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 something delicious, whether you’re savoring a Michelin-starred tasting menu, lining up for a beloved Italian beef sandwich, or uncovering lesser-known haunts.
Today, host Angie Orth is back with Chicago insider and veteran travel journalist Kit Bernardi on the rooftop of the Virgin Hotel. She shares her top must-try food and drink experiences, from classic dishes that built Chicago’s reputation to unexpected neighborhood treasures. Kit maps out a flavorful itinerary across the city’s most vibrant neighborhoods.
You’ll hear about iconic bites like Italian beef, deep-dish pizza, and the famed Vienna hot dog. You’ll learn where to book for an elevated night out at award-winning spots, including a Michelin-starred brewery. You’ll also hear how to “set-jet” with a food tour that hits filming locations and beloved bakeries featured in the hit show The Bear.
What You’ll Learn:
01:13 The Chicago staples you have to try first
02:45 Michelin-starred spots and hidden cocktail bars
04:10 Where to “set-jet” The Bear
06:05 The neighborhoods that give Chicago its flavor
08:12 Blending tradition with constant reinvention
Connect with Kit Bernardi:
Website: https://kittravels.com/
Instagram: https://www.instagram.com/kitbernardi/
CTA: What’s your favorite Chicago foodie find? Tell us about it in the comments!
Connect with AAA:
Book travel: https://aaa-text.co/travelingwithaaa
LinkedIn: https://www.linkedin.com/company/aaa-auto-club-enterprises
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I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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