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Best Contemporary American Restaurants in South Side

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73 restaurants available nearby

A photo of Bronzeville Winery restaurant
1. Bronzeville Winery
4.4
Awesome(113)
Price: Very Expensive
• Contemporary american • Bronzeville
Booked 27 times today
Bronzeville Winery in Chicago's vibrant Bronzeville neighborhood offers an extraordinary Cocktail Bar experience that is simply unmatched. With an ambiance that's both "chill" and "pleasant," this establishment has become a favorite for those seeking top-tier drinks and service. Guests rave about the "delicious drinks" and "great wine flight," highlighting the creativity and expertise behind each cocktail. The bar's dedication to quality is evident in every sip, making it a must-visit destination for cocktail enthusiasts. With lively music and a "fantastic atmosphere," Bronzeville Winery promises a memorable night out, perfectly blending its rich cultural heritage with modern mixology flair.
A photo of Sepia restaurant
2. Sepia
4.8
Exceptional(5418)
Price: Very Expensive
• Contemporary american • West Loop
Booked 20 times today
Sepia in Chicago's West Loop masterfully captures the essence of authentic American cuisine with a modern flair. "One of the best meals I've ever had," says a delighted diner, and it's easy to see why. Chef Andrew Zimmerman’s seasonal menu celebrates the purity of ingredients, delivering dishes that are both inventive and delicious. The restaurant's ambiance, described as "elegant, understated," perfectly complements the culinary experience, making it an instant classic. Standout dishes like the duck breast and short rib are praised for their thoughtful presentation and flavor, while the wine pairing is deemed a "must." Sepia promises a memorable dining experience that beautifully honors American culinary tradition.
A photo of Proxi restaurant
3. Proxi
4.6
Exceptional(2460)
Price: Expensive
• Contemporary american • West Loop
Booked 25 times today
Proxi in Chicago's West Loop is a shining star in the realm of Tapas and Small Plates cuisine, celebrated for its "phenomenal mastery of spice" and inventive, globally inspired dishes. Guests rave about the "beautiful presentation" and the "delicious, creative" flavors that dance across the palate, offering a culinary journey unlike any other. Diners are encouraged to "try as much as you can and share with your table," a testament to the engaging, communal dining experience that Proxi offers. With a "terrific menu" that promises to delight, Proxi is a must-visit destination for anyone seeking authentic and exquisite small plate dining.
A photo of Roanoke restaurant
4. Roanoke
4.4
Awesome(1531)
Price: Moderate
• Contemporary american • Downtown / Loop
Booked 84 times today
Roanoke, nestled in Chicago's vibrant Loop, is a shining example of Contemporary American cuisine at its finest. The restaurant takes pride in offering "artisan comfort food" with a modern twist, delighting palates with dishes such as the "roasted carrots with whipped feta and pistachios." Guests rave about the "fantastic" burgers and signature rotisserie creations, ensuring a memorable dining experience. The inviting ambiance, featuring luxurious finishes and cozy, warm lighting, complements the exquisite meals perfectly. Roanoke’s commitment to quality and service makes it a must-visit destination for anyone seeking authentic and innovative Contemporary American cuisine in downtown Chicago.
A photo of Moody Tongue Brewing Company restaurant
5. Moody Tongue Brewing Company
4.8
Exceptional(0)
Price: Very Expensive
• Contemporary american • South Loop
Booked 21 times today
Founded in 2014 in Chicago by cousins Jared Rouben (Brewmaster) and Jeremy Cohn (CEO), Moody Tongue is built on the philosophy of culinary brewing, appealing to those with a discerning palate or, as Rouben describes, a "moody tongue." Utilizing his extensive culinary background and brewing education, Rouben approaches brewing with a chef's mindset. In 2019, the brewery relocated and expanded to launch two dining concepts: (1) a lively, à la carte restaurant, THE BAR, and (2) an elevated, intimate fine dining restaurant, THE DINING ROOM, helmed by Executive Chef James Bingham. Since opening, Moody Tongue has been honored to receive stars in the Chicago MICHELIN Guide in 2021, 2022, 2023 and 2024.Please note: our tasting menu is exclusively available in The Dining Room; our a la carte menu is exclusively available in The Bar.For parties with 7+ guests, please e-mail contact@moodytongue.com for reservation inquiries as well as information regarding Semi-Private and Private Events.
