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Get a true bite of the Windy City on this delicious walking tour through the vibrant Streeterville and River North neighborhoods. Designed for locals, first-time visitors, and food lovers alike, this immersive experience covers Chicago’s five most iconic dishes—served in generous portions and packed with flavor and history.
Follow your passionate local guide as you weave through bustling streets and explore legendary eateries. From the first bite of authentic deep-dish pizza to the final sweet notes of a Chicago-born brownie, every stop comes with a side of cultural storytelling and local charm. You’ll skip the lines, meet the makers, and discover the fascinating backstories behind the city’s food legends.
It’s more than a food tour—it’s your official culinary welcome to Chicago.
This tour includes six mouthwatering stops where you’ll savor iconic Chicago dishes while learning the rich stories behind the city’s most famous flavors. Stops on the day typically include the following:
Lou Malnati’s Pizzeria
Known for its buttery, flaky crust and hearty layers of cheese and sausage, this legendary pizzeria delivers a true taste of Chicago’s famous deep dish pizza, made using a family recipe passed down through generations.
Portillo’s Hot Dogs
A must-visit for any food lover, Portillo’s serves up classic Chicago-style hot dogs complete with yellow mustard, neon green relish, chopped onions, tomato wedges, a pickle spear, sport peppers, and a dash of celery salt, all on a steamed poppy seed bun.
Al’s Beef
This stop offers a taste of the city’s beloved Italian beef sandwich juicy, thin-sliced beef dipped in rich au jus and nestled inside a fresh roll. Add giardiniera or sweet peppers for the full experience.
Garrett Popcorn Shops
Famous for its handcrafted popcorn especially the sweet and savory Garrett Mix this Chicago staple is known for its irresistible blend of caramel and cheddar flavors.
Chicago-style Brownie Origin Stop
Learn about the invention of the original brownie, which was born in Chicago. Enjoy a rich, fudgy sample and discover how this beloved dessert became a nationwide favorite.
Chicago Water Tower and Magnificent Mile Landmarks
While not a tasting stop, this iconic stretch of architecture gives you a backdrop of Chicago’s history from the Wrigley Building to Tribune Tower setting the stage for your culinary journey.
Our Guides
Led by passionate local experts, each tour is packed with delicious bites and fascinating tales. Your guide will share insider stories, fun facts, and personal insights that bring Chicago’s food scene and culture to life.
This experience does not have a physical location and can be attended online.
This experience will be held at a location of your choice within the service area.