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Best Live Music Restaurants in Old Town

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83 restaurants available nearby

A photo of Andy's Jazz Club restaurant
1. Andy's Jazz Club
4.8
Exceptional(5186)
Price: Moderate
• Contemporary American • River North (Chicago)
Booked 93 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(6436)
Price: Expensive
• Steakhouse • River North (Chicago)
Booked 49 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.
A photo of The Palm Court restaurant
3. The Palm Court
4.6
Exceptional(5138)
Price: Very Expensive
• Afternoon Tea • Gold Coast / Streeterville
Booked 38 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)
A photo of Divan restaurant
4. Divan
4.0
Excellent(121)
Price: Moderate
• Steakhouse • River North (Chicago)
Booked 33 times today
Located in Chicago's River North neighborhood, Divan is an exclusive steakhouse & supper club experience that features American steakhouse classics with refined European influences.
A photo of La Serre restaurant
5. La Serre
4.6
Exceptional(538)
Price: Expensive
• French • West Loop
Booked 78 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 Fioretta restaurant
6. Fioretta
4.7
Exceptional(990)
Price: Very Expensive
• Steak • West Loop
Booked 52 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.
A photo of Geja's Cafe restaurant
7. Geja's Cafe
4.8
Exceptional(5648)
Price: Expensive
• Fondue • Lincoln Park
Booked 26 times today
For over 60 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.
A photo of Chicago Chop House restaurant
8. Chicago Chop House
4.8
Exceptional(3800)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 26 times today
Experience History & Excellence: Chicago Chop House® legendary menu features exclusively hand-cut in-house USDA prime steaks, fresh mouth watering seafood, decadent house-made sharable sides and irresistible scratch-made desserts to perfectly culminate your dining experience! Immerse yourself in timeless elegance with five-star service and one of a kind ambiance that includes three cozy candle lit floors of seating filled with over 1,400 historic photos of Chicago architecture, sports, entertainment, political figures, and a wall of mayor's. During the beautiful Chicago summers enjoy our outside Courtyard that offers a perfect setting for a moonlit dinner. Chicago Chop House® combines a memorable dining experience with a rich history, making it a beloved original steakhouse in Chicago.
A photo of The Evie restaurant
9. The Evie
4.8
Exceptional(894)
Price: Expensive
• American • River North (Chicago)
Booked 72 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 Untitled Supper Club restaurant
10. Untitled Supper Club
4.5
Awesome(2906)
Price: Expensive
• American • River North (Chicago)
Booked 40 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.

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