Da Windy City Sports Podcast

The Bears have begun reshaping their roster in earnest with the opening of free agency legal tampering. Kenneth Davis and Alex Shapiro break down the new names, both big and small, and share their thoughts on how they'll fit into the team this season. Plus, should the Bears make a move for Maxx Crosby after the Ravens backed away from their blockbuster deal? Advertising Inquiries: https://redc...

Next man up. The Bears have big holes to fill with the departure of three key players. Kenneth Davis and Alex Shapiro share their thoughts on how Ryan Poles and Ben Johnson can use their assets most effectively through the draft and free agency. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Free agency hasn't even opened, and the Bears will already look much different in 2026. Some moves were expected. Others were massive surprises. Kenneth Davis and Alex Shapiro break down all the news and share how it will affect the team moving forward. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The yearly NFLPA report cards have been released. The Bears improved in some areas, but saw their grades drop in others. Kenneth Davis and Alex Shapiro comb over all the details like concerned parents at teacher conferences. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Ben Johnson and Ryan Poles met with the media at the NFL Combine earlier this week and shared some interesting info on how the team will attack the offseason. Kenneth Davis and Alex Shapiro go over some of the more interesting talking points and share their biggest takeaways. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Maxx Crosby trade rumors are picking up pace again, and once again the Bears have been linked to the superstar pass rusher. Kenneth Davis and Alex Shapiro break down a prominent deal that's been floated online and discuss whether or not the hypothetical move would benefit the team. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

There's a lot of buzz about the Bears taking a step towards Northwest Indiana. Kenneth Davis and Alex Shapiro break down the latest news updates, explain what it really means and how it affects the team's stadium search. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Iowa has entered itself into the race to pry the Bears away from Chicago. The team's stadium saga gets wilder by the day, and Kenneth Davis and Alex Shapiro break it all down. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Seahawks dismantled the Patriots in Super Bowl LX, and the way in which they won should be encouraging for Bears fans. Kenneth Davis and Alex Shapiro break down the big game and share lessons the Bears may have learned from the Seahawks championship run. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Senior Bowl is one of the biggest scouting events of the offseason, and many Bears draft picks have put on impressive performances at the college All-Star showcase. Kenneth Davis and Alex Shapiro put together their first mock draft of the year, but only pick players who were in Mobile for the event. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/pr...

There are no guarantees in the NFL, but Kenneth Davis and Alex Shapiro share their biggest reasons why fans can be optimistic about the Bears next season. This season wasn't a fluke! Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

A lot went right for the Bears this season, and there are plenty of reasons to be optimistic for the future. But there are things that can hold the Bears back next year, too. Kenneth Davis and Alex Shapiro break down the biggest areas of concern for the team heading into the offseason. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The 2025 campaign was a wild one for the Chicago Bears. Ben Johnson, Caleb Williams and the numerous playmakers on offense and defense provided many moments that fans will remember forever. Kenneth Davis and Alex Shapiro share their favorites. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

It's time to turn the page to the 2026 season. Kenneth Davis and Alex Shapiro share their thoughts on the key moments from the end-of-season press conferences from the Bears brass and their franchise QB. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Kenneth Davis and Alex Shapiro go over all the ups and downs of the Bears' playoff loss to the Rams in the Divisional Round. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Rams are good. Really good. But Kenneth Davis and Alex Shapiro believe this Bears team can beat anybody remaining in the NFL playoffs, and share keys for victory against Matt Stafford and co. at Soldier Field this Sunday. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Kenneth Davis and Alex Shapiro bring you instant analysis from another wild game between the bitter NFC North Rivals Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears secured the No. 2 seed in the NFC, despite losing the last two games of the regular season. Kenneth Davis and Alex Shapiro break down why fans can be optimistic before their Wild Card game against the Packers... but they talk about some areas of concern, as well. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears attempted another cardiac comeback in the regular season finale, but fell short in a 19-16 loss to the Lions at Soldier Field. Kenneth Davis and Alex Shapiro react to the biggest moments and break down what needs to change for the team to beat the Packers in the Wild Card round. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Caleb Williams could set the Bears single-season passing yards record, and he could become the first Bears quarterback for 4,000 yards in a season... but he'll do it in 17 games. Does that matter? If so, what does it mean for him and the team? Kenneth Davis and Alex Shapiro break it all down, plus what's at stake for the Bears against the Lions and in the playoffs. Advertising Inquiries: h...

There are no moral victories in the NFL... but this might be as close as you get. Kenneth Davis and Alex Shapiro break down the impressive offensive output from Caleb Williams, Luther Burden and Colston Loveland. Of course, they spend some time talking about the disappointing defensive effort, too. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

The Bears are on a roll and it's got Kenneth Davis and Alex Shapiro talking recklessly. Tune in as the duo explains why they're so high on the team, even though Vegas has them losing convincingly in the South Bay. Christian McCaffery? Brock Purdy? Doesn't matter. It'll be another statement win for Ben Johnson's squad. Advertising Inquiries: https://redcircle.com/brands Privacy...

This Bears team is special. This Bears team doesn't quit. This Bears team finds ways to win. Kenneth Davis and Alex Shapiro discuss the wild comeback win in overtime, orchestrated by Caleb Williams, with help from phenomenal "bend don't break" defense. Best Bears win in a decade? Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

It's Bears - Packers Round 2, this time at Soldier Field! Alex Shapiro welcomes Bill Huber, Packers beat reporter for Sports Illustrated, to the show to preview Saturday's game. Huber shares why he thinks the Bears will best the Packers on Saturday and how they'll do it. Huber also explains how the perspective around the Bears has shifted up north, and what folks in Green Bay think of...

Now that was complementary football! Kenneth Davis and Alex Shapiro break down every aspect of the Bears' dominant win against the lowly Browns, from Caleb Williams' incredible throws, to D'Andre Swift's blend of elusive and physical running and complete domination from the defense. Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy