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Best Restaurants for People Watching in Chicago

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37 restaurants available nearby

A photo of Tre Dita restaurant
1. Tre Dita
4.7
Exceptional(1033)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 128 times today
Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. Whether you're booking in the dining room at Tre Dita or Bar Tre Dita, you will enjoy the full menu of antipasti, handmade pastas, signature entrees and steaks. The full cocktail, wine list and dessert menu is also available in both locations.Please note that Tre Dita only accepts reservations 7 days in advance.
A photo of RL Restaurant restaurant
2. RL Restaurant
4.8
Exceptional(7425)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 102 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 Gibsons Bar & Steakhouse - Chicago restaurant
3. Gibsons Bar & Steakhouse - Chicago
4.8
Exceptional(9099)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 140 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 Bar La Rue restaurant
4. Bar La Rue
4.5
Awesome(274)
Price: Expensive
• French American • West Loop
Booked 56 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 avec West Loop restaurant
5. avec West Loop
4.8
Exceptional(922)
Price: Moderate
• Mediterranean • West Loop
Booked 98 times today
avec, a wine-focused restaurant in Chicago, features Midwestern takes on Mediterranean classics. Inspired by the sun-drenched wine regions of the Mediterranean, avec West Loop has been a Chicago favorite for over 20 years. Originally conceived as a wine bar, avec is the second concept from celebrated one-off hospitality, with communal and bar seating—it is a high-energy, intimate, and interactive experience.For parties of 6 or more, please call us at 312-377-2002.
A photo of Happy Camper Pizza - Old Town restaurant
6. Happy Camper Pizza - Old Town
4.8
Exceptional(617)
Price: Moderate
• Pizzeria • River North (Chicago)
Booked 103 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 Quartino - Chicago restaurant
7. Quartino - Chicago
4.6
Exceptional(11112)
Price: Moderate
• Italian • River North (Chicago)
Booked 137 times today
Quartino Ristorante is a lively, authentic Italian restaurant and wine bar in Chicago's River North neighborhood. Our menu features Italy's regional specialties including artisanal salumi, Neapolitan thin-crust pizza, house-made pasta, and seasonal dishes. Menu items, served in moderate portions and meant to be shared, are perfect for adventurous diners ready for a unique experience.
A photo of The Allis- Soho House Chicago restaurant
8. The Allis- Soho House Chicago
4.4
Awesome(399)
Price: Moderate
• American • West Loop
Booked 42 times today
The Allis is a public outlet located on the ground floor of Soho House Chicago set in a relaxed and welcoming social space for group dining, meetings, and date nights.Serving modern European dishes drawing inspiration from British Brasseries along with classic and seasonal cocktails. On Fridays through Sunday from 1pm to 4.30pm, we offer an elevated afternoon tea experience. Enjoy tea and Champagne paired with pastries and savory bites. Afternoon Tea is only available to book through the OpenTable experience.Additionally, The Allis offers a traditional Sunday roast, served from 1 PM – 5 PM, at a price of $75 for 2 people. Reservations for the roast can be made through OpenTable or by calling the restaurant at 312-521-8000, walk-ins are also welcome.The Allis Bar is named after the family that commissioned the restaurant's historic building in 1907 and features bar and patio seating.
A photo of Legal Sea Foods - Chicago restaurant
9. Legal Sea Foods - Chicago
4.0
Excellent(311)
Price: Expensive
• Seafood • River North (Chicago)
Booked 42 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. Enjoy New England favorites, including Boston's best clam chowder, oysters and raw bar, lobster, grilled and fried seafood, as well as steaks, pasta and more! 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 Bar Siena - West Loop restaurant
10. Bar Siena - West Loop
4.5
Awesome(3323)
Price: Moderate
• Italian • West Loop
Booked 69 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!

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