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New Yorkers 1st Choice
Local picks in Chicago

Italian food with live music

Italian dining accompanied by live music that enhances the conversation instead of drowning it out.

Based on 678 Opinions
+675
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Updated April 2026
01
Bistro Monadnock image 1
Bistro Monadnock image 2
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French restaurant

Historic building hosts a French bistro with European charm and elegant design. Live jazz music creates a relaxing atmosphere complemented by a skilled bar offering standout cocktails. The space feels cozy and stylish, attracting those seeking a refined dining experience.

Gnocchi stands out as excellent and well-prepared. The menu also includes dishes like beet salad, burger, fries, and mussels alongside the Italian offerings.

Live jazz fills the space with the Daniel Chavez Trio performing on Wednesday nights. The music creates a vibrant atmosphere that draws attention.

People are saying

"The escargot here is outstanding and alone worth the visit."

"The live music here creates a great ambiance."

"The Italian Food here, especially the gnocchi, is amazing."

Good to know

1

Reservations are recommended, especially on weekends, to avoid being turned away.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Expect a $10 charge for each cheese on the charcuterie board.

02
Ciao! Cafe & Wine Lounge image 1
Italian restaurant

Intimate lounge with live jazz music and a cozy, charming vibe creates a relaxed atmosphere. Small, curated menu complements the solid Italian eats and handcrafted cocktails. Limited seating and a neighborhood feel attract a laid-back crowd, especially on weekends.

Rigatoni Alla Rigo features spicy Italian sausage in a creamy tomato sauce. Pasta dishes come in just the right size and pair well with small plates like flatbread pizza and tomato-mozzarella bites.

Live music features intimate jazz performances mostly on weekends. Musicians and singers bring a friendly, engaging vibe that complements the cozy setting.

People are saying

"It's an intimate spot with amazing live music."

"The food here is consistently great and delicious."

"The live jazz music really added a nice touch to the Italian food."

Good to know

1

Live music nights are a popular attraction at the venue.

2

Food is available to order past midnight.

3

The venue accepts only cash payments.

03
Turquoise Cafe & Restaurant image 1
Mediterranean restaurant

Mediterranean restaurant offers spacious outdoor patio with live jazz music creating a warm and inviting atmosphere. The setting suits casual sit-down meals with a vibrant, welcoming vibe. Seating options include a cozy back room and beautiful sidewalk dining.

Risottos stand out with rich flavor and variety like shrimp, scallops, and mushrooms. Dishes include seafood tagliatelle, veal osso buco, gnocchi in buttery cherry tomato sauce, and salmon a la Pomodoro Romano.

Live piano music sets a great ambience inside. Outdoor seating features live jazz music for a relaxed sidewalk dining vibe.

People are saying

"The food here is delicious and satisfying."

"The Italian Food here is great, and the service is attentive."

"The live piano music here creates a great ambience."

Good to know

1

Happy hour runs daily with special discounts on drinks and appetizers.

2

Live music is featured every Saturday evening, creating a lively atmosphere.

3

Daily specials are available, offering unique dishes each day of the week.

04
The Soul Food Lounge image 1
American restaurant

Small, contemporary space combines live jazz saxophone with beautiful decor to create an inviting atmosphere. The vibe feels intimate and soulful, drawing a crowd that appreciates well-crafted soul food and a relaxed setting.

Rich and creamy vodka sauce spaghetti stands out. The lobster Alfredo with shrimp offers a delicious, indulgent option.

Live jazz music fills the space with amazing performances. A functional kitchen and inviting dining room sit alongside the music, creating a cozy atmosphere.

People are saying

"The American Food here is phenomenal, especially the perfectly seasoned yams."

"I loved the Creole Seafood Dressing; it was very good."

"The Italian Flame Broiled Lobster Alfredo was decadent and smoky."

Good to know

1

Restaurant Week 2024 offers a $59 deal for three entrees of your choice.

2

The lounge does not serve liquor, but customers can BYOB with a corkage fee.

3

Reservations are recommended, but tables are often available without one.

05
Borelli's Pizzeria image 1
Pizza restaurant

Small, intimate pizza restaurant with live music and a classic Chicago style vibe. Atmosphere feels cozy and warm, often featuring jazz and bluegrass performances. Includes a quirky kids' play area with vintage rides, making it family-friendly.

Food feels like home-cooked meals with tasty pizzas and pastas. Spinach salad and mozzarella sticks add simple, classic sides.

Live music features live singers performing on multiple nights, including Monday and Thursday. The music adds a fun and pleasant atmosphere while dining.

People are saying

"I found the pizza here to be very good and tasty."

"The live music here is always fun and a great plus."

"The live music here is always fun and top notch."

Good to know

1

Expect a $2 service fee added to your pizza order.

2

Delivery charge is $6.99 for pizza orders.

3

Live music happens on Monday nights, featuring local artists.

06
the Albert image 1
American restaurant

Space combines vintage scholarly decor with modern touches and thousands of old books. Atmosphere feels vibrant and lively with live music from guitar duos or three-piece bands enhancing the mood. Guests enjoy outdoor seating and a full bar offering standout cocktails like the Smokey Old Fashioned.

Ravioli stands out as a highlight, praised across multiple days. Risotto and pastas consistently deliver fantastic flavors, with dishes like the Polenta Board and Pork Chops complementing the Italian offerings.

Wednesdays feature live jazz music that creates a magical ambience. The bands add a great touch to the atmosphere.

People are saying

"The dinner spots here are seriously so good and delicious."

"I felt like I was in Sicily eating this Italian food with family."

"The live music really adds a magical touch to the atmosphere."

Good to know

1

Wednesdays feature live music, enhancing the dining experience.

2

Unlimited mimosas for two hours at $26 are available during brunch.

3

Happy hour offers three daily bar specials, perfect for budget-friendly drinks.

07
Chemistry Chicago image 1

Restaurant features live music and staff in lab coats creating a chemistry-themed atmosphere with stylish decor. Energy runs high with a loud, chaotic vibe and a crowded space. Food includes standout dishes like wagyu fettuccine and lamb chops, while cocktails are notably overpriced.

Alfredo dishes stand out with options like lamb chop, vodka with lamb, and salmon, all rich and flavorful. Pasta varieties include wagyu fettuccine and Penne alla Vodka with Ribeye, paired with garlic-buttery bread dusted in Parmesan.

Live music features a live band and singer alongside a DJ, creating a vibrant atmosphere. Jazz performances add to the energy, making even Monday nights feel like weekends.

People are saying

"The food here is amazing and delicious."

"The live band here was amazing and on point."

"The pasta here is so good, especially the creamy Alfredo."

Good to know

1

Sunday brunch ends at 3:00 PM, so arrive early.

2

A 20% gratuity and a 5% entertainment fee are automatically added to bills.

3

Reservations are for 1.5 hours, so plan accordingly.

08
Privilege Restaurant Bar image 1

Lounge-style space with impressive decor and plenty of room, including a VIP