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Best Restaurants for People Watching in Downtown / Loop

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15 restaurants available nearby

A photo of Atwood restaurant
4.2
Awesome(4550)
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 RL Restaurant restaurant
4.9
Exceptional(7234)
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 Gibsons Bar & Steakhouse - Chicago restaurant
4.8
Exceptional(8857)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 144 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 Mercadito - River North restaurant
4.5
Awesome(6260)
Price: Expensive
• Mexican • River North (Chicago)
Booked 56 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 il Porcellino restaurant
4.7
Exceptional(4181)
Price: Moderate
• Italian • River North (Chicago)
Booked 131 times today
Il Porcellino, located in the heart of River North in downtown Chicago, is a neighborhood restaurant offering classic Italian-American comfort food in a casual setting. Our seasonal menu focuses on housemate pastas, vegetable antipasti and daily specials, all crafted with ingredients sourced from quality artisans, purveyors, and local farmers. The fun and approachable wine program encourages sharing with selections primarily from Italy. As a way to offset rising costs associated with the restaurant (food, beverage, labor, benefits, supplies), we have added a 3% surcharge to all checks. We do this in lieu of increased menu prices. You may request to have this taken off your check, should you choose.
A photo of Rosebud Steakhouse - Chicago restaurant
4.8
Exceptional(3486)
Price: Expensive
• Steak • Gold Coast / Streeterville
Booked 36 times today
*Rosebud Steakhouse is a special occasion restaurant, with an UPSCALE BUSINESS CASUAL Dress Code Policy. For clarification please review the policy at https://rosebudsteak.com/dress-code/ and we thank you for your courtesy. Welcome to a rare steakhouse, well done! Rosebud Steakhouse knows a thing or two about the fine art of cooking. Located on Walton Street, a stone's throw from Michigan Avenue, this relaxing hideout is the perfect place to enjoy an unforgettable meal paired with a glass of wine from our impressive wine list. The extensive menu features prime steaks by Meats by Linz, fresh seafood and Italian specialties. The beloved hamburger, voted number one in the city of Chicago by the Chicago Tribune, graces our dinner menu. Rosebud Steakhouse invites you to enjoy an unforgettable fine dining experience in a romantic setting. Rosebud Steakhouse is a Creative Hospitality Concepts restaurant. Visit our second location, coming soon to, Munster, Indiana.
A photo of Sunda New Asian – River North restaurant
4.6
Exceptional(7400)
Price: Expensive
• Contemporary Asian • River North (Chicago)
Booked 95 times today
Located in the bustling River North dining scene, Sunda offers a vibrant Southeast Asian dining experience, blending the flavors of Japan, China, the Philippines, Thailand, and beyond. We elevate culturally significant dishes using high-quality ingredients and modern techniques. Our beverage program includes signature handcrafted cocktails, a robust sake and wine selection, and Asian whiskies and beers. Join us for weekend brunch every Saturday and Sunday from 11am to 2pm, or stop by during happy hour Monday to Friday from 4-6pm featuring $6 bar bites, handrolls, and beer, $9 cocktails and wine, and $10 sake. Our venue hosts private events for occasions from corporate outings to rehearsal dinners, and we also offer catering services.
A photo of The Publican restaurant
4.5
Awesome(5895)
Price: Expensive
• American • West Loop
Booked 35 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 Rooftop at Nobu Hotel restaurant
4.4
Awesome(883)
Price: Very Expensive
• Cocktail Bar • West Loop
Booked 7 times 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.
A photo of Offshore Rooftop restaurant
4.0
Excellent(2690)
Price: Moderate
• Unspecified • Gold Coast / Streeterville
Booked 16 times today
Offshore is a bright and airy rooftop bar open year-round on the third floor at the East end of Navy Pier. With collapsable floor to ceiling windows you get sweeping views of Lake Michigan and Chicago’s city skyline. Our globally inspired menu features items from coast to coast that include light to substantial fares. Outdoor seating is not guaranteed! It is on a first come first served basis.21 years of age and older after 9pm daily.The last reservation is one hour before closing.

See what locals rave about

From verified diners like you
From verified diners like you
  • Nicole
    New Orleans / Louisiana •1 review
    5.0
    Dined 1 day ago
    I am visiting Chicago for a few weeks, and I have eaten at your restaurant twice.Each time I was privileged to encounter Manager Michael, and Jaafar. During these visits to the restaurant, they were both perfect representations of the RL brand! Each time they were both super attentive to me, as well as all of the RL guest. During my visits, I witnessed each of them resolve issues and exceed the expectations of each guest. Their efforts expressed concern and gratitude to each diner. On several occasions I witnessed each of them handle potential issues with grace, resolving issues and putting out the fire before it had a chance to flare up. The experienced left me felling welcomed and gave me the impression that I was important to the restaurant and brand. Often time African American customers are disregarded or spoke down to by restaurant staff. During my visit each of them witnessed this mistreatment by customers or other staff and immediately did their part to correct the wrong and to ensure I had an excellent experience….and that I did! They both did their part to ensure that I had wonderful time. Each time I visited,I left with a smile on my face. It’s my belief that God gives some people the gift of kindness and generosity and I believe both of them have that gift and I would like to humbly thank them for being considerate, kind and generous, and for making my experience wonderful! Life is short and kindness is important and I believe in my heart that they both understand that, and know how to treat others. RL, Thank you for having them both on your staff and for allowing them to bless others with their presence! Meeting them was the highlight of my visit to CHICAGO.
    More info
    RL RestaurantPrice: Expensive• American• Gold Coast / Streeterville
    4.9
  • Ahnicia
    Chicago / Illinois •2 reviews
    5.0
    Dined 2 days ago
    The manager Christian was very nice and accommodating. The front staff were so nice and very helpful. They explained everything and accommodated our entire party. The waiter was a little aggressive but overall handled our tables to the best of his ability.
    More info
    Mercadito - River NorthPrice: Expensive• Mexican• River North (Chicago)
    4.5
  • Miravip
    Chicago / Illinois •3 reviews
    5.0
    Dined 2 days ago
    Our dinner was fantastic. We loved everything. The new specials were a great addition. The new burrata dish was fresh and delicious. The mushroom pasta special was particularly good. Different mushrooms made a difference in the dish. Finally, the tiramisu and chocolate cake was perfectly made and served in different ways. Hector treating us like we were VIPs even though we only come once a year. Thank you!
    More info
    il PorcellinoPrice: Moderate• Italian• River North (Chicago)
    4.7
  • John and Jenvip
    Chicago / Illinois •142 reviews
    5.0
    Dined 5 days ago
    Gibsons is one of my favorite restaurants in the city! My recent visit was nothing short of exceptional. I started with an Old Fashioned, which was perfectly crafted. My wife and I shared a loaded wedge salad, a New York Strip, and a double baked potato – all of which were delicious and cooked to perfection. For dessert, we indulged in a cookie with ice cream, paired with a glass of 20-year Tawny. The evening was made even more special by the fantastic piano player, who added a wonderful ambiance to our dining experience. Highly recommend!
    More info
    Gibsons Bar & Steakhouse - ChicagoPrice: Expensive• Steakhouse• Gold Coast / Streeterville
    4.8
  • PJvip
    Chicago / Illinois •17 reviews
    4.0
    Dined on Nov 23, 2024
    Food was tasty and presently well. Service was slow and server needed to be asked more than once for standard items such as tableware and cream for coffee
    More info
    AtwoodPrice: Expensive• American• Downtown / Loop
    4.2
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