Best Live Music Restaurants in South Loop

79 restaurants available nearby

1. Andy's Jazz Club

4.7

Exceptional(4993)

Price: Moderate

• Contemporary American • River North (Chicago)

Booked 101 times today

Admission is charged to all guests entering the venue and goes toward the musical entertainment that all will be enjoying while inside the club. All dining tables are good for 1 musical performance only. Please choose your reservation time according to your desired performance time. Andy's Jazz Club is a unique as a Jazz Room that offers full dining. We hope for a quiet room during all performances. We do ask that all guests be courteous to the artists while performing and keep conversation volume down during shows.

A photo of Mastro's Steakhouse - Chicago restaurant

2. Mastro's Steakhouse - Chicago

4.7

Exceptional(6311)

Price: Expensive

• Steakhouse • River North (Chicago)

Booked 76 times today

Mastro's collection of sophisticated, classic Steakhouses and Ocean Club seafood locations are recognized for their combination of world-class service, highly acclaimed cuisine, and live entertainment in an elegant yet energetic atmosphere. A truly unparalleled dining experience.

3. The Palm Court

4.7

Exceptional(4829)

Price: Very Expensive

• Afternoon Tea • Gold Coast / Streeterville

Booked 141 times today

For those who love their afternoon teas fresh, fragrant and steeped in history, Palm Court at The Drake Hotel serving tea for over a century. Even the Queen and Princess Diana have made their royal visits here. Your afternoon tea begins with Palais de Thes menu, which features 15 tea blends including classic selections like the English Breakfast to modern yet delightful twists like the Mélange du Cap.Tea is served in individual tea pots accompanied by the traditional three tiered tea tray filled with an arrangement of gourmet finger sandwiches and scones; and dainty petit fours with complements of preserves, lemon curd and English double Devon cream.And let’s not forget about our little tea. The Prince & Princess Afternoon tea service, suitable for children between 3 and 12 years of age is available throughout the duration of afternoon tea service.Reservations are heavily encouraged. Tea service seating duration is 90minAdults $79/ $82 with Carolers / Kids $35 (3-12)

4. La Serre

4.6

Exceptional(407)

Price: Expensive

• French • West Loop

Booked 95 times today

Inspired by the coastal regions of Provence and Saint-Tropez, La Serre, located in Fulton Market, invites guests into a lush and colorful greenhouse setting. The culinary approach highlights the light and vibrant cuisine of Provence, with a focus on native techniques and ingredients, offering lighter takes on the dishes of the French-Mediterranean landscape. Fresh vegetables, seafood, and all-natural Black Angus beef are expertly prepared on the kitchen’s hardwood charcoal hearth, infusing each dish with incredible wood and charcoal flavors, elevating the ingredients without heavy sauces or seasonings.Whether you're enjoying steak, seafood, or Mediterranean-inspired dishes, La Serre is the perfect destination for romantic dinners, dates, birthdays, or fine dining. The bar offers expertly crafted cocktails and drinks, providing the ideal atmosphere for any occasion, from a casual night out to an elegant celebration.

A photo of Gibsons Bar & Steakhouse - Chicago restaurant

5. Gibsons Bar & Steakhouse - Chicago

4.8

Exceptional(8816)

Price: Expensive

• Steakhouse • Gold Coast / Streeterville

Booked 135 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.

6. River Roast

4.5

Awesome(3283)

Price: Expensive

• American • River North (Chicago)

Booked 37 times today

Situated on the iconic Chicago River with stunning views of downtown, River Roast is a lively social house and gathering place. The menu features contemporary American tavern fare with dramatic presentations of whole roasted chicken, whole roasted fish and slow roasted beef; all carved table-side. The food is handcrafted, yet rustic, with many plates designed for sharing. The bar offers a large selection of local beer, craft cocktails, beer, and wine. With one of the best patios in Chicago, River Roast is a great place to enjoy dining outside on a hot summer afternoon or a crisp fall evening. River Roast Private Events offers six spaces, all with spectacular views, for parties from 10 to 1,000. Saturday and Sunday features our Brunch menu from 11:00AM-3PM. We are open Mon-Fri for lunch and daily for dinner.

7. Fioretta

4.6

Exceptional(795)

Price: Very Expensive

• Steak • West Loop

Booked 78 times today

Fioretta is reminiscent of a new-age Copacabana, celebrating old-world Italian cuisine with an opulent twist, a steady flow of impressive cocktails and wine, world-class live entertainment, and a glamorous vibe cast over the entire experience.Seamlessly blending steakhouse fare with elevated versions of old-world Italian cuisine with help from Italian-American Chef, Joe Rizza. The menu pays homage to the Italian immigrants who graciously first introduced Americans to southern Italian classics. Fioretta’s custom-built solid-fuel hearth and open kitchen allows Rizza and his culinary team to impart superb flavor, char and texture to each dish. The menu strives to strike the perfect balance between nostalgia and innovation.

