A Culinary Walk Through Chicago: Must-Try Dishes and Spots

When you think of Chicago cuisine, deep-dish pizza is usually the first dish that comes to mind. This hearty pizza features a thick, buttery crust filled to the brim with layers of cheese, toppings, and a rich tomato sauce. Popular spots like Giordano's and Lou Malnati's have perfected the art of this delicious pie, making it a must-try for anyone visiting the Windy City.

Imagine slicing into a pizza that’s more like a savory pie, with gooey cheese stretching with each pull. The experience of enjoying deep-dish pizza is not just about the taste; it’s about the layers of flavor and texture that create a symphony in your mouth. Pair it with a refreshing Chicago-style craft beer, and you’ve got a meal that’s truly unforgettable.

Deep-dish pizza isn’t just food; it’s a tradition. Many Chicagoans have a favorite spot they’ve been going to since childhood, and they hold their pizza preferences close to their hearts. So, when you’re in the city, don’t just settle for a slice—embrace the whole deep-dish experience!

Next on the list is the iconic Chicago-style hot dog, a meal that’s as much about cultural pride as it is about flavor. This all-beef hot dog is served on a poppy seed bun and topped with a colorful array of ingredients, including mustard, onions, relish, tomatoes, pickles, and sport peppers. The best part? There’s no ketchup allowed, as purists believe it masks the true flavors of the dog.

Venture to iconic spots like Portillo's or the Wiener’s Circle to experience this culinary delight. Each bite is a burst of flavors and textures, from the crunch of the pickles to the tang of the mustard. The combination of fresh toppings not only enhances the taste but also makes the hot dog visually appealing.

Enjoying a Chicago-style hot dog is about more than just the food—it’s an experience. It’s often eaten at street fairs, sporting events, or simply while strolling along the bustling streets of the city. This dish embodies the spirit of Chicago, where food is a celebration of community and culture.

No culinary tour of Chicago would be complete without indulging in an Italian beef sandwich. This iconic dish features thinly sliced, seasoned beef piled high on a crusty roll, often drenched in a flavorful gravy. Many locals enjoy it ‘wet,’ meaning the bread soaks up all that delicious sauce, while others prefer it ‘dry’ for a less messy experience.

You can find some of the best Italian beef sandwiches at places like Al’s Beef or Portillo's. The tenderness of the beef and the zing of the giardiniera (a medley of pickled vegetables) create a mouthwatering contrast that keeps you coming back for more. It’s the kind of sandwich that requires a napkin—or two!

The Italian beef sandwich is a perfect example of Chicago’s melting pot of cultures. It has roots in the Italian immigrant community and has evolved to become a beloved dish among locals of all backgrounds. Grab one for lunch, and you’ll understand why this sandwich is a staple in the city’s culinary landscape.

If you’re looking for a snack that captures the essence of Chicago, Garrett Popcorn is the way to go. Renowned for its mix of caramel and cheese popcorn, this treat offers a delightful contrast of sweet and savory flavors that you won’t find anywhere else. The signature blend is often called the ‘Garrett Mix,’ and it’s a favorite among both locals and tourists alike.

Imagine walking through the vibrant streets of Chicago, a warm bag of popcorn in hand, the scent enticing you with each step. The crunch of the popcorn combined with the rich, buttery caramel and the sharp cheddar cheese creates a unique snacking experience. It’s a guilty pleasure that’s hard to resist!

Garrett Popcorn has been a cherished brand since 1949, and its legacy continues to thrive in the heart of Chicago. Whether you’re visiting the flagship store or grabbing a bag at a local kiosk, indulging in Garrett Popcorn is a must for anyone wanting to experience a taste of the city.

After all those savory dishes, it’s time to satisfy your sweet tooth with a slice of Chicago-style cheesecake. What sets this dessert apart is its rich, dense texture, which makes it a favorite among dessert lovers. Many bakeries, like Eli's Cheesecake, have mastered this creamy delight, offering a variety of flavors that go beyond the classic.

Picture a velvety slice of cheesecake topped with fresh fruit or a drizzle of chocolate, just waiting to be savored. The smooth, rich filling combined with a buttery graham cracker crust creates a heavenly dessert that’s hard to resist. Each forkful is a reminder of why Chicago should be on every dessert lover’s map.

Chicago-style cheesecake isn’t just a dessert; it’s a celebration of indulgence. Whether you’re enjoying it at a local diner or a high-end restaurant, this cheesecake is a delightful way to end your meal and embrace the sweet side of Chicago.

While exploring Chicago’s diverse culinary scene, you can’t miss the jibarito—a delicious Puerto Rican sandwich that’s become a beloved local favorite. Instead of bread, this sandwich uses flattened, fried plantains, creating a crispy exterior with a soft interior. It’s often filled with meat, cheese, and other toppings, making it a hearty and flavorful option.

Head to places like Borinquen Lounge or La Bomba for an authentic jibarito experience. The combination of flavors and textures makes each bite a delightful surprise. The sweetness of the plantains pairs perfectly with savory fillings, creating a sandwich that’s both satisfying and unique.

The jibarito is a fantastic representation of Chicago’s multicultural landscape. Not only does it showcase Puerto Rican cuisine, but it also highlights how the city embraces and adapts different culinary traditions. Trying a jibarito is a delicious way to celebrate the diverse flavors found in Chicago.

As you savor the flavors of Chicago, don’t forget to explore the city’s vibrant craft beer scene. With a plethora of local breweries, each offering unique flavors and styles, there’s something for every beer lover. Pairing a cold, refreshing craft beer with your favorite Chicago dish elevates the dining experience to new heights.

Places like Revolution Brewing and Half Acre Beer Company are just a few to check out. Whether you prefer a hoppy IPA, a rich stout, or a light lager, Chicago’s craft breweries have got you covered. Sampling a local brew not only quenches your thirst but also immerses you in the city’s rich brewing culture.

Combining the delicious food of Chicago with a locally crafted beer creates a perfect harmony of flavors. It's a great way to round off your culinary journey through the city, as you discover the stories behind each brew and the passion that goes into making them. Cheers to that!