Chicago Travel Podcasts

23 podcast episodes about Chicago

Destination Eat Drink on Radio Misfits

Destination Eat Drink – South Asian cuisine in Chicago and Detroit with Rupak Ginn

Released: Duration: 40:54

Rupak Ginn is an acclaimed actor and host of the TV Show “Spice Road.” Rupak tells Brent about the amazing South Asian cuisine in Chicago and Detroit. There’s a Sri Lankan Cafe, a 6th generation Indian sweets and pastry shop, Plus, Rupak’s favorite dish his mom used to make for him. [Ep 412]

Show N…
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Destination Eat Drink on Radio Misfits

Destination Eat Drink – Chicago Steakhouses, German Food, and 3 Michelin Starred Restaurants

Released: Duration: 28:36

Chicago is one of the world’s great foodie cities! Former Chicago Cubs manager Dusty Baker talks about the city’s steakhouses. Then, Radio Hall of Famer Lin Brehmer tells the story of inappropriate singing in a Michelin 3 star restaurant. Finally, award winning writer Rick Kaempfer shares his favori… more

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Out Of Office: A Travel Podcast

Chicago with Children

Released: Duration: 45:33

This week on "Out of Office: A Travel Podcast," Kiernan and his family head to Chicago to explore playgrounds, kid-friendly museums, hot dogs, and Presidential Centers (okay, just one Presidential Center.) Plus, Pope Leo is a looker!

Things We Talked About:

First Trip to Chicago Episode

https://p…
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See America

Route 66

Released: Duration: 14:42

Route 66 is America’s legendary “Mother Road,” stretching from Chicago to Los Angeles through quirky roadside attractions, neon signs, classic diners, and nearly a century of road-trip history.
Hosted by: Brooks Smothers of the RV Out West Podcast
Produced by: Jason and Abby Epperson for Lotus Media…
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Destination Eat Drink on Radio Misfits

Destination Eat Drink – Pizza in Naples, New York, Chicago, and Campania

Released: Duration: 32:18

Pizza is one of the most popular dishes in the world! We sample the pizza from Naples and find out why pizza had to get popular in the United States before it could take over Italy. Then, we try the real Chicago-style pizza (hint: it’s not deep dish!) and take the pizza bus all over New York. And, t… more

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D

We Took a Day Trip from Chicago to the Grand Canyon | Drop a Pin Ep. 71

Released: Duration: 01:33:44

This week on Drop A Pin we are recapping our trip featured in our new series Daytripping. We break down our trip to the American Southwest and then talk about what Chap's learned about the Grand Canyon during his time in seminary and how prostitution helped shape the American West!

Find out why Nut…
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Zero To Travel Podcast

Queer Travel in the United States: Unexpected Small Towns and the Importance of Inclusive Spaces with Chase Vondran

Released: Duration: 59:21

What does queer travel in the US look like beyond the big cities? And what can all travelers learn from the LGBTQ+ travel experience? 

Chase Vondran is a full-time travel creator and writer based in Chicago who helps transgender and gender-diverse travelers explore safely while advocating for great…
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Destination Eat Drink on Radio Misfits

Destination Eat Drink – Whiskeys and Liqueurs from Ireland, Chicago, Malta, and Estonia

Released: Duration: 22:41

We’re toasting 2026 with whiskeys and liqueurs around the world. There’s a new favorite Irish whiskey, a liqueur that causes you to make a sour face, a drink made from cacti, and the signature drink of Estonia. [Ep 370]

Show Notes:

Destination Eat Drink foodie travel guides

Destination Eat Drink …
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Travel with Kids

Chicago at Christmas with Kids

Released: Duration: 37:02

Chicago is one of the most festive cities in the USA to visit at Christmas time with kids, so in today's episode I'm sharing all of the fun things to do with kids in Chicago at Christmas.

I'll share the hotel we stayed at, top things to do from the Christmas Markets to epic ice skating spots, where…
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The Frommer's Travel Show

Best Places to Go in 2026, Part 3

Released: Duration: 31:00

In our final installment of our series on the best destinations for 2026, Pauline Frommer, Frommers.com's Editor in Chief Jason Cochran, and Managing Editor Zac Thompson discussed Palawan in the Philippines, Portugal's Algarve region, Chicago, Adelaide in Australia and Vienna, Austria.