8. Ummo

4.3

Awesome(469)

Price: Moderate

• Italian • River North (Chicago)

Booked 48 times today

UMMO is a contemporary Italian restaurant that unlocks the vibrant flavors of regional Italian cuisine in a colorful, beautifully imagined space.At UMMO, we present contemporary Italian cuisine that seamlessly combines his passion for Italian and American cultures. With a focus on simplicity and quality ingredients sourced from around the globe, UMMO offers fine, house-made pastas, decadent cheese and meat selections, vibrant vegetables, hearty proteins, delicate seafood, and more. As the menu changes frequently to reflect seasonal and new discoveries, guests can experience the full breadth of what Italy has to offer.Join us at UMMO for an unforgettable culinary journey.

A photo of Untitled Supper Club restaurant

9. Untitled Supper Club

4.6

Exceptional(2839)

Price: Expensive

• American • River North (Chicago)

Booked 26 times today

Dress Code: Business Casual is expected - No Shorts, Tee Shirts, Athletic Attire, sandals, gym shoes are permitted. Final decisions are based on the sole discretion of management. *Please notate if you have a room or entertainment preference. Requests cannot be guaranteed, but we will do our best to accommodate.*With its vintage, Prohibition Era-inspired design, Untitled has been a darling of Chicago nightlife and fine dining since opening in 2011. The sumptuous 18,000 square-foot restaurant, bar and live entertainment space hosts the largest selection of American whiskies in the world .Their dining menu includes shareable bites, perfect pastas and beautifully creative desserts; with eight Michelin Bib Gourmand awards, their cuisine is sure to satisfy any palette. The best part? While you dine and drink the night away, you can enjoy world-class entertainment with weekly music and titillating cabaret-style performances from Chicago's finest.Untitled is a 21+ establishment.

A photo of La Grande Boucherie - Chicago restaurant

10. La Grande Boucherie - Chicago

4.5

Awesome(846)

Price: Very Expensive

• French • River North (Chicago)

Booked 104 times today

Housed in Chicago’s Belle Époque building, the unique Art Nouveau-inspired space honors the iconic building’s legacy while providing guests with a one-of-a-kind atmosphere and menu. La Grande Boucherie blends the ambiance of an indulgent steakhouse with a refined Parisian brasserie charm, and fuses traditional French cuisine with Chicago’s River North culinary heritage. The two-story restaurant boasts custom curved stained-glass windows overlooking the bustling streets of Chicago. The interior features custom mosaic marble floors, authentic fixtures, and a racetrack bar sourced from France. Guests can lean into the view and take in all that Chicago has to offer.

See what locals rave about

From verified diners like you

N
Naomi
Chicago / Illinois •7 reviews
5.0
Dined 1 day ago
It was a delightful experience and have always enjoyed going to High Tea. The food and ambience were wonderful and I will surely return! Thank you!
More info
The Palm CourtPrice: Very Expensive• Afternoon Tea• Gold Coast / Streeterville
•
4.7
LA
LABradvip
Los Angeles •31 reviews
5.0
Dined 2 days ago
You can always count on Gibson’s for a quality steak in a fashionable location. I was dining with a friend you had a short term dietary restriction. Our server, Lee, said they had nothing on the menu to meet it but he promised to check with the kitchen. Lee returned with the item, from a nearby restaurant, so our entire party didn’t have to change locations. Outstanding service!
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Gibsons Bar & Steakhouse - ChicagoPrice: Expensive• Steakhouse• Gold Coast / Streeterville
•
4.8
E
Estella
Chicago / Illinois •1 review
5.0
Dined 2 days ago
This was my first time seeing a live jazz performance and Andy’s did not disappoint. I have no complaints, and enjoyed everything. Service was incredibly fast and welcoming. Definitely coming back!
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Andy's Jazz ClubPrice: Moderate• Contemporary American• River North (Chicago)
•
4.7
L
lashaunda
Chicago / Illinois •1 review
5.0
Dined 3 days ago
I always have such a great experience when dining at maestro’s. The food is impeccable , it’s always so good. The customer service is beyond amazing . We had 3 waiters bringing and serving our sides , we didn’t have to fix our plates at all. The ambiance and aesthetics is just as great. The singer sang us soft beautiful music, while we ate and enjoyed our meal in a dimly lilt environment. My husband and I always enjoy ourselves immensely….. Keep doing a great job and I will continue coming back… if you haven’t been there please go , you will enjoy it all
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Mastro's Steakhouse - ChicagoPrice: Expensive• Steakhouse• River North (Chicago)
•
4.7
E
Elizabethvip
Chicago / Illinois •19 reviews
5.0
Dined 3 days ago
Had a great dinner here - our server was super attentive and gave great recommendations. Great meal and great experience!
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La SerrePrice: Expensive• French• West Loop
•
4.6

Best Live Music Restaurants in South Loop

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79 restaurants available nearby

1. Andy's Jazz Club

2. Mastro's Steakhouse - Chicago

3. The Palm Court

4. La Serre

5. Gibsons Bar & Steakhouse - Chicago

6. River Roast

7. Fioretta

8. Ummo

9. Untitled Supper Club

10. La Grande Boucherie - Chicago

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