Best Live Music Restaurants in Old Town

82 restaurants available nearby

1. Andy's Jazz Club

4.7

Exceptional(5074)

Price: Moderate

• Contemporary American • River North (Chicago)

Booked 84 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

4.6

Exceptional(6350)

Price: Expensive

• Steakhouse • River North (Chicago)

Booked 79 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. Adalina

4.5

Awesome(2347)

Price: Very Expensive

• Italian • Gold Coast / Streeterville

Booked 51 times today

Adalina is a refined hospitality destination serving a modern and engaging Italian menu in a timeless yet alluring setting in the heart of Chicago’s Gold Coast neighborhood. Led by Michelin-starred and Top Chef alumni Soo Ahn. Adalina’s menu creates a balance between Northern and Southern cuisine, providing expertly staged shared plates along with strong statement items that satisfy a table. Guests can expect house made extruded and stuffed pastas. Adalina’s offerings will be accompanied with tableside services, and a well curated beverage and wine program that aims to evoke a sense of excitement for guests. Adalina makes the perfect venue for a romantic evening, business dinner or special occasion.For parties larger than 10 guests, please email events@adalinachicago.com to inquire about our Private Dining options and availability.

4. The Palm Court

4.6

Exceptional(4990)

Price: Very Expensive

• Afternoon Tea • Gold Coast / Streeterville

Booked 70 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)

5. La Serre

4.6

Exceptional(435)

Price: Expensive

• French • West Loop

Booked 62 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.

6. Asador Bastian

4.6

Exceptional(183)

Price: Very Expensive

• Steakhouse • River North (Chicago)

Booked 13 times today

NOW ACCEPTING RESERVATIONS FOR CHRISTMAS EVE!Asador Bastian is a Chicago chophouse with Basque influences from acclaimed ChefDoug Psaltis. Located in the iconic “Flair House” originally built in 1883, this historictownhouse has been revived and brought back to life with culinary inspiration from thegreat asadors of San Sebastián, Spain to serve the world’s best boutique beef withoutcompromise. The most remarkable dining experience comes from the purest ingredientsdelivered in the supremely thoughtful, welcoming and hospitable manner. This ethoshas directed every aspect of the experience at Asador Bastian, whether you’re joiningus for small bites and libations in our Bar Room or for a more intimate experience in ourDining Room.

7. Geja's Cafe

4.8

Exceptional(5573)

Price: Expensive

• Fondue • Lincoln Park

Booked 42 times today

For over 59 years, fondue dining at Geja’s Café has been a favorite indulgence for Chicagoans as well as out-of-towners. It’s a perfect way to kindle romance, celebrate a special occasion or simply join family and friends for a fun and unforgettable dining experience.To start we offer a Swiss Gruyere cheese fondue, served with fresh breads, fruits and vegetables for dipping. Our crisp house salad, dressed with tangy Dijon vinaigrette, offers a counterpoint to the rich, warm cheese fondue appetizer.Next, you’ll cook your choices of Australian lobster tail, Gulf shrimp, beef tenderloin, fresh sea scallops or boneless chicken breast in a pot of sizzling soybean oil or broth. The main course is served with fresh vegetables and eight gourmet dipping sauces.Our famous chocolate fondue is flamed table-side, and presented with marshmallows for roasting and other delectable dippers.A 4 % operational fee is added to all checks to work in concert with Chicago's One Fair Wage Ordinance.

8. The Evie

4.8

Exceptional(772)

Price: Expensive

• American • River North (Chicago)

Booked 98 times today

Led by a team of lifelong Chicago restaurant figures, The Evie is a locally-owned upscale dining destination located at the heart of the Magnificent Mile. Led by Partner George Archos (Wildberry Café), Chef-Partner Nick Nitti (Forno Rosso, Lucia Rose, Cucina 3 Italian), and Executive Chef Phil Rubino (Spiaggia, L2O, Cicchetti), the restaurant provides city locals and visitors a place to unwind and indulge while overlooking iconic Michigan Avenue. Named after George’s mother and daughter, the concept puts family at the forefront, with an emphasis on warm, Midwestern hospitality. Evie offers full lunch/dinner and weekend brunch, presenting a menu of reimagined American classics and city favorites, spotlighting dishes like chef-crafted sushi rolls, freshly baked breads, Chicago-style Wagyu hotdogs, and USDA prime steaks. Complementing the menu, our dynamic beverage program weaves together seasonality and elegance, featuring an array of classic and craft cocktails, sake, beer & wine.

