Best Live Music Restaurants in Chicago

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchMexican

Regions

ChicagoNear WestNorthwest Suburbs

Neighborhoods

Belmont Central / CraginBerwynBronzevilleBucktown / Wicker ParkChina TownCicero

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Wheelchair access

63 restaurants available nearby

How are Featured results ranked

1. Andy's Jazz Club

4.7

Exceptional(5322)

$$$$Price: Moderate

• Contemporary American • River North (Chicago)

Booked 120 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

4.5

Awesome(6464)

$$$$Price: Expensive

• Steakhouse • River North (Chicago)

Booked 52 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. Fioretta

4.7

Exceptional(1066)

$$$$Price: Very Expensive

• Steak • West Loop

Booked 57 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.

4. Turquoise

4.7

Exceptional(1280)

$$$$Price: Moderate

• Mediterranean • Roscoe Village

Booked 16 times today

Turquoise Cafe & Restaurant, located in Chicago's Roscoe Village, is a culinary gem blending the best of Turkish and Italian cuisines in a captivating and inviting atmosphere. Owned by a passionate female entrepreneur, this vibrant establishment offers an extensive menu of tantalizing kebabs, handmade pastas, fresh seafood, mezze platters, and wood-fired flatbreads.🍷 With our carefully curated wine selection, you can feel the spirit of the Mediterranean in every sip, making your special moments even more memorable. Red, white, or rosé…🎶 With live music on weekends and a delightful Sunday brunch featuring an authentic Turkish Serpme Breakfast, Turquoise Cafe & Restaurant provides a remarkable culinary journey.

A photo of Guinness Open Gate Brewery - Chicago restaurant

5. Guinness Open Gate Brewery - Chicago

4.5

Awesome(191)

$$$$Price: Expensive

• Brewery • West Loop

Booked 32 times today

Where 260 years of Irish Brewing expertise meets American beer creativity. Inspired by Chicago, crafted by Guinness. Look out, Chicago.The Guinness Open Gate Brewery Chicago features a Taproom, Restaurant, and the first ever Guinness Bakery, all located right in the heart of Chicago's West Loop. Come indulge both your curiosity and your tastebuds, while experimenting with a new world of flavor.

6. The Palm Court

4.7

Exceptional(5219)

$$$$Price: Very Expensive

• Afternoon Tea • Gold Coast / Streeterville

Booked 31 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 $78 / Kids $35(3-12)Valet available at $26 for 3 hours

7. The Dawson

4.6

Exceptional(2790)

$$$$Price: Expensive

• American • River West

Booked 51 times today

The Fulton River District is home to The Dawson, an expansive indoor/outdoor, multi-level space providing a multitude of dining experiences. The Dawson includes one of Chicago’s best patios conveniently found in the middle of the city.

A photo of Untitled Supper Club restaurant

8. Untitled Supper Club

4.6

Exceptional(2970)

$$$$Price: Expensive

• American • River North (Chicago)

Booked 33 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.

9. Bub City

4.5

Awesome(1538)

$$$$Price: Expensive

• Barbecue • River North (Chicago)

Booked 40 times today

Bub City is the destination for barbecue, whiskey and live country music and is open for lunch, dinner, weekend brunch and late night dining. The Southern spot offers house-smoked BBQ, more than 125 different whiskeys from well-known and independent distilleries throughout the country and live country music.

10. Gino & Marty's

4.3

Awesome(664)

$$$$Price: Very Expensive

• Italian • West Loop

Booked 13 times today

Experience Italian dining with a modern twist at our West Loop restaurant, where a Prohibition-era narrative meets contemporary luxury. Located at 844 W Randolph, next to Nobu Hotel, we offer a sophisticated setting that blends timeless elegance with a fresh, upscale approach to classic Italian cuisine.Join us for Espresso Martini Happy Hour from 4–6 PM, where expertly crafted cocktails set the tone for an elevated evening.Patio seating is available first come, first served! Walk-ins are also welcomed. Please note, a $20 per guest deposit is taken on Friday & Saturday evenings only. If you have any questions regarding your reservation, please do not hesitate to contact us at 312-291-9120. We look forward to serving you!

See what locals rave about

From verified diners like you

M
MarciaVIP
Iowa •12 reviews
5.0
Dined 2 days ago
We had THE best experience at Mastro’s! I’ve been to Orange County, Vegas, Fort Lauderdale (many times) and the Chicago one out did all of them…even though I loved every other location I went to! We’d recommend it over and over! Our server was brilliant and the food was above and beyond!
More info
Mastro's Steakhouse - ChicagoPrice: Expensive• Steakhouse• River North (Chicago)
•
4.5
C
Claudio
1 review
5.0
Dined 2 days ago
Great show , nice environment , good good and service for a good price
More info
Andy's Jazz ClubPrice: Moderate• Contemporary American• River North (Chicago)
•
4.7
A
Arya
Montreal / Quebec •1 review
5.0
Dined 3 days ago
Great experience. Waiter was incredible. Client loved it
More info
FiorettaPrice: Very Expensive• Steak• West Loop
•
4.7
P
PatrickVIP
Chicago / Illinois •33 reviews
5.0
Dined 6 days ago
We love the beers and food. Service is great. Love the pride theme they have for June.
More info
Guinness Open Gate Brewery - ChicagoPrice: Expensive• Brewery• West Loop
•
4.5
R
RyanVIP
New York City •6 reviews
5.0
Dined on Jun 4, 2025
Grilled octopus was great as was the Turkish Delight cocktail.
More info
TurquoisePrice: Moderate• Mediterranean• Roscoe Village
•
4.7

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