Chicago is a city that wears its appetite on its sleeve, and nowhere is this more evident than in the bustling streets of River North. This self-guided walk invites you to explore the 'Holy Trinity' of Chicago cuisine: the iconic deep-dish pizza, the uniquely topped Chicago-style hot dog, and the hearty Italian beef sandwich. As you navigate the neighborhood’s mix of historic brick buildings and modern skyscrapers, you will discover that these flavors are more than just meals; they are artifacts of the city's immigrant history and industrial grit. This culinary route isn't just about eating; it's a neighborhood stroll through the stories of the families who built these institutions during the Great Depression and the post-war boom. Your journey begins with the sweet and salty aroma of Garrett Popcorn, a scent that has defined the Magnificent Mile for decades. From there, you will descend into the subterranean world of the Billy Goat Tavern, a place where sports legends and journalists have swapped stories over 'cheezborgers' since 1934. The walking route then leads you to the neon-lit spectacle of Portillo’s, a masterclass in Chicago-style hot dog assembly, before heading toward the legendary Al’s #1 Italian Beef. Here, the history of the sandwich—born from a need to stretch meat at Italian-American weddings—comes to life. No exploration of the city’s food scene is complete without the buttery crust of Lou Malnati’s, a pioneer of the deep-dish style. Finally, the route concludes at Mr. Beef, a local favorite that gained international fame as the inspiration for the television series 'The Bear.' This walking tour Chicago offers a chance to see how the city's culinary identity was forged in fire, gravy, and tomato sauce. Whether you are a first-time visitor or a seasoned local, this independent adventure provides a deep dive into the flavors that make Chicago one of the world's great food capitals. Explore at your own pace, soaking in the architectural landmarks and the vibrant energy of River North while sampling the city's most famous exports.

Numbers indicate the order of stops on the tour
Start your self-guided adventure at a place that has been a Chicago staple since 1949. Garrett Popcorn Shops began as a family business on Madison Street, and the secret family recipes are still used today. As you stand outside, you will likely catch the scent of the 'Chicago Mix,' a combination of sweet CaramelCrisp and savory CheeseCorn. This snack became so synonymous with the city that it was officially renamed the 'Garrett Mix' to honor its origins. The shop's persistence through decades of urban change reflects the city's own resilience. It’s the perfect light start to a route that will soon become much heavier. Take a moment to appreciate the vintage-inspired storefront before heading south toward the river.
Descend the stairs to the subterranean level of Michigan Avenue to find the Billy Goat Tavern. Established in 1934 by William 'Billy Goat' Sianis, this tavern is legendary for two reasons: the 'Curse of the Billy Goat'—which allegedly kept the Chicago Cubs from winning the World Series for 71 years—and its connection to Saturday Night Live. The 'Cheezborger, Cheezborger!' skit was inspired by the fast-paced, no-nonsense service here. The walls are lined with yellowed newspaper clippings, a testament to its history as a favorite hangout for Chicago's legendary journalists like Mike Royko. It’s a gritty, authentic slice of Chicago history tucked away beneath the glitz of the Magnificent Mile.
Next, make your way to the corner of Ontario and Clark to find the massive, neon-lit Portillo’s. What started in 1963 as a small trailer called 'The Dog House' has grown into a Chicago institution. This specific location is a museum of Chicago history in itself, decorated with memorabilia from the city’s sporting and industrial past. This is the place to learn the 'rules' of a Chicago-style hot dog: it must be an all-beef frank on a poppy seed bun, topped with yellow mustard, neon-green relish, chopped onions, tomato wedges, a pickle spear, sport peppers, and a dash of celery salt. Crucially, as any local will tell you, ketchup is strictly forbidden.
Continue your neighborhood stroll to Al’s #1 Italian Beef. The Italian beef sandwich is a true Chicago original, born out of the Italian-American community in the early 20th century. During the Great Depression, meat was expensive, so thin slices of roast beef were slow-simmered in a spicy au jus to make the meat go further at weddings and large gatherings. Al’s claims to be the originator of this style, and here you can witness the 'Chicago Lean'—the stance patrons take to avoid getting gravy on their shoes while eating a 'dipped' sandwich. Whether you like yours 'sweet' (with bell peppers) or 'hot' (with spicy giardiniera), this stop is essential for understanding the city's working-class culinary roots.
No walking route of Chicago’s food scene would be complete without deep-dish pizza. Lou Malnati’s is often cited as the gold standard for this style. Lou himself got his start at Pizzeria Uno in the 1940s before opening his own place in 1971. The signature here is the 'Buttercrust,' a flaky, biscuit-like base that supports thick layers of cheese and chunky tomato sauce. Unlike traditional pizza, deep-dish is assembled upside down—cheese on the bottom, toppings in the middle, and sauce on top—to prevent the cheese from burning during the long bake time. It’s a meal that requires patience, reflecting the slower, more deliberate pace of a classic Chicago Sunday dinner.
Your final stop is Mr. Beef on Orleans, a no-frills stand that perfectly captures the industrial history of River North. While always a local favorite, Mr. Beef recently gained worldwide fame as the inspiration for the kitchen in the TV show 'The Bear.' The interior is small, cramped, and filled with photos of celebrities who have visited over the years. This spot represents the 'old' River North—before the art galleries and luxury condos moved in. It’s a place where the focus is entirely on the food and the legacy of the late owner, Joe Zucchero. Standing here, you can feel the pulse of the city’s hustle and the enduring appeal of a simple, perfectly made sandwich.
Download Zigway to experience "Deep Dish and Dogs: A Chicago Culinary Safari" with AI-powered audio narration. Walk at your own pace while stories unfold around you.
ModerateChicago, United States
Explore the dark history of Al Capone and the North Side Gang on this self-guided walk through Chicago’s most infamous Prohibition-era crime scenes.
ModerateChicago, United States
Explore the vivid murals and rich Mexican heritage of Pilsen on this self-guided neighborhood stroll through Chicago's premier arts district.
EasyChicago, United States
Explore the evolution of Chicago’s meatpacking district into a world-class culinary and tech hub on this independent self-guided walk.
EasyChicago, United States
Explore the hidden tunnels of the Chicago Pedway on this self-guided walking route through the Loop’s secret architectural wonders.
EasyKrakow, Poland
Savor the soul of Krakow on this self-guided walk through historic markets, bohemian cafes, and the city's best pierogi spots.
EasyGdansk, Poland
Taste the history of the Baltic. Explore Gdansk's culinary heritage from medieval markets to gold-flecked liqueurs on this self-guided walk.
EasyInnsbruck, Austria
Discover the flavors of Tyrol on this self-guided stroll through Innsbruck’s historic Old Town and vibrant market hall.
EasyGothenburg, Sweden
Discover Gothenburg’s maritime flavors on this self-guided walk through historic market halls and iconic seafood landmarks.
EasyNew York City, United States
Explore the golden age of Manhattan architecture on this self-guided walk through Midtown's iconic Art Deco skyscrapers and historic landmarks.
EasyNew York City, United States
Discover the literary legends, jazz haunts, and revolutionary history of Greenwich Village on this immersive self-guided walking route.
EasyNew York City, United States
Explore Manhattan's transformation on this self-guided walk from the High Line to Hudson Yards.
EasyNew York City, United States
Discover the world's finest cast-iron architecture and the evolution of fashion on this self-guided walking route through NYC's iconic SoHo district.