A photo of Hugo's Frog Bar & Fish House - Chicago restaurant

9. Hugo's Frog Bar & Fish House - Chicago

4.7

Exceptional(5401)

Price: Expensive

• Seafood • Gold Coast / Streeterville

Booked 42 times today

Hugo's Frog Bar & Fish House opened its doors in February 1997 in the heart of Chicago's Gold Coast neighborhood, next to sister restaurant Gibsons Bar & Steakhouse. Over Enjoy the city's finest seafood restaurant, Hugo's continues to be the destination for premier east and west coast oysters, crudos, frog legs, lobster and seasonal fish and shellfish, in addition to Gibsons Prime Angus and Gibsons Grassfed Australian steaks. An extensive wine list, classic cocktail list and selection of impressive signature desserts accompany the menu of fresh seafood, steaks and chops. Beautiful private dining and events spaces available. Gluten-free and vegan options available. Happy Hour Sun-Thurs, 3-6pm.

10. Fioretta

4.7

Exceptional(845)

Price: Very Expensive

• Steak • West Loop

Booked 74 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.

See what locals rave about

From verified diners like you

K
Kathy
Chicago / Illinois •1 review
5.0
Dined 1 day ago
We attended the Monday before Christmas for High Tea. The ambience was superb. We had carolers and a harpist playing in the background along with a variety of delicious treats at our table. Definitely an experience I would do again!
More info
The Palm CourtPrice: Very Expensive• Afternoon Tea• Gold Coast / Streeterville
•
4.6
G
Gina
Chicago / Illinois •5 reviews
5.0
Dined 3 days ago
Really good experience with great food. Loved the free bread service which you never get anywhere anymore! Linguine and clams was a little too garlicky for me, but the mussels, lamb, small bites, and cauliflower gratin were fantastic. Service was great too.
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La SerrePrice: Expensive• French• West Loop
•
4.6
J
Jamal
Chicago / Illinois •5 reviews
5.0
Dined 3 days ago
My friends and I had a wonderful dining experience at Mastro’s to celebrate my friend James’s birthday. The atmosphere was elegant and inviting, creating the perfect setting for a special occasion. The wagyu meatballs were slightly undercooked for my taste, possibly due to my preference for a different beef type. That said, the sea bass stole the show, it was absolutely exceptional, the best I’ve ever had at any restaurant. The sides were also perfectly prepared. The staff and management did a good job of touching our table, checking in to ensure we had a great experience. For dessert, we were treated to the buttercake as part of the birthday celebration. My daughter had highly recommended it, and it lived up to the hype. We all had a fantastic time, and I’m already looking forward to my next visit.
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Mastro's Steakhouse - ChicagoPrice: Expensive• Steakhouse• River North (Chicago)
•
4.6
M
maryam
Chicago / Illinois •1 review
5.0
Dined 7 days ago
I absolutely adored every single thing about this place. From the moment I walked in, the atmosphere was so warm and inviting—it felt truly magical. The food was beyond delicious, with every bite better than the last. The jazz music added such a classy and soulful touch, creating the perfect ambiance. The entire experience was simply unforgettable, and the decor was absolutely stunning. It’s a place I’ll definitely be raving about and coming back to
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Andy's Jazz ClubPrice: Moderate• Contemporary American• River North (Chicago)
•
4.7
O
Oleksandra
Chicago / Illinois •3 reviews
5.0
Dined 7 days ago
Was my best experienced truffle caesar salad, cocktails were delicious and our waiter was very sweet. Beautifully decorated now for Christmas place where you can enjoy your evening with people you love 💕
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AdalinaPrice: Very Expensive• Italian• Gold Coast / Streeterville
•
4.5

Best Live Music Restaurants in Old Town

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82 restaurants available nearby

1. Andy's Jazz Club

2. Mastro's Steakhouse - Chicago

3. Adalina

4. The Palm Court

5. La Serre

6. Asador Bastian

7. Geja's Cafe

8. The Evie

9. Hugo's Frog Bar & Fish House - Chicago

10. Fioretta

See what locals rave about

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