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Best Restaurants for People Watching in Downtown / Loop

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44 restaurants available nearby

How are Featured results ranked

A photo of Tiny Tapp & Cafe - Riverwalk restaurant
4.6
Exceptional(116)
Price: Moderate
• Contemporary American • Downtown / Loop
Tiny Tapp & Cafe Situated on the fabulous Chicago Riverwalk, Tiny Tapp has stunning views of the city. Tiny Tapp is a lively gathering place featuring great cocktails, craft beer, and contemporary American fare from May to October. You won't find a better patio to enjoy all that the Riverwalk has to offer!
A photo of Atwood restaurant
4.3
Awesome(4538)
Price: Expensive
• American • Downtown / Loop
Booked 23 times today
Atwood proudly offers alluring libations and a wildly guest-pleasing menu filled with your favorite all-day American cuisine courtesy of Executive Chef, David Fingerman. Whether for happy hour cocktails, a theater dinner, or the date of a lifetime, Atwood is Chicago’s premier spot to mix, mingle and delight in the joys of food and drink.Atwood’s soaring dining room is strikingly modern with white marble surfaces, glossy subway-tiled walls, and massive windows ideal for watching the State Street shoppers stroll by.
A photo of Pizzeria Portofino restaurant
4.8
Exceptional(2042)
Price: Expensive
• Italian • River North (Chicago)
Booked 197 times today
Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.
A photo of Gibsons Italia restaurant
4.9
Exceptional(4475)
Price: Expensive
• Italian • River North (Chicago)
Booked 118 times today
Gibsons Italia is built on a tradition & elegance that is relentless in the pursuit of the very best. Chef-driven tastes of Italy are paired with the superiority of Gibsons Steakhouse, creating a restaurant that makes the familiar, exceptional. Beautiful private dining and events spaces available.
A photo of Siena Tavern restaurant
4.6
Exceptional(6225)
Price: Moderate
• Italian • River North (Chicago)
Booked 125 times today
Entirely Rooted In A "From Scratch" Approach, We Present Upscale, Classic Italian Fares, Straight From Top Chef Alum, Fabio Viviani. Siena Tavern'S Extensive Wine List And Our Highly Contemporary Design, Interspersed With Rustic Details, Elevates The Genuine Italian Dining Experience While Simultaneously Maintaining Authenticity.​ ​Farm To Fork, Refined And Redefined.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
4.8
Exceptional(9334)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 115 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 RL Restaurant restaurant
4.8
Exceptional(7608)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 97 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 TAO Asian Bistro - Chicago restaurant
4.6
Exceptional(3397)
Price: Expensive
• Asian • River North (Chicago)
Booked 76 times today
TAO Chicago offers guests a sensual trip through the cuisines of Asia. The design-driven restaurant and adjoining nightclub is inspired by the original TAO locations in New York City, Las Vegas and Los Angeles. TAO Chicago features multiple levels, creating dynamic spaces within the historic building’s shell, while adding TAO’s Asian-influenced DNA to the restaurant, lounge and nightclub including murals by artist Hush and TAO’s signature 16-foot-tall Quan Yin statue anchoring one end of the dining room. TAO Chicago’s restaurant menu, created by TAO Group Partner and Chef Ralph Scamardella , is complete with Pan-Asian offerings from the sea, sky and land including signature dishes like Satay of Chilean Sea Bass, Crispy Rice Tuna and a Wagyu Rib-Eye.
A photo of avec West Loop restaurant
4.8
Exceptional(998)
Price: Expensive
• Mediterranean • West Loop
Booked 88 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 Jake Melnick's Corner Tap restaurant
4.6
Exceptional(341)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 44 times today
Come for the wings, stay for the party! Jake Melnick's Corner Tap has been a neighborhood favorite since opening its doors in 2002. The menu features mouth-watering BBQ dishes, classic American pub-fare and world-famous chicken wings – named the “Top Chicken Wings in the U.S.” by the Today Show. Relax and sip on local craft beers while you catch the game or enjoy a casual night out. The cozy indoor dining room and picturesque patio make it the perfect choice any time of year.

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