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While ordering a classic deep dish is essential if it’s your first time visiting, Chicago stands as one of the nation’s most exciting dining destinations — from traditional favorites like Chicago-style hot dogs to innovative flavor combinations like steamed bao buns filled with coconut custard. Though the Loop’s culinary diversity is sometimes overshadowed by the city’s numerous hotels and office buildings and the wide variety of tourist attractions, you’ll discover the city’s best dining experience with a well-positioned home base during your visit to the Windy City. 

At Club Quarters Hotels, we offer guests two convenient locations in the heart of the Loop. Each boutique hotel provides guests with luxurious amenities, special discounts and essential comforts. The Central Loop location situates guests next to Millennium Park and the iconic Willis Tower. At CQ’s riverfront location, Wacker at Michigan, visitors are only a short walk from the Magnificent Mile and the Vietnamese Veterans Memorial. Of course, both properties are situated near the best restaurants in the Loop, but we make it easy to order in with contactless delivery if desired. 

Elephant & Castle

Seeking a casual pub that also serves mouth-watering fare? Look no further than Elephant & Castle, located on the first floor of our Central Loop hotel. Just beyond their vibrant red door and emerald green awnings, revelers will discover tin-plated ceilings, exposed brick walls and a striking stained-glass window embellished with the establishment’s name. Easily “Get Your Brit On” any time of day with their UK-inspired dishes. Nosh on a full English breakfast in the morning, grab a basket of fish and chips for lunch or dine like the Queen with a personal shepherd’s pie for dinner. There’s also a quaint patio perfect for enjoying shareable bites and a pint during happy hour.

Best Brunch in the Chicago Loop

Land + Lake Kitchen

An industrial-chic restaurant adorned with rich brown leathers, exposed pipes and concrete ceilings, the Land + Lake Kitchen serves Midwestern classics with an elevated approach. Start your day with a satisfying avocado and goat cheese toast topped with a sunnyside egg, or nosh on a hearty Midwestern breakfast of steak and eggs. Mid-morning libations are also served including mimosas and Bloody Marys. Relax on the quaint outdoor patio under bright blue umbrellas or enjoy your meal indoors at one of the best restaurants in the Chicago Loop

Wildberry Pancakes and Cafe

As the implies, Wildberry Pancakes and Cafe is best known for its berry-topped pancakes and waffles—but their other breakfast bites are just as scrumptious! Inspired by traditional recipes and fresh ingredients, the menu boasts year-round staples like chocolate chip pancakes and seasonal specials like pumpkin pie waffles. Pair any brunch with the caffeinated beverage of your choice, and enjoy a dessert-worthy dish topped with fresh berries, granola and fruit coulis. Positioned in the Chicago Loop across Millennium Park, Wildberry’s is easily spotted with crimson umbrellas speckling the outdoor patio. 

Top Italian Restaurants in the Chicago Loop

Acanto

Situated along Chicago’s Cultural Mile, Acanto draws you in with its outdoor patio trimmed in twinkle lights and outlined by metal planters brimming with seasonal flora. The interior decor is just as breathtaking with an entire wall of Italian wine bottles sourced from 20 regions in Italy. The menu features authentic Italian cuisine with handcrafted pasta and stone oven pizzas. Take a seat at the curved marble-top bar or dine at an intimate table. Save plenty of room to enjoy the coveted tiramisu created by their executive pastry chef to truly discover why Acanto makes everyone’s list of the best Chicago Loop restaurants

The Village

Take a journey to turn-of-the-century Tuscany without ever leaving the city at Chicago’s oldest Italian restaurant. Since 1927, The Village has transported guests with traditional Northern Italian cuisine and vivid Tuscan decor. Dine under the stars in a small Italian village at the base of the rugged Apennine Mountains with a bottle of local wine and a plate of Chef Jose’s special seafood manicotti. The Village is one of three eateries owned by the Capitanini family. Each restaurant in the Italian Village coordinates decor, cuisine and wine selections with a region of Italy. 

Must-try Outdoor Dining in the Chicago Loop

Raised

Discover sweeping views of the Chicago River and a fresh menu each season at Raised, an urban rooftop bar and restaurant in the Loop. Every ingredient, brew and garnish is provided by a local business in the Chicagoland area, and each season’s servings feature creative interpretations on classic dishes. Warm up with a slow-cooked pork chili and a spiced mezcal cocktail as you take in Chicago’s vibrant aesthetic on Raised’s versatile outdoor rooftop. 

Cindy’s 

With an arched glass ceiling and wall of windows, Cindy’s rooftop restaurant and open-air terrace provides patrons with a bird’s-eye view of Millennium Park and a panoramic sight line of Lake Michigan and beyond. The architecture is vintage yet modern with brick walls and exposed metal beams frosted with twinkling globe lights—-the relaxed ambiance truly feels like a casual family gathering at the lake house. Revel in a seasonally-rotating menu filled with lunchtime delectables like smoked salmon on a sesame bagel, oysters on the half shell or bass aguachile. Reservations must be made in advance at this time.

 

Find the best deal on your Chicago Loop dining exploration with a discounted stay at Club Quarters Hotels. Both boutique hotels feature deals and discounts to perfectly suit your needs. Book a stay in the Loop today!

BY Club Quarters

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