Podcast
The Chicago Way
Hosted by WGN Plus · EN
Mild mannered Chicago Tribune columnist John Kass and WGN Radio's Jeff Carlin explore the week in news, politics and other thngs done the Chicago Way in this WGN Plus podcast from WGN Radio in Chicago.
31episodes
Episodes
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Chicago Way w/John Kass: Summer is for the brave
2d agoTap to summarizeChicago Way w/John Kass (05/26/26): John Kass & Jeff Carlin celebrate the bravery it takes to face violent warm summer nights in Chicago in the face of gang wars and ‘teen takeovers.’ Plus, Kasso has a ‘Happy’ pet peeve. https://serve.castfire.com/audio/8411305/8411305_2026-05-26-215205.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:evenodd} <!-- Next line is not the perfect/ideal way to control hiding the ite...
Transcribe →Chicago Way w/John Kass: Don’t (bleep) with a pit bull’s reputation
1w agoTap to summarizeChicago Way w/John Kass (05/18/26): John Kass & Jeff Carlin are joined by former (possibly, future?) candidate for Mayor of Chicago, head of the public school systems in Chicago, Philadelphia and the Louisiana Recovery School District, Paul Vallas to talk about recent attacks on him, who he thinks might be behind it, and what he aims to do about it. Plus, Kasso wonders if those in the know are ready for when the pit bull jumps the fence? https://serve.castfire.com/audio/8391532/8391532_2026-05-18-204732.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:evenodd} <article class="article-list__article" data-article-id="2880257" data-cont...
Transcribe →Chicago Way w/John Kass: Hopium and the well-dressed chili powder thief
2w agoTap to summarizeChicago Way w/John Kass (05/11/26): John Kass & Jeff Carlin remember his late mother, Betty Kass, and as she would have wanted, move on to the ugly Obama Presidential Center building, Chicago alders wanting Walgreens to be criminally charged for closing stores, and Stephen Colbert smirking his way through a farce of an interview with former-President Obama. Plus, Kasso tells the story of the well-dressed chili powder thief. https://serve.castfire.com/audio/8373531/8373531_2026-05-11-215631.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:evenodd} <article class="article-list__article" data-article-id="2880257" data-context="link_grou...
Transcribe →Chicago Way w/John Kass: ‘Tips’ for Mother’s Day
3w agoTap to summarizeChicago Way w/John Kass (05/05/26): On this episode, revered Chicago restaurateur Jimmy Banakis joins John Kass & Jeff Carlin to discuss how tipping became an american tradition and what it means to the industry. Plus, Kasso wonders if there is a trick to surviving Mother’s Day at a restaurant? https://serve.castfire.com/audio/8357043/8357043_2026-05-04-204743.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:evenodd} <!-- Next li...
Transcribe →Chicago Way w/John Kass: A different time in D.C.
Apr 27Tap to summarizeChicago Way w/John Kass (04/27/26): John Kass & Jeff Carlin tackle news of the week including a Chicago Police officer being killed in the line of duty, chaos at the White House Correspondents’ Dinner, and news former Mayor Richard M. Daley is recovering from a stroke. Plus, Kasso wonders if the Chicago Teachers’ Union take over of the Chicago Public Schools and City Hall can ever be corrected? https://serve.castfire.com/audio/8338261/8338261_2026-04-27-201501.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:evenodd} <article class="article-list__article" data-article-id="2880257" data-context="link_group" data-index="4" data-...
Transcribe →Chicago Way w/John Kass: On the hunt for politicization in U.S. intelligence
Apr 20Tap to summarizeChicago Way w/John Kass (04/20/26): Nicholas S. Kass joins John Kass & Jeff Carlin to talk about his latest piece, Keep the Kurds Out of the Iran War, in the American Conservative. Nick is John’s younger brother and served in the U.S. government for over 30 years at the White House/National Security Council, State Department, CIA, and until January of this year, was the acting chairman of the National Intelligence Council in the Office of the Director of National Intelligence (ODNI). https://serve.castfire.com/audio/8292985/8292985_2026-04-19-213825.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for Mother’s Day .cls-7{fill:#fff;fill-rule:ev...
Transcribe →Chicago Way w/John Kass: A time for reflection
Apr 13Tap to summarizeChicago Way w/John Kass (04/13/26): John Kass is back with Jeff Carlin to catch up on some big news from John’s brother Nick, our friend Sal Carmada, and a budding feud on JohnKassNews.com. Plus, Kasso urges everyone to take of your heart, your spiritual heart. Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! https://serve.castfire.com/audio/8228878/8228878_2026-04-13-171718.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} Chicago Way w/John Kass: ‘Tips’ for...
Transcribe →Chicago Way w/John Kass: Trump’s Iranian tightrope
Apr 6Tap to summarizeChicago Way w/John Kass (04/06/26): Charles Lipson joins Jeff Carlin (John Kass is out this week) to talk about how war in Iran will alter President Donald Trump’s legacy as Commander-in-Chief Charles. Charles is the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago and an author whose writings can be found in the Spectator, Spectator World, The Telegraph, and more. Check him out at CharlesLipson.com Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! https://serve.castfire.com/audio/8079157/8079157_2026-04-06-153057.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} <a href="https://wgnradio.com/wgn-plus/thechicagoway/chicago-way-w-john-kass-tips-for-mothers-day/" clas...
Transcribe →Chicago Way w/John Kass: Alders warn us ‘wrong place, wrong time’ but they created this
Mar 30Tap to summarizeChicago Way w/John Kass (03/30/26): This week, John Kass & Jeff are joined by Rafael Mangual, the Nick Ohnell Fellow and head of research for the Policing & Public Safety Initiative at the Manhattan Institute and a contributing editor of City Journal. On the docket, why Democrats make excuses for violent crimes, ignore the pain of victims, and is the media silent to the cries of parents? Plus, Kasso tires to understand what Chicago Alder. Maria Hadden means when she says a dead Loyola student was in the ‘wrong place and wrong time’ are in Chicago? Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! https://serve.castfire.com/audio/8066086/8066086_2026-03-30-161926.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} <a class="article-list__gradient-link" href="h...
Transcribe →Chicago Way w/John Kass: A blueprint for getting involved in the Republic
Mar 23Tap to summarizeChicago Way w/John Kass (03/23/26): Former State Rep. Tom Morrison is here to talk about his ‘complete blueprint for winning a local or state race’ at CandidateMasterclass.com and why it is so important as the country prepares to mark the 250th anniversary of the signing of the Declaration of Independence, everyone takes an active role in keep the republic healthy. Tom also talks with John Kass & Jeff Carlin how Hillsdale College prepared him for his career. Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! https://serve.castfire.com/audio/8053522/8053522_2026-03-23-203622.64kmono.mp3 Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using ‘Save As’ hereSubscribe to The Chicago Way Recent Posts The Chicago Way with John Kass Chicago Way w/John Kass: Summer is for the brave .cls-7{fill:#fff;fill-rule:evenodd} Kass: Don’t (bleep) with a pit bull’s reputation .cls-7{fill:#fff;fill-rule:evenodd} Kass: Hopium and the well-dressed chili powder thief .cls-7{fill:#fff;fill-rule:evenodd} <a href="https://wgnradio.com/wgn-plus/thechicagoway/chicago-way-w-john-kass-tips-for-mothers-day/" cla...
Transcribe →