To see our B…
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Award Travel 101

Chicago Seminars 2025 Recap

Released: Duration: 48:45

In Episode 146, Angie Sparks and Joe Petrovic recap their weekend at Chicago Seminars, highlight a timely AT201 post about preparing for phone theft while traveling, and cover key news including IHG’s 100% points bonus, an elevated United Club Card offer, and early hints of a new Hyatt credit card. … more

Stacking Adventures: Every Traveler Has a Story

YOUR Adventure Tales from Greece, Paris, Disney, Chicago, and more! SA53

Released: Duration: 55:53

Why settle for one vacation story when you can get a whole passport's worth in a single episode? Crystal Hammond and Joe Saul-Sehy are joined by fellow wanderlusters from the Stacking Adventures community to swap tales that stretch from Main Street U.S.A. to the shores of Zakynthos. Think budget-fri… more

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Traveling with AAA

Foodie Finds in Chicago with Kit Bernardi

Released: Duration: 0:09:30

If food is your favorite travel companion, Chicago may be your ultimate destination in the U.S. Beyond its iconic hot dogs and deep-dish pizza, the Windy City is bursting with flavors that tell stories of immigrant traditions, culinary innovation, and neighborhood pride. Every corner offers somethin… more

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Destination Eat Drink on Radio Misfits

Destination Eat Drink – Transplanted cuisine in Sicily, Chicago, and Kuala Lumpur

Released: Duration: 24:59

Food doesn’t recognize borders, so Brent explores some of the best Transplanted Cuisine from around the world. There’s a famous dish from Sicily that got its start in northern Africa, a dish that came to Chicago via Hawaii, and so much great food from Indonesia in Malaysia. [Ep 353]

Show Notes:

De…
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Traveling with AAA

What’s New and Exciting in Chicago with Kit Bernardi

Released: Duration: 0:24:27

Dreaming of a city escape that blends world-famous architecture, lakefront beauty, rich history, and dynamic culture? Chicago has it all. From iconic skyscrapers to hidden neighborhood gems, this episode will change the way you see the Windy City.

Today host Angie Orth welcomes Kit Bernardi, a Chic…
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Stacking Adventures: Every Traveler Has a Story

The Ultimate Chicago Experience: What to See and Do SA45

Released: Duration: 01:02:08

Planning your first visit to Chicago? Don't just snap a selfie at The Bean and call it a day—let Stacking Adventures hosts Crystal Hammond and Joe Saul-Sehy be your insider guides to one of America's most vibrant, layered, and delicious cities.

In this jam-packed episode, Crystal and Joe serve up t…
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The Frommer's Travel Show

Chicago, Its Awesome Art Institute, and How To Improve Your Time in Any Museum. Plus How to Better Your Chances of Surviving a Plane Crash

Released: Duration: 36:55

Joe Cunniff, DePaul University instructor and tour guide extraordinaire, led us on a virtual tour of Chicago and its world class art museum. Then former NTSB inspector and aviation safety consultant Jeff Guzzetti gave some straight talk about what passengers need to research, and do, before and duri… more

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The Informed Traveler

On Location in Chicago

Released: Duration: 20:13

Send us Fan Mail We spent 5 fantastic days in Chicago last week attending the US Travel Association and Brand USA's annual IPW travel conference. While there I met up with Lisa Nucci, Chief Marketing Officer with Choose Chicago to discuss the sites we experienced and some of the other things Chicago… more

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Award Travel 101

A Magnificent Meet Up

Released: Duration: 48:10

In Episode 121 of the Award Travel 101 podcast, Angie Sparks and Mike Zaccheo recap a packed week of travel news, personal updates, and a deep dive into the recent "Magnificent Miles Meetup" in Chicago. They highlight a popular Facebook post comparing Andaz Maui and HR Maui, with opinions divided ba… more

Destination Eat Drink on Radio Misfits

Destination Eat Drink – Santa Fe, Detroit & Chicago with Darley Newman

Released: Duration: 33:10

Darley Newman joins Brent to talk about the new season (her 12th!) of Travels with Darley and all the great things she ate & drank along the way. From mole and cocktails infused with local honey in Santa Fe to pizza made in car parts trays in Detroit and more pizza in Chicago, Darley’s tried it all.… more

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