Waddle & Silvy

9/11 3 PM: Tom Thayer

Waddle & Silvy broadcast live from Burning Bush Brewery for Bears Football Friday, previewing Chicago’s season opener against Carolina with Bears Super Bowl Champion Tom Thayer. Thayer breaks down the heat, Carolina’s 3-4 defense, the offensive-line matchup, D'Andre Swift’s new contract, and the players he expects to make an impact. The show also honors Bears legend Matt Suhey, revisits Waddle’s first NFL start, and features another round of Florida or Ohio.

9/11 2 PM: BEARS FRIDAY

Waddle & Silvy kick off the first Bears Football Friday of the 2026 season live from Burning Bush Brewery, previewing Sunday’s opener against Carolina and explaining why they expect Chicago to win and cover. They discuss Colston Loveland’s potential impact, the injury situations involving Rome Odunze, Tyson Bagent, Xavier Woods, and Ozzy Trapilo, and concerns about the Bears’ left tackle position. The show also features breaking news of DeAndre Swift’s three-year extension, Ben Johnson’s offensive track record, fan calls, and Silvy's apology for leaving his socks in the ESPN Chicago studio.

9/10 5 PM: Jeff Joniak

Waddle and Sivly are joined by voice of the Bears Jeff Joniak to preview Bears and Panthers. Then, they get some Australia trivia in Aki's A-List before they update their Chicago baseball power rankings.

9/10 4 PM: Quick Bitch

Waddle and Silvy get some anger off their chest in Quick Bitch. Then, they run through Waddle's World before reminiscing in Tales From the Stylist's Chair.

9/10 3 PM: Courtney Cronin

Waddle and Silvy continue their Craig Counsell conversation before Waddle unveils his third most important Bear. Then, Courtney Cronin joins to discuss what to watch for in Bears-Panthers.

9/10 2 PM: Cubs frustrations boiling over

Waddle & Silvy react to the Cubs’ frustrating sweep by the Brewers, debate Craig Counsell’s reliance on analytics, and question whether Milwaukee’s pitching development system has exposed a larger organizational problem on the North Side. They also discuss the White Sox’s loss, Michael Massey’s aggressive slide, and the opening night of the NFL season, including Drake Maye’s disastrous performance and the growing debate between Maye and Caleb Williams. Plus, the latest Bears injury updates on Rome Odunze, Ozzy Trapilo, and Tyson Bagent.

9/9 5 PM: Jesse Rogers

Waddle & Silvy break down the Cubs’ devastating bullpen collapse against the Brewers with Jesse Rogers, who explains why Jacob Webb has struggled, whether the front office deserves blame, and how Milwaukee’s culture and player development continue to separate the teams. They also discuss Munetaka Murakami’s slump and the White Sox’s chances of holding onto first place. Tyler Aki makes his NFL playoff and Super Bowl predictions, while Waddle reveals Garrett Bradbury as No. 4 on his list of the Bears’ most important players.

9/9 4 PM: The 2026 Wins Pool Draft

Waddle & Silvy open with the start of football season, breaking down the Bears’ injury report, Tyson Bagent’s back issue, Rome Odunze’s absence, and the excitement surrounding the team’s young talent. They take calls on Colston Loveland, rookie defensive tackle Alex Vandenberg, Munetaka Murakami’s swing, and the ongoing Kyler Gordon situation. The show also features the annual NFL wins pool, as Waddle, Silvy, Charlie, and Tyler draft their teams and debate which clubs will pile up the most victories. Plus, Eddie Olczyk discusses the Cubs, Patrick Kane’s return to Chicago, cancer awareness, and the loss of Bears legend Matt Suhey.

9/9 3 PM: Barstool Big Cat

Waddle & Silvy welcome Barstool Big Cat to discuss the Cubs’ bullpen collapse, the Brewers’ continued dominance, and whether Chicago can still make a postseason run. They also break down college football controversy involving Wisconsin, Michigan, and Lane Kiffin before turning to the Bears’ expectations, Tyson Bagent’s injury, Rome Odunze’s calf issue, and the possibility that 2026 is the “year before the year” for Caleb Williams and Ben Johnson’s offense.

