Where to Eat

6 Must-Try Restaurants On Chicago’s Magnificent Mile

Don’t worry, deep-dish pizza is on the list

The Vacationeer
Chicago skyline at sunset

When it comes to dining in Chicago, the Magnificent Mile stands in the heart of the city’s vibrant culinary scene. This iconic district offers a delightful selection of almost 300 restaurants, from local favorites to international cuisines. Whether you’re seeking a cozy coffee spot or a high-end dining experience, the options are as diverse as the city itself.

Here are six restaurants along Chicago’s Magnificent Mile to jump-start your gastronomic journey and fill your stomach before exploring the city.

Deep-dish pizza, a Chicago local favorite 

Where To Eat In Chicago

1. Gino’s East

Gino’s East is a Chicago icon, serving up deep-dish pizza for almost 60 years. While Gino’s has expanded across Chicago, the franchise’s flagship remains on the Magnificent Mile. Enjoy Chicago-style pizza’s buttery crust, with options to swap in vegan cheese or gluten-free crust. The portions are huge, so expect to bring leftover slices to your Suite.

Great for: on-the-go travelers, families, out-of-towners

What to do nearby: Catch a show at Lookingglass Theatre Company, a hidden gem offering innovative performances that will amaze and enthrall you. 

2. The Purple Pig

A longtime staple of the Magnificent Mile, head to The Purple Pig for a delicious Mediterranean menu. The shareable plates let you and your party easily sample dishes like the whipped ricotta, pork shank, seafood risotto or a cheese platter. Plus, the thoughtful wine menu perfectly pairs with dishes. Don’t let the name fool you — The Purple Pig also serves up tasty vegetables for those who prefer meatless meals.

Dig in, and you’ll understand why this Chicago restaurant is a multi-year Michelin Guide Bib Gourmand recipient.

Great for: small groups, milestone celebrations, romantic getaways, vegetarians and vegans

What to do nearby: Connect with your inner child at the Museum of Ice Cream, with 14 interactive exhibitions. Then, finish the evening and try one of the museum’s unique ice cream flavors.

Several different types of donuts 

3. Do-Rite Donuts & Chicken

Stop by Do-Rite before a day in the Windy City for coffee and brunch. Pick from an array of breakfast and fried chicken sandwiches, and swap out brioche buns for a donut if you’re experiencing a sweet tooth.

Of course, the real stars are the donuts, from classic glazed and chocolate old-fashioned to pistachio-Meyer lemon and Michigan apple fritter. Plus, enjoy vegan options like spiced maple chai and gluten-free flavors like birthday cake.

Great for: brunch, sweet treats, quick eats, families

What to do nearby: Grab a quick bite before shopping on the Magnificent Mile or hopping on a bus tour of Chicago’s mobster past.

4. Eataly

Eataly is your one-stop shop for all things Italian. Shop the first floor’s gourmet market of specialty items and grab a bite to eat, whether it’s a cup of espresso or a scoop of gelato.

Hungrier travelers, head upstairs to stalls serving up heartier fare like pasta, pizza and seafood. Finish your trip with a cannoli for the walk back to your Suite. 

Great for: quick bites, family-friendly, late-night snack

What to do nearby: Try a hands-on class at Eataly and learn how to make Italian classics like pizza, pasta, tiramisu, gnocchi or focaccia. Or come back in the evening for a wine tasting.

A patron at a cafe with a latte and plate with a brownie on a wooden table 

5. Leonidas Chocolate Cafe

Savor a piece of Belgium at this cozy cafe. Enjoy made-to-order breakfasts like croissant sandwiches and crepes (sweet and savory), or grab a French pastry if you’re on the go.

Warm up with coffee and hot chocolate or cool off with iced coffee and smoothies. Satisfy your sweet tooth with Leonidas’ main attraction: artisan Belgian chocolates. Stop by for a midday pick-me-up or at the end of your trip for a tasty souvenir.

Great for: couples, brunch, slow mornings

What to do nearby: Visit the Museum of Contemporary Art and Loyola University Museum of Art. 

6. Aster Hall

Aster Hall is the place to satisfy any craving. Find the food hall inside the upscale 900 North Michigan Shops, where you can choose classic burgers and fries, sample Chicago-style hot dogs or eat healthier choices like hummus bowls. Or if you need a snack in between sights, pick up a taco (or two), gyozas or cookies.

Great for: vegetarians, families, groups, casual diners, snackers

What to do nearby: Get one of the best views of Chicago from a sky-high observation deck on the 94th floor of the John Hancock Center.

Outdoor pool at Chicago Magnificent Mile, a Hilton Grand Vacations Club 

Where To Stay In Chicago

Experience the vibrant food scene during the day, then settle in for a comfortable stay at Chicago Magnificent Mile, a Hilton Grand Vacations Club after savoring the local cuisine. Enjoy modern accommodations in spacious Suites and an outdoor pool with city views.

Venture outside our doors and find yourself amid attractions that define Chicago's vibrant spirit. Whether you're looking to indulge in gastronomic delights at renowned restaurants or explore the city's rich history through its museums and landmarks, there's something for every discerning traveler.

Read “How To Spend 3 Fun Days In Chicago” for more Windy City ideas.

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The Vacationeer

The Vacationeer is a collective of Hilton Grand Vacations storytellers whose goal is to inspire travelers to go further. We're always on the lookout for new destinations to explore, useful travel tips, and unique ideas to help you plan the most memorable vacations possible.

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