A photo of Grill on 21 restaurant
6. Grill on 21
4.5
Awesome(231)
Price: Expensive
• Contemporary american • River North (Chicago)
Booked 8 times today
Grill on 21 offers an exquisite take on American cuisine, making it a standout in Chicago's vibrant River North. With a reputation for "very delicious" dishes such as lamb chops and mac and cheese, this restaurant provides an elevated dining experience that celebrates quality and authenticity. Diners rave about the "excellent" food and "outstanding service," underscoring the restaurant's commitment to delivering exceptional meals with a touch of elegance and comfort. The sophisticated ambiance, coupled with live music and a friendly staff, creates an inviting atmosphere perfect for any occasion. Grill on 21 is a "hidden gem" for anyone seeking genuine American flavors.
A photo of Virtue restaurant
7. Virtue
4.9
Exceptional(758)
Price: Expensive
• Contemporary american • Hyde Park
Booked 60 times today
Virtue, nestled in Chicago's vibrant Hyde Park, exemplifies exceptional Southern American cuisine with a dedication to hospitality and authenticity. The restaurant's commitment to "unpretentious service" and "great value" shines through each carefully crafted dish. Diners rave about the "best Mac and Cheese" they've ever tasted and the "incredible" short ribs, which are always "cooked and sauced to perfection." This Michelin-rated gem brings "rich flavors" to life using heritage techniques, making every meal a memorable experience. Virtue's warm ambiance and attentive staff ensure guests feel like they're dining with "a hip, understanding friend," making it a must-visit destination.
A photo of Lips - Chicago restaurant
8. Lips - Chicago
4.9
Exceptional(999)
Price: Expensive
• Contemporary american • South Loop
Booked 15 times today
JOIN US AT LIPS CHICAGO FOR THE #1 DRAG SHOW CHICAGO'S ONLY TRUE LA CAGE DRAG SHOW PALACE EXPERIENCELips is the Ultimate in Drag Dining! Dinner, Drinks, and Fabulous Entertainment!SHOW SCHEDULEThursdays - The Divas ShowFridays - The Glamour GirlzSaturday Afternoon - Dragalicious BrunchSaturday Dinner - Glitz and GlamSunday Afternoon - Dragalicious Gospel BrunchPER PERSONThursday - $36.95(3 Course Dinner & Show Package)Saturday Brunch - $45.95(Includes All-You-Can-Drink Mimosas, Champagne, or Bloody Mary's and Entrée)Friday & Saturday - $52.95(3 Course Dinner & Show Package)Sunday Brunch - $45.95(Includes All-You-Can-Drink Mimosas, Champagne, or Bloody Mary's and Entrée)*Pricing above does not include drinks, tax, or tip.
A photo of avec West Loop restaurant
9. avec West Loop
4.8
Exceptional(921)
Price: Moderate
• Contemporary american • West Loop
Booked 80 times today
Avec West Loop is a shining example of Contemporary American cuisine, offering a unique twist on Mediterranean classics with a Midwestern flair. Nestled in the vibrant West Loop of Chicago, this beloved eatery has been delighting diners for over two decades. With an inviting atmosphere and a communal dining experience, guests are treated to "fantastic service" and "food packed with flavor." The menu features standout dishes like the Chorizo-Stuffed Dates and Short Rib Hummus, which are "must-try" items according to patrons. The innovative menu and exceptional wine program make Avec an "unforgettable experience" that consistently exceeds expectations.
A photo of Cindy's Rooftop restaurant
10. Cindy's Rooftop
4.7
Exceptional(4)
Price: Expensive
• Contemporary american • Downtown / Loop
Booked 69 times today
Perched atop the 13th floor of the Chicago Athletic Association hotel under a glass atrium, Cindy's welcomes guests with sweeping views of Millennium Park, the ever-changing blues of Lake Michigan, and beyond. Providing a remarkable backdrop for Top Chef contestant Executive Chef Kaleena Bliss and her inspired menu featuring local wild and seasonal produce and fresh seafood. With vibrant service, an all-season terrace, and an extensive beverage menu that intertwines naturally with the dishes, every detail of your experience is thoughtfully crafted to make a lasting memory. For private events: please reach out to cindysevents@caa.bokagrp.com.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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