9/9 2 PM: Cubs can't get out of the Brewers' shadow

Waddle & Silvy examine the Cubs’ dramatic collapse against Milwaukee and debate why the Brewers have been 24 games better over the last three seasons. The guys discuss Jacob Webb’s historic run of blown saves, whether the Cubs’ roster is better suited for the postseason, and the growing anxiety surrounding the White Sox. They also break down Munetaka Murakami’s prolonged slump, debate how the Sox should handle his future, and preview the Bears’ upcoming season.

9/8 5 PM: Michael Wilbon

Waddle & Silvy welcome Michael Wilbon to discuss the Bears’ stadium saga, the proposed White Sox ballpark, and the future of Chicago sports. Wilbon also reacts passionately to the controversial Michigan–Western Michigan finish and the state of college-football journalism. The show features a hilarious “In Chicago or Not in Chicago” quiz for Tom Waddle, along with a heartfelt tribute to Bears legend Matt Suhey.

9/8 4 PM: The Good, the Bad, the Dirty

9/8 3 PM: Waddle's World

Waddle & Silvy remember Bears legend Matt Suhey, discuss the importance of special teams, and examine Caleb Williams’ development heading into the 2026 season. The show also features an extended trip inside Waddle’s World, where Tom weighs in on college-football chaos, LSU’s potential SEC expulsion, Clemson’s decline, the NFL’s confusing Australia trip, Aaron Judge’s return, Shohei Ohtani’s pitching status, and some bizarre news stories.

9/8 2 PM: Game Week is here

Waddle & Silvy react to the Bears’ first depth chart of the 2026 season, including the unsettled secondary and the latest developments involving Kyler Gordon. The guys discuss Rome Odunze’s injury, Ozzy Trapilo’s recovery, Jaylon Johnson’s emergence as a “Ben guy,” and what the Bears must improve defensively. They also debate the Cubs’ fading division hopes, the White Sox’s playoff push, Jacob Misiorowski’s complaints about Wrigley Field, and Caleb Williams’ first press conference before the season opener.

9/4 5 PM: Carmen DeFalco and What to Watch For

Carmen joins Jesse to talk the White Sox ahead of their matchup with the Twins. We also get to what to watch for, and preview the weekend!

9/4 4 PM: Taylor McGregor and Quick Bitch!

Taylor McGregor joins Jesse to talk week one in College Football and the Cubs. We also get to Quick Bitch!

9/4 3pm: Kevin Gausman

Kevin Gausman joins Jesse on Waddle and Silvy after his night SHOVING against the Brewers. We also discuss if it's right to root for both the Sox and the Cubs!

9/4 2PM: Chicago Stars Are Out at Wrigley and Barstool Big Cat

Jesse is in for Waddle and Silvy to send you off into your holiday weekend! Jesse recaps the stars coming out to watch PCA at Wrigley last night and is joined by Barstool Big Cat!

9/3 5 PM: Jeff Joniak

Waddle & Silvy welcome Jeff Joniak to discuss the Bears’ expectations heading into the 2026 season. Rich shares his 10–7 prediction, praises Caleb Williams and Colston Loveland, and explains why he believes the Bears can take a major step forward. Jeff provides a practice report, including updates on Rome Odunze, D’Andre Swift, Austin Booker, and the Bears’ defensive line. The show also covers the Cubs’ fading division hopes, the White Sox’s playoff push, Jacob Misiorowski’s complaints about the Wrigley Field mound, and Munetaka Murakami’s troubling slump.

9/3 4 PM: Rich Eisen

Waddle & Silvy welcome Rich Eisen to discuss the Bears’ outlook, Caleb Williams, Colston Loveland, and Rich’s 10–7 season prediction. The guys also react to Rome Odunze and D'Andre Swift leaving practice early, examine the White Sox’s playoff hopes and Luis Castillo’s struggles, and listen to highlights from Caleb Williams’ appearance on Hot Ones.