TopPodcast.com
Menu
  • Home
  • Top Charts
  • Top Networks
  • Top Apps
  • Top Independents
  • Top Podfluencers
  • Top Picks
    • Top Business Podcasts
    • Top True Crime Podcasts
    • Top Finance Podcasts
    • Top Comedy Podcasts
    • Top Music Podcasts
    • Top Womens Podcasts
    • Top Kids Podcasts
    • Top Sports Podcasts
    • Top News Podcasts
    • Top Tech Podcasts
    • Top Crypto Podcasts
    • Top Entrepreneurial Podcasts
    • Top Fantasy Sports Podcasts
    • Top Political Podcasts
    • Top Science Podcasts
    • Top Self Help Podcasts
    • Top Sports Betting Podcasts
    • Top Stocks Podcasts
  • Podcast News
  • About Us
  • Podcast Advertising
  • Contact
Not in our directory?
Add Show Here
Podcast Equipment
Center

toppodcastlogoOur TOPPODCAST Picks

  • Comedy
  • Crypto
  • Sports
  • News
  • Politics
  • True Crime
  • Business
  • Finance

Follow Us

toppodcastlogoStay Connected

    View Top 200 Chart
    Back to Rankings Page
    News

    The Chicago Way

    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.

    Advertise

    Copyright: © WGN Plus, All Rights Reserved

    • Apple Podcasts
    • Google Play
    • Spotify
    Latest Episodes:
    Chicago Way w/John Kass: Revolutionary times Oct 27, 2025
    Show notes

    Chicago Way w/John Kass (10/28/25): This week, John Kass & Jeff Carlin wax philosophically about how the U.S. found itself in revolutionary times and where do we go from here. Plus, Kasso wonders if New York is ready for what it’s voting for?

    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/7775676/7775676_2025-10-22-230816.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: ‘No Kings’ rallies and Pritzker’s gambling habits Oct 20, 2025
    Show notes

    Chicago Way w/John Kass (10/20/25): RealClear Politics’ Tom Bevan is here with a post-op on what impact the “No Kings” rallies (Chicago’s rally featured one of Illinois’ top gamblers -Gov. JB Pritzker (D), for whom Tom has a some choice words) will have, why he thinks this government shutdown will break the 2018-2019 shutdown record of 35 days, and who he thinks will control New York City & State if democratic socialist Zohran Mamdani becomes leader of the Big Apple. Plus, Kasso wonders if the art of the follow-up question to public officials is dead?

    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/7770293/7770293_2025-10-20-142333.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: Chaos reigns over local LEO/FED interactions, almost by design Oct 13, 2025
    Show notes

    Chicago Way w/John Kass (10/13/25): This week, Garry McCarthy – former Chicago Police Department (CPD) Superintendent and current Chief of Police for Willow Springs, IL- joins John Kass and Jeff Carlin to discuss a disturbing dispatch call involving CPD, Customs and Border Protection (CBP), Immigration and Customs Enforcement (ICE), Cook County Sheriffs, & Illinois State Police in Broadview, and lessons from hosting the United Nations convention in 2012 McCarthy might be useful today. McCarthy also reflects on the role data plays in policing and what Chicago could do better. Plus, Kass wonders if Illinois’ poorly written laws are only written that way to serve the Democratic leadership and serve only to obfuscate the true intentions of the city and state’s power machine?

    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/7758194/7758194_2025-10-13-180834.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: An origin story Oct 06, 2025
    Show notes

    Chicago Way w/John Kass (10/06/25): Fall is officially here and so is story time. John Kass tells Jeff Carlin about standing outside Wrigley Field in 1984 and the series of events that lead him there. Plus, Kasso gets an apology.

    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/7747602/7747602_2025-10-06-211502.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: A retired judge on how a bad apple can spoil the bunch Sep 29, 2025
    Show notes

    Chicago Way w/John Kass (09/29/25): This week, the Honorable Judge James R. Brown (ret.) joins John Kass & Jeff Carlin to talk about the moment soon-to-be-former Chief Judge Timothy Evans gathered bond court judges to direct them to go against the rule of law and let violent offenders off easy, lest the judges be reassigned. Plus, Kasso wonders if Patrick Fitzgerald can save James Comey from his alleged lies?

