Da Windy City Sports Podcast

Training camp is just a few weeks away so Kenneth Davis and Alex Shapiro dig into some of the biggest stories that have emerged from Halas Hall this summer, including encouraging reports regarding rookie wide receiver Zavion Thomas. Plus, why Alex needs to watch House of the Dragon. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Want to place a few futures on the Bears this season? Kenneth Davis and Alex Shapiro brought in the expert, Michael Bolling. Michael shares his favorite props right now, how changes with the team have changed his thinking at the sportsbook, and some tips for folks dipping their toes into sports wagering. When Bolling talks betting, we listen! Advertising Inquiries: https://redcircle.com/brands Pri...

The Bears are officially on summer break! Kenneth Davis and Alex Shapiro get together to go over what they learned over the spring, and share their new questions and concerns with training camp beginning next month. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears are officially on summer break, so we're breaking down everything that happened over the team's offseason program. Alex Shapiro welcomes Sean Hammond of the Chicago Tribune to share what he saw at Halas Hall, from standout rookies to how new center Garrett Bradbury is faring and what Caleb Williams is doing on the field. Hammond also shares what he wants to see from the team when...

It's been over three years since the Bears bought Arlington Park, and they have once again shifted their focus to a new site, with a new statement that sounds like the old statements. Kenneth Davis and Alex Shapiro break down the news and share their feelings as the stadium saga drags on, seemingly into the infinite. Plus, Caleb Williams is on the cover of Madden! Advertising Inquiries: https:...

Part 2 of our interview with former Under Center producer Tony Gill. Tony shares more about his newsletter, Bleacher Theology, and why it's so important to him. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Tony Gill is running the show! Well....... not really, but the former producer of The Under Center podcast links up with Kenneth Davis and Alex Shapiro to give his thoughts on how the Bears offense needs to move forward in year two of the Ben Johnson era. Will this be the year Caleb Williams finally tops 4,000 yards? Plus, Tony shares what he's been up to with a fresh newsletter. Advertising I...

J-Hood is back! The ESPN radio host joins Kenneth Davis and Alex Shapiro to dig more in depth on the Bears offseason plans. Hear what J-Hood thinks about the team's middle round draft picks, the team's plan on the defensive line, and more! Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Kenneth Davis and Alex Shapiro welcome ESPN's Jonathan Hood to the show for a wide-ranging conversation about the Bears. The trio talk about reasons for optimism, the state of the division and who needs to step up the most in 2026. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The NFL schedule is out and we're still poring over it every which way we can. Kenneth Davis and Alex Shapiro go back and forth drafting which games they want to attend the most and explain why they got the top games of the season. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

We now know the full path the Bears must take as they prepare to defend their NFC North crown. Kenneth Davis and Alex Shapiro go game-by-game to break down the matchup and share why they believe the Bears will win or lose. Listen in to see how they think the team will do in 2026, and whether it will be good enough to win the division, again. Advertising Inquiries: https://redcircle.com/brands Priv...

Kenneth Davis and Alex Shapiro wrap up their conversation with Glynn Morgan on the Bears and their draft picks. Plus, Alex creates a new QB controversy for the team. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Kenneth Davis and Alex Shapiro welcome Glynn Morgan to the show once again. Morgan shares his thoughts on how all the Bears picks will fit into the team's system. Plus, how Morgan balances drafting for scheme fit, rather than adding talent on the defensive line. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears bolstered their roster last week at the NFL Draft... but so did their rivals. Kenneth Davis and Alex Shapiro break down the draft picks from around the NFC North and how it relates to the Bears. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Bears fans have clamored for the team to draft young pass rushers for years. There was widespread belief it was going to happen this offseason. It didn't. Kenneth Davis and Alex Shapiro discuss. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears bolstered their backfield by adding Purdue/Oregon standout safety Dillon Thieneman on night one of the NFL draft. Kenneth Davis and Alex Shapiro share their initial reactions to the pick and explain how they think he'll specifically help the defense. Plus, a quick glance around the division to the Lions and Vikings draft choices. Advertising Inquiries: https://redcircle.com/brands Pr...

Glynn Morgan is back on Da Windy City podcast talking his bread and butter: college football. He helps Kenneth Davis, Alex Shapiro and YOU get ready for this week's NFL draft! Hear why Morgan likes some players more than others at 25, and learn about some sleepers he has his eye on for the later rounds. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.co...

The Bears haven't picked in the 20s since they selected Kyle Long back in 2013. That's a good thing. But the team still has plenty of work to do before they're ready to compete for a Super Bowl, so Kenneth Davis and Alex Shapiro brought in their draft guy, Glynn Morgan, to set the stage for where the Bears stand now and how it may affect their decisions when players start coming off th...

Birds are singing, flowers are blooming, and mock drafts are booming! Kenneth Davis and Alex Shapiro go over some trendy picks from the most-respected draft prognosticators in the biz and discuss how those players could fit on the Bears in 2026 and beyond. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

All of the NFL got together in Arizona, and with it came news across the league. In Chicago, we got an update on a new stadium, more info on the team's plan on the offensive line, and points of emphasis this offseason. Kenneth Davis and Alex Shapiro break it all down. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Kalif Raymond followed Ben Johnson from Detroit to Chicago this offseason, and it sounds like he could be a new tone setter for the team. Longtime Bears report Dan Pompei dug into Raymond as a player and a person, and Kenneth Davis and Alex Shapiro share their thoughts on Pompei's story, plus Raymond's fit with the team. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out...

The Bears are in the latter stages of their draft preparation and taking a closer look at some young prospects. Kenneth Davis and Alex Shapiro go through the list of players who have reportedly paid a visit to Halas Hall and share their thoughts on what those players could bring to the team. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The NFL draft is one month away, so Kenneth Davis and Alex Shapiro put together their second mock draft of the year. The guys rebuild the defense, from front to back, inside and out... and they can't help but add another offensive weapon, too. Learn about the new crop of prospects! Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

It's Bears Bracketology on Da Windy City podcast! The crew created a bracket of 16 players whom the Bears may select with the No. 25 pick. Alex Shapiro acts as Director of College Scouting. Kenneth Davis acts as GM. The pair go through the bracket until only one player remains as THE pick for the Bears this year. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://re...

The biggest names in free agency have mostly found their new homes, but there are still players on the market who can help the Bears win football games this season. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy