season […]
All-Time Historical Bears Team Tournament: Gridiron Greats vs Chicago Monsters
In our 3rd first round matchup of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Lester A. Wiltfong Jr.’s (4) Gridiron Greats vs Donald Gooch’s (5) Chicago Monsters. Lester breaks his team down here, and Gooch spotlights his team right here. Check out each position group in the image sliders below, and […]
10 Most Important Bears of 2026: #10 Center
After the Chicago Bears gave Drew Dalman a big free-agent deal last offseason and he went on to start every game while playing at a Pro Bowl level, I assumed the Bears had finally figured out their center for the foreseeable future. “But not so fast, my friend” Last year, Dalman made my Most Important […]
The Bear’s Den, July 2, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Caleb Williams: We’ll get the completion percentage up, make everyone feel warm and lovely Bears quarterback Caleb Williams did well enough in the biggest moments to lead the team to a division title and a thrilling playoff win over the Packers last season, but there are still those who feel […]
All-Time Historical Bears Team Tournament: Evil Demons from Hell vs Bear Essentials
In our next first-round matchup of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Jacob Infante’s (3) Evil Demons from Hell vs Josh Sunderbrich’s (6) Bear Essentials. Jacob breaks down his entire team here, and Josh breaks his team down right here. Check out each team’s position group in the image sliders […]
Looking back at my 10 Most Important Chicago Bears of 2025
These annual look-backs at my previous 10 Most Important Chicago Bears lists are often depressing, because before last year, I had only covered three winning seasons as a writer here at WCG (2009-). The majority of the guys on my — these are the most important guys who really need to come through for the Bears […]
Gerald McCoy: ‘Caleb Williams will be the Best QB in the NFL’
Gerald McCoy tormented quarterbacks for a decade in the NFL for the Tampa Bay Buccaneers and Carolina Panthers, earning six Pro Bowls and a First Team All-Pro honor across his impressive career. Anytime an accomplished NFL veteran reflects on current players in the league, it’s worth listening, which is why I was delighted to read […]
Question of the Day: Who will win Chicago’s next championship?
The City of Chicago holds deep pride in its sports teams. This is despite the fact that each franchise within the City has had a history of inconsistent success, at best. However, if anyone has been paying attention recently, Chicago sports may be on the verge of a renaissance. Of the 8 professional sports teams […]
The Bear’s Den, July 1, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Which Chicago free agent has the most to prove this season? The Chicago Bears made several signings in free agency to upgrade the defense. Which newcomer has the most to prove in Chicago? Chicago Bears Offseason Grades: Did Ryan Poles do enough to fill the team’s biggest needs? Ryan Poles […]
All-Time Historical Bears Team Tournament: Team Sweetness vs Special Bears Unit
In the first round of our 2026 All-Time Historical Chicago Bears Fantasy Draft Tournament, we have Jack M Silverstein’s (1) Team Sweetness vs TJ Starman’s (8) Special Bears Unit. Jack breaks down his entire team here, and TJ’s squad breakdown is right here. Check out each position group in the image sliders below, and then […]
30 Day Challenge: What I’m Most Excited About for the Bears’ 2026 Season
As we inch closer to the start of the Chicago Bears’ 2026 season, the excitement surrounding this team within the fanbase is palpable. It’s one of the few times in recent years that the fanbase has felt this hopeful heading into the upcoming season. And for good reason as there are plenty of reasons to […]
Chicago Bears’ Ben Johnson had the best playcall of 2025
The Chicago Bears battled back and forth with the San Francisco 49ers on December 28th, 2025, in a primetime Sunday Night Football matchup that was a thing of offensive beauty. It featured five ties, 80 points, and 936 yards of offense. The visiting Bears tied the game up at 35 a few seconds into the […]
The Bear’s Den, June 30, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Three Bears on NFL Top 100 list CBS Sports’ Pete Prisco released his top 100 NFL players of 2026, and three Bears made that cut: Colston Loveland (No. 100), Caleb Williams (No. 70) and Joe Thuney (No. 55). Bears Film Study: Ben Johnson Unleashes Vertical Passing Game vs. 49ers Even though […]
Who will lead the Chicago Bears in takeaways in 2026?
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. The Chicago Bears’ defense had some issues a season ago, but one aspect that they were […]
30-Day Challenge: The Most Overrated Chicago Bear (but he was still pretty good)
Hello, Chicago Bears Fans! Today, I come not to bury the most overrated player in Chicago Bears history, but to praise him. Well, at least to praise him while also admitting, yeah, he’s the most overrated player for the Chicago Bears of all time. What player might that be, you ask? Well, it is a […]
Top 100 Running Backs of All-Time, Ranked
Last year, we ranked the 100 greatest quarterbacks of all-time. If you are so inclined, you can check out that list here. This year, we looked at the greatest running backs of all-time. This list was far more challenging to compile. With quarterbacks, as the league evolved into a heavier passing league, the more current […]
30-Day Challenge: Worst Chicago Bears Hot Take Ever
Hello, Chicago Bears Fans! For this 30-day challenge, we are exploring the absolutely worst hot take on the Chicago Bears. There are so many great candidates. The “Caleb is a bust” after his first season. The obsession over Caleb’s completion percentage, trying to take away from his amazing second season spent with Ben Johnson. But […]
The Bear’s Den, June 29, 2026
THE DAILY SPONGIE SPECIAL BEARSSSSSS Bears QB Caleb Williams vows to ‘shut everybody up’ by improving completion percentage in 2026 “Stats aren’t always something you should look at,” Williams said on a podcast. “You should look at how they win games.” Jaylon Johnson back with a vengeance in 2026. Sounds good to us, vengeance away. […]
My All-Time Historical Bears Team: Team Sweetness
Never make the same mistake twice. In 2018, when the WCG crew did our first all-time Bears draft, I made a whole draft plan based on the notion that I would surely not get the #1 pick and therefore would not get to pick Walter Payton. So of course I got the #1 pick. And […]
My All-Time Historical Bears Team: The Blue Ridge Better Bests
Check out BChuk44’s All Bears Historical Fantasy Team – it doesn’t get better than the best. My strategy was simple in this exercise. Much like the GMs and their salary expenditure across the league today, I focused my attention on QB and rushing the QB. Everybody knows that Quarterback is not just the most important […]