    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/7735006/7735006_2025-09-29-210006.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: What the FCC’s Carr got wrong about Jimmy Kimmel Sep 22, 2025
    Show notes

    Chicago Way w/John Kass (09/22/25): Dan Proft, co-host of “The Morning Answer” radio program 5-9 a.m. on WIND AM 560, is this week’s guest joining John Kass & Jeff Carlin with a breakdown of the FCC meddling in the Jimmy Kimmel fiasco and what it will take to push the JB Pritzkers of the world out of politics. Plus, Kasso wonders if we’re ready to deal with a post-Charlie Kirk world?

    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/7723623/7723623_2025-09-22-193623.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: Where do we go from here? Sep 15, 2025
    Show notes

    Chicago Way w/John Kass (09/15/25): Charles Lipson, the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago, joins John Kass and Jeff Carlin to talk about the cold-blooded murder of Charlie Kirk and how free speech in the UK is under threat. Plus, Kasso wonders if the Democrat culture of assassination can be stopped?

    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/7709714/7709714_2025-09-14-220714.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: Illinois voters have a clear choice for their future Sep 08, 2025
    Show notes

    Chicago Way w/John Kass (09/08/25): Newly minted candidate for Illinois Governor Ted Dabrowski of Wirepoints joins John Kass & Jeff Carlin to lay out his plan for convincing the center left & independent voters of the state to help him beat Gov. JB Pritzker in next year’s election. Plus, Kasso wonders if this is the state’s last chance to stem the slides in education, population, and GDP.

    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/7699935/7699935_2025-09-08-203935.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: Over 50 shot this weekend, but we don’t need help Sep 02, 2025
    Show notes

    Chicago Way w/John Kass (09/01/25): This week, former Cook County and federal prosecutor Bob Milan joins John Kass & Jeff Carlin to talk about his original plan from 10 years ago to bring in National Guard troops to tamp down the weekly number of shootings in Chicago and how this strategy might work today. Plus, Kasso remembers when he believed Democrats were tough on crime 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/7688674/7688674_2025-09-02-041114.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Chicago Way w/John Kass: When IL Dems play Russian roulette with our children Aug 25, 2025
    Show notes

    Chicago Way w/John Kass (08/25/25): Glenview native Joe Abraham joins John Kass & Jeff Carlin to talk about his gut-wrenching experience losing his daughter Katie when she was killed in a hit-and-run crash, allegedly caused by a Guatemalan national who was in the country illegally and is suspected of driving under the influence, Julio Cucul Bol. Joe was recently in Washington, D.C. with his wife Michelle speaking about the terrible loss they’ve endured and he describes the lack of acknowledgment by Gov. JB Pritzker, Rep. Jan Schakowsky, and others for their role giving sanctuary to the likes of Julio Cucul Bol, who had been deported once before.

    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/7677236/7677236_2025-08-25-190136.64kmono.mp3
    Follow Everything John Kass – JohnKassNews.com
    Follow @John_Kass Follow @JPCarlin
    Download this episode here by using ‘Save As’ here
    Subscribe to The Chicago Way

    Recent Posts

    The Chicago Way with John Kass

    Chicago Way w/John Kass: The time is now for independent media in Illinois

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: When good food is simple, what more do you need?

    .cls-7{fill:#fff;fill-rule:evenodd}

    Chicago Way w/John Kass: A hooley of a good time

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Mayor Brandon Johnson and the 40 flies

    .cls-7{fill:#fff;fill-rule:evenodd}

    Kass: Chicago Flips Red’s candidate for mayor

    .cls-7{fill:#fff;fill-rule:evenodd} Click for more
    Previous 1 4 5 6 7 8 11 Next

    Related Podcasts

    Inside Strategic Coach: Connecting Entrepreneurs With What Really Matters

    1

    Inside Strategic Coach: Connecting Entrepreneurs With What Really Matters Business
    WSJ Your Money Briefing

    2

    WSJ Your Money Briefing Business
    FORTUNE Unfiltered with Aaron Task

    3

    FORTUNE Unfiltered with Aaron Task Business
    FORTUNE OnStage Presents: The Most Powerful Women

    4

    FORTUNE OnStage Presents: The Most Powerful Women Business
    Slate Money

    5

    Slate Money Business
    In The Dark – The New Yorker

    6

    In The Dark – The New Yorker Business News
    footer-logo

    Contact Us

    Toll Free: 844-670-7747

    Links

    • Home
    • Top Charts
    • Networks
    • Apps
    • Independents Podcasts
    • Podcast Advertising
    • Podcast News
    • Contact Us
    • About Us
    • Analytics & Insights

    Stay Connected

      Privacy, Terms of Use & Our Code of Ethics Protecting Content Creators Copyrights