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Best Restaurants for People Watching in Chicago

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45 restaurants available nearby

A photo of Cabra - Chicago restaurant
1. Cabra - Chicago
4.7
Exceptional(3033)
Price: Expensive
• Peruvian • West Loop
Booked 34 times today
Perched atop the Hoxton Hotel in the heart of Chicago’s Fulton Market, Cabra Chicago is a lively rooftop escape, inspired by the bold and vibrant flavors of Peruvian cuisine. Led by James Beard Award and Top Chef winner Stephanie Izard, alongside longtime partners Rob Katz and Kevin Boehm of Boka Restaurant Group, Cabra serves up crave-worthy dishes in a colorful and energetic setting. The restaurant’s airy, plant-filled ambiance, paired with its open kitchen and sweeping city views, creates a dynamic dining experience. Guests can savor a variety of shareable plates, from ceviches to savory meats, all bursting with the rich, fresh flavors of Peru.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
2. Gibsons Bar & Steakhouse - Chicago
4.7
Exceptional(8834)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 127 times today
Gibsons Bar & Steakhouse has been a Chicago icon since partners Hugo Ralli and Steve Lombardo opened its doors in May 1989. The classic American steakhouse serves Gibsons Prime Angus Beef and Gibsons Grassfed Australian Beef. Gibsons also features fresh fish, classic cocktails, an extensive wine list and exceptional service. Celebrities, Chicago visitors and loyal neighborhood residents enjoy three distinct locations: Chicago, Rosemont and Oak Brook. Beautiful private dining and events spaces available.
A photo of Legal Sea Foods - Chicago restaurant
3. Legal Sea Foods - Chicago
4.0
Excellent(210)
Price: Expensive
• Seafood • River North (Chicago)
Booked 23 times today
Legal Sea Foods Chicago is now open along the vibrant Riverwalk in the bustling River North neighborhood at the famous Marina Towers. Legal's first Midwest location features two floors of upscale casual New England vibes with sweeping riverfront views and an outdoor space. The brand-new restaurant features a large main dining room, bar area, private event space, and outdoor terraces. Serving New England specialties such as Boston's best Clam Chowder and Half Pound Lobster Rolls, as well as new signature dishes and local favorites. Legal Sea Foods combines New England's coastal fishing traditions with modern culinary flair. A taste of New England in the Mid-West.
A photo of Happy Camper Pizza - Old Town restaurant
4. Happy Camper Pizza - Old Town
4.8
Exceptional(597)
Price: Moderate
• Pizzeria • River North (Chicago)
Booked 21 times today
Minors must be accompanied by parent or guardian for entry. A valid ID is required for guests age 21+.A chic, outdoorsy pizza haven located in Old Town. Happy Camper boasts a décor that includes Airstream trailers, neon renditions of the Great Lakes, warm wooden accents, and tire swing seating around the bar. A wide variety of colorful pizzas and delicious appetizers await you.F*ckin' Charity Bingo on Sundays at 1:30pm is sat on a first come first serve basis. All reservations will be sat in the non-bingo area.We cannot guarantee inside or outside seating.Neighborhood ordinances require our patio to close by 12am. Your table is weather permitting. If there is inclement weather, Happy Camper reserves the right to cancel your reservation. If you are dining when inclement weather occurs your food will be packed and given your bill. You are more than welcome to head to the bar afterward.
A photo of Bar La Rue restaurant
5. Bar La Rue
4.6
Exceptional(165)
Price: Expensive
• French American • West Loop
Booked 34 times today
Bar La Rue celebrates French-American cuisine with an inventive cocktail program in the heart of Fulton Market. The stylish space boasts a beautiful all-season, street-side, walk-in-friendly pergola bar and dining area, perfect for a cozy patio experience. The menu incorporates French plays on approachable American comfort foods, offering an inviting setting for lunch, brunch, or dinner. Whether you're enjoying cocktails at the bar, celebrating birthdays, or planning a romantic date, Bar La Rue provides a Mediterranean-inspired atmosphere perfect for any occasion.
A photo of RL Restaurant restaurant
6. RL Restaurant
4.9
Exceptional(7213)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 113 times today
If you do not find availability online, please call the restaurant directly at 312-475-1100.Located adjacent to the Ralph Lauren Chicago flagship store on Michigan Avenue, RL Restaurant features the vision and décor of Ralph Lauren in a modern club atmosphere. RL Restaurant offers classic American cuisine inspired by Ralph Lauren’s personal favorites. Seasonal dishes range from a chopped vegetable salad to a lobster roll sandwich, grilled fish of the day and steaks. On the cocktail list, guests can choose from classic drinks and a diverse selection of wines and other fine spirits.
A photo of The Publican restaurant
7. The Publican
4.5
Awesome(5894)
Price: Expensive
• American • West Loop
Booked 48 times today
A homage to oysters, pork and beer, Executive Chef Paul Kahan's eclectic menu is inspired by simple farmhouse fare in a space evocative of a European beer hall.
A photo of Bar Siena - West Loop restaurant
8. Bar Siena - West Loop
4.6
Exceptional(3258)
Price: Moderate
• Italian • West Loop
Booked 43 times today
Perfectly Centralized In Chicago's West Loop 'Restaurant Row', The Two-Story, 8,000-Square-Foot Restaurant Is The Sibling Of DineAmic Hospitality'S River North Staple Eatery, Siena Tavern. Bar Siena Offers Diners The Perfect & Approachable Setting To Enjoy Lunch, Dinner, Late Night, And Weekend Brunch. The Menu Features An Expansive Italian Street Food And Pizza Bar Selection, All Served Within The Streets Of Fulton Market. Our Team Of Hospitality Professionals Are Thrilled And Dedicated To Host Your Next Dining Experience, Private Event Or Catering Function!
A photo of Mercadito - River North restaurant
9. Mercadito - River North
4.6
Exceptional(6256)
Price: Expensive
• Mexican • River North (Chicago)
Booked 61 times today
We are the city’s top Mexican restaurant for authentic modern cuisine, specialty tequila and mezcal cocktails, located in the heart of River North. Our culinary team features popular Mexican dishes, including our signature tacos, as well as fresh salsa and guacamole, ceviche, esquites and more.Mercadito's lounge is nestled in the lower level of Mercadito. It offers a speakeasy-style experience with a chic and exclusive ambiance. The space features banquet-style booths and dim lighting that enhances the elegant wood furniture, creating an inviting and intimate atmosphere. Once inside, guests can enjoy the full Mercadito menu, with the same delectable cuisine and beverages that our restaurant is known for.
A photo of Rooftop at Nobu Hotel restaurant
10. Rooftop at Nobu Hotel
4.4
Awesome(883)
Price: Very Expensive
• Cocktail Bar • West Loop
Booked 1 time today
Soak in the vibes of Chicago’s famous Restaurant Row and the views of the stunning city skyline at the Rooftop at Nobu Hotel. The Rooftop encourages walk-ins.

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