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Welcome to Chi-Town Cigar Podcast, the ultimate destination for cigar enthusiasts and aficionados alike. Dive into the flavorful world of premium cigars with us as we explore the depths of cigar culture, from the latest industry news to the diverse array of cigar brands and the nuanced profiles of different cigar types. At Chi-Town Cigar Podcast, we don't just talk about cigars; we indulge in a passionate, fun-loving, and relaxed conversation that captures the essence of the cigar experience.

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Check latest episodes from Chi-Town Cigar Podcast podcast

Chi-Town Cigar Podcast Episode 99 - Now What Do I Smoke

2026/10/21

Chi-Town Cigar Podcast Episode 99 - Now What Do I Smoke We tackle some of the most common questions podcasts get... What should I smoke when.... Child getting married, Birth of a child, new job, losing a job. Join us, give us your thoughts and lets make a definitive list.

Chi-Town Cigar Podcast Episode 101 - James Brown - Farbrica Oveja Negra Black Label Trading Company Cigars

2026/10/21

Chi-Town Cigar Podcast Episode 101 - James Brown - Farbrica Oveja Negra Black Label Trading Company Cigars

Chi-Town Cigar Podcast Episode 100 - 100th Episode with Pete Johnson

2026/10/14

Chi-Town Cigar Podcast Episode 100 - 100th Episode with Pete Johnson We celebrate our 100th Episode with Pete Johnson owner of Tatuaje. Join us in the virtual cigar lounge for a great conversation with Pete. What's new with Tatuaje and what can we expect.

Chi-Town Cigar Podcast Episode 98 - It's a Mystery

2026/09/30

Chi-Town Cigar Podcast Episode 98 - It's a Mystery We are pivoting on a dime, but what does that mean. Join us for a fun show with wild topics. Teddy might even be there.

Chi-Town Cigar Podcast Episode 97 - Cigar Insights - Chad Green (no Chad Green)

2026/09/23

Chi-Town Cigar Podcast Episode 97 - Cigar Insights - Chad Green (no Chad Green) Chad Green was supposed to be here, but Mike and Teddy having a show no matter what!!!!

Chi-Town Cigar Podcast Episode 96 - Drew Estate - An Phan

2026/09/16

Chi-Town Cigar Podcast Episode 96 - Drew Estate - An Phan This week we have An Phan Director of Brand Management for Drew Estate in the Virtual Lounge. We will dive into all the exciting things happening with Drew Estate including J Sann and Son Cigar, the new releases and the DE 30 Rewards Program. We are also giving away a SubCulture original Cigar Travel Humidor.

Chi-Town Cigar Podcast Episode 95 - The Doctor is in The House

2026/09/09

Chi-Town Cigar Podcast Episode 95 - The Doctor is in The House John McTavish the Cigar Surgeon from Developing Palates and KMA Talk Radio joins the guys. They break down and discuss everything from cigar pairings, reviews and the current state of cigar media

Chi-Town Cigar Podcast Episode 94 - If you build it

2026/09/02

Chi-Town Cigar Podcast Episode 94 - If you build it Can we build our own cigar company? What will it take? Who will we select for each role? Joins us and see who and what we choose

Chi-Town Cigar Podcast Episode 93 - Which one to choose

2026/08/26

Chi-Town Cigar Podcast Episode 93 - Which one to choose We are in the heart of cigar season. The majority of the new releases are out so which is your favorite. Which one should you seek out? We give you our opinions and we want yours!

Chi-Town Cigar Podcast Episode 92 - Powstanie Mike & Mike join the CTCP Guys

2026/08/19

Chi-Town Cigar Podcast Episode 92 - Powstanie Mike & Mike join the CTCP Guys Join us in The Virtual Cigar Lounge as we welcome Mike Szczepankiewicz, co-founder of Powstanie Cigars, and Mike Palmer, Powstanie’s National Sales Rep, for a night of cigars, stories, and plenty of laughs. Bring your questions, it's going to be a great night.

Chi-Town Cigar Podcast Episode 91 - 3 Guys, 8 Divisions, One Super Bowl Champion

2026/08/12

Chi-Town Cigar Podcast Episode 91 - 3 Guys, 8 Divisions, One Super Bowl Champion This week, the guys put their NFL knowledge to the test as each host predicts the winner of all eight divisions for the 2026 season. Then we take it all the way through the playoffs, reveal our Super Bowl LXI matchups, and make the ultimate call—who will be crowned this year’s NFL champion?

Chi-Town Cigar Podcast Episode 90 - Warfighter & Jon Simons

2026/08/05

Chi-Town Cigar Podcast Episode 90 - Warfighter & Jon Simons We welcome Jon Simons is President and co-founder of Warfighter Tobacco Company, a premium cigar company owned and operated by combat veterans into the Virtual Cigar Lounge

Chi-Town Cigar Podcast Episode 89 - From Seed to Smoke

2026/07/29

Chi-Town Cigar Podcast Episode 89 - From Seed to Smoke It's not back to school time yet but we are diving into our beloved tobacco plant and fermentation. What makes tobacco have flavor notes? How much water is in a plant?

Chi-Town Cigar Podcast Episode 88 - Stranded

2026/07/22

Chi-Town Cigar Podcast Episode 88 - Stranded Just like good old Gilligan that trip didn't go as planned and now you are stranded on an island. However forget the other. passengers, you rescued your cigars, boxes and boxes, but some you let go. Which ones did you keep and what dictates when you smoke them?

Chi-Town Cigar Podcast Episode 87 - Single Cask Nation - Jewbilee 2026

2026/07/15

Chi-Town Cigar Podcast Episode 87 - Single Cask Nation - Jewbilee 2026 The guys from Single Cask Nation - Jason and Joshua join us to talk about the Nation and their upcoming Chicago event Jewbilee 2026.