Happy Halloween! Caleb’s Dad Enters Stadium Fray, Simmons Trade and the Power of Friendship, More Cleat Drama, and Other Bears Bullets ...Middle East

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Happy Halloween, Bears fans!

While folks go house-to-house trick-or-treating, Bears fans are still curious where their team’s future home will be. Things are lining up for Illinois to pass a bill that will keep the team from crossing the border and leaving for Indiana. Long-time Chicago sports broadcaster Dan Bernstein shares what he has heard (via Twitter/X) from sources, indicating that the Bears and NFL want the stadium (1) to be in Arlington Heights, (2) to open in 2031, and (3) to be ready to host a Super Bowl in 2033. This isn’t far off from the timeline that Bears President Kevin Warren shared in Sept. 2025. Warren hoped for a stadium that could host a Super Bowl by 2031, but it appears that wasting a year in a stadium situationship with Indiana has pushed the timeline to host the big game back by two years. I did not expect to see Carl Williams, the father of Bears quarterback Caleb Williams, to have a side plot in the Bears stadium story. But that’s the beauty of these types of ancillary stories that pop up during a football season. You just never know what you’re gonna get:

A day before the Bears drafted Caleb Williams in 2024, the team unveiled a plan for a new lakefront stadium with Mayor Brandon Johnson that ultimately went nowhere. Two years later, Caleb’s father Carl Williams is part of a new effort to steer the Bears towards Bridgeport.

— Justin Laurence (@jus10chi) October 30, 2026

Johnson has worked with One Central’s Bob Dunn on a new lakefront proposal. The Michael Reese developers have their own plan. Related Midwest has pitched the South Works site. The Bears, Arlington Heights and Indiana think it’s all noise. t.co/pPEhhouVSr

— Justin Laurence (@jus10chi) October 30, 2026 The Bears have made it clear publicly that the only viable site (in their eyes) to build in Cook County is on the Arlington Park property the team purchased earlier in the 2020s. It’s wild to think about how little worthwhile movement we’ve gotten on this project when we’ve been talking about Arlington Park as the future home of Bears football since (at least) 2021.

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That said, a Chicago architectural firm released some renderings of what a Bears stadium project would look like if it were built on the White Sox stadium site. Renderings are cool. But I’ve seen so many of them at this point that they all kind of blend together. And when you’ve seen so many attached to this project, they lose meaning. Still, this is something to watch. Brenden Moore, a reporter in Springfield whose coverage of the Bears’ stadium situation is akin to 2023 Jaylon Johnson, had this to say (via Twitter/X) in response to a Mike Florio tweet about the saga’s latest up “Checked in with a few folks in the know. “Close” might be slightly overstating it, but there’s been meaningful progress. Window of opportunity remains veto session. A version of the Senate bill permitting municipal stadium authorities is more likely than a new PILOT bill.” Sep 28, 2026; Chicago, Illinois, USA; General view of fireworks during the pregame ceremony before the game between Philadelphia Eagles and Chicago Bears at Soldier Field. Mandatory Credit: Patrick Gorski-Imagn Images Jonathan Jones’ Saturday notebook at The Athletic is loaded with stuff. There are a few things I want to discuss, including a Khalil Mack anecdote I want to unpack later today in a bigger post. But right now, I want to focus on how Giants Head Coach John Harbaugh went over the head of his team’s general manager to reach out to ownership to make a push for a Jeffery Simmons trade. In the end, it didn’t matter because Titans GM Mike Borgonzi’s trust in Bears GM Ryan Poles made it easy for him to cut a deal with a friend he knew wouldn’t leak his trade plans. It’s almost as if the relationships you build around the league matter. No matter if you’re in the GM chair or starting as a scout, you get back what you put in — and it begins with being good to each other. Also from Jones’ notebook, this nugget on the Caleb Williams cleat saga:

A Caddix spokesperson told me this week that there “are no financial ties between Caddix and Caleb Williams. Caleb is solely wearing Caddix because he chooses to do so; Caddix is not paying him.”

So if he’s not getting paid, why is he doing this? You’ll recall the pre-draft process where Williams decided to do things his own way. He didn’t have an agent, didn’t submit to combine medical testing, didn’t sign a shoe deal, etc. He enjoys being a bit of an industry disruptor. He’s not harming anyone doing it, and so perhaps he’s testing the boundaries simply for sport.

But Nike, Under Armour and Adidas pay millions of dollars to have their logos shown on the most-watched television broadcasts in the country. The NFL must protect those interests. Now that this has become a definitive “thing,” I suspect Williams — and perhaps others around the league who wear the cleat — will be forced to cover the logo or not be allowed to enter the game.

On the one hand, I can’t believe the league is picking this hill to die on. But on the other hand, yes I can. This is an amazing response from the Caddix folks:

AWESOME: Spoke with Caddix Founder & Maryland native Jack Rasmussen about why he decided to pay the fine: "I think the majority of the reason is it’s the right thing to do." Says he knows Caleb can pay the fines but sees the value in standing behind the product he made? t.co/fYVhM4ojY4

— Samantha Croston (@SamCrostonTV) October 31, 2026 I love clips like this:

The @ChicagoBears QB room was in perfect sync ? t.co/M3kACPAbcm

— Inside the NFL (@insidetheNFL) October 30, 2026 Things I learned while Friday night doomscrolling: Packers kicker Trey Smack’s missed PAT against the Panthers was his eighth missed kick of the year, which is the most among NFL kickers this season. I like that Green Bay’s kick woes continue, as it represents karmic balance after years of hearing about Chicago’s kicking troubles. One day after blaming the media for mischaracterizing his controversial touchdown celebration, Packers running back Josh Jacobs appears to be in hot water … again. NBC26 reports there are three more women who have accused Jacobs of physical abuse. NFL insider Tom Pelissero adds (via Twitter/X) this statement from the NFL: “We will review these allegations as part of the investigation which has remained open.” The Ben Johnson Effect is real:

Quincy (IL) beat Goode STEM (IL) 88-84 in the highest-scoring playoff game in Illinois high school football history. ? The 4-hour game was played at two different locations due to lack of lighting at original venue. ? Read full story ⬇️ t.co/5v4JgeVajX t.co/riK1v3BJ4H

— MaxPreps (@MaxPreps) October 31, 2026

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BN EXCLUSIVE: Chicago Bulls rookie Caleb Wilson breaks down the biggest part of his development. Turns out the Cubs are the mystery NL Central team on a free-agent pitcher Jyun-Yue Tseng. The Chicago Blackhawks return to the ice on Saturday. Tab Bamford has everything you need to know about this one here.

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