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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 […]

30-Day Challenge: All-Time Favorite Bears Defensive Back

To me, there is one player who defines what I want from a Chicago Bear, and he happens to be my favorite defensive back of all time–Charles “Peanut” Tillman. Let’s begin with the obvious, in that Tillman was an absolute technician at cornerback. With 133 defended passes over his 12 years in Chicago, he also […]

All Time Historical Chicago Bears Fantasy Draft

Eight of us took part in an All-Chicago Bears Historical Fantasy Draft, and while we want you to determine who picked the best team, the real winner in this exercise is all of us who get to learn a bit more about the rich history of the Bears. Here are the basic rules of our […]

NFL

My All-Time Historical Bears Team: Special Bears Unit

My version of an All-Time Historical Chicago Bears team is composed largely of standout players from the Bears’ rich history. With only a few exceptions, each player on my roster is representative of a “special” season for Chicago – be it 2025, 2018, 2010, 2006, 1985, or even 1963. This, along with an emphasis on […]

My All-Time Historical Bears Team: Gooch’s Chicago Monsters

This is my first year participating in the All-Bears Historical Fantasy Draft, and I knew I was up against stiff competition. My fellow competitors had great strategies and approaches that balanced player production and positional value in their drafts.  I saw many a coveted player go just before my opportunity to take them.  But ultimately, […]

30 Day Challenge: Most Painful Bears Memory

Each day in the month of June, we’ll roll out a fresh topic to get Chicago Bears fans thinking. Be sure to chime in with your answer in the comments so we can all get to know our WCG members a bit better. What is your most PAINFUL Bears memory? This one was a bit […]

My All-Time Chicago Bears Historical Team: The Bear Essentials

My All-Time Historical Chicago Bears team is full of players with accolades galore, but they are also built around a tough style of play that to me defines the history of the Chicago Bears. This in-your-face ethic is to me an essential part of the team’s legacy, and so I present the Bear Essentials. THE […]

NFL

Mark Grote Recaps OTAs/Minicamp

The latest Bears Banter Podcast has dropped! The Chicago Bears wrapped up their offseason program when minicamp wrapped up and we spoke with The Score’s Mark Grote to talk about it. Mark discusses Ben Johnson, Caleb Williams, the offensive line, the defensive line, and if there is anyone to fill a potential hole in the […]

My All-Time Historical Bears Team: The Gary’s Bears

A few weeks ago, an idea was proposed to our staff to have a fantasy draft, with the draft pool consisting of all current and former Chicago Bears. Being a huge fan of fantasy football, I jumped at the idea. To me, this seemed like the ultimate fantasy lineup-building exercise. There were a total of […]

NFL Top 100 Players: Chicago Bears’ Montez Sweat is No. 91

“My appreciation grew even more. I loved him during the season, but when you watch the self-scout after the year, I think this was a guy that played at a very high level,” Chicago Bears head coach Ben Johnson recently said about defensive end Montez Sweat. “I talked to him yesterday about it. I would […]

NFL

30 Day Challenge: Change One Moment in Bears History

Each day in the month of June, we’ll roll out a fresh topic to get Chicago Bears fans thinking. Be sure to chime in with your answer in the comments so we can all get to know our WCG members a bit better. If you could change one moment in Bears history, what would it […]

The Bear’s Den, June 26, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS USPTO denies Caleb Williams’s effort to trademark “Iceman” For now, Caleb Williams will not officially be known as “Iceman.” Except, of course, he will. Bears partner with Hallmark Channel for annual NFL-themed Christmas movie Oh boy, isn’t that exciting!!! POLISH SAUSAGE It’s look less and less likely that Brendan Sorsby […]

Three Chicago Bears make CBS Sports’ Top 100 NFL Players of 2026 List

It doesn’t have the fanfare or slow rollout as the NFL’s Top 100 player list, but CBS Sports’ Pete Prisco has been doing his own version of the Top 100 list for years. Three Chicago Bears made the cut this year, and he kicked off his list with Bears tight end Colston Loveland at number […]

My All-Time Historical Bears Team: Chicago Gridiron Greats

My All-Time Historical Chicago Bears team is full of Hall of Famers, Top 100 Bears, All Pros, and Pro Bowlers, and the few players who lack those accolades all fit a specific need on my squad. This is, without a shadow of a doubt, the greatest team assembled in our exercise, so the only name […]

My All-Time Historical Bears Team: The Jakester’s Evil Demons from Hell

We have an absolute gauntlet of eight teams from our All-Bears Historical Fantasy Draft. That’s expected to be the case when you’re picking from a team that has the most Hall of Famers of any team in NFL history. But my team is the best, and in this article, I’ll highlight why so you hopefully […]

Bears to be part of Hallmark holiday movie

The holiday season is months away, but for some they’re already dreaming of snowy days by the fireplace. I know for my family, the holidays are often a divided house with the men mostly gathered in a room watching football games, while the women are in another part of the house watching Hallmark holiday movies. […]

Ten Chicago Bears with the most to prove in 2026: 1. Dennis Allen

Well, we’ve counted down from 10, and we’ve reached number one on our list of the ten Chicago Bears with the most to prove, and I’m guessing number one is going to surprise some people. Before we dive into it, let’s look back at the list. 10. Tory Taylor9. Braxton Jones8. Rome Odunze7. TJ Edwards6. […]

NFL

30 Day Challenge: All-Time Favorite Chicago Bears Defensive Lineman

Hello, Chicago Bears fans! Dan Hampton. Richard Dent. Steve “Mongo” McMichael. Julius Peppers. Tommie Harris. Akiem Hicks. George Connor. Ed Sprinkle. The Chicago Bears have more than their fair share of great defensive linemen throughout the years. But today we aren’t talking about who was the best Bears defensive lineman in franchise history, nor are […]

NFL

The Bear’s Den, June 25, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS Bears announce 10 open practices at Halas Hall for upcoming training camp Remember when the Bears used to have great open practices in Bourbonnais? So do I. These suck in comparison. Bears set start of training camp, joint practices with Bengals, Titans Away practices. Will Caleb Williams pass for 4,000 […]

30 Day Challenge: Least Favorite Chicago Bears Play of All Time

There has been a lot of heartbreak for Bears fans over the years, so choosing a least favorite play is like choosing a favorite mosquito bite while camping in Minnesota. Still, the work must be done because we are professionals — we reach into the depths of our dark and stormy memories so you don’t […]

Chicago Bears Announce Training Camp Schedule and Ticket Information

Many people in Chicago love June and July. It’s beautiful in the city. The beaches are packed. Restaurant patios are bustling. Yet each time I see a person in Bears garb, there is a hint of a scowl – why? It’s the longest part of the NFL offseason. Wednesday morning the Chicago Bears released information […]

NFL

NFC North’s Most Improved and Most Concerning Position Groups

The conclusion of the NFL’s offseason programs around the league is here, which means that for the first time this calendar year, a six-week “dead period” is upon us before the start of training camp. While some choose to take a step back from football talk, others use this time as a chance at a […]

NFL

The Bear’s Den, June 24, 2026

THE DAILY SPONGIE SPECIAL BEARSSSSSS BULLSSSSSSSS Ken’s note: Other than here on our pages at WCG, there was NO Bears news today. There was lots of Bulls news. So… I give you that instead. We will return to our regularly scheduled existence tomorrow. Feel free to talk Bulls, Cubs, Sox or any non-political topic. Bulls […]

Ryan Poles’ 5 best moves as Bears GM

The 2026 season will mark Ryan Poles’ fifth season as general manager of the Chicago Bears. Things are trending in the right direction for his regime, seeing as though the Bears won the NFC North last year and won their first playoff game since the 2010-11 season. It took a little while for things to […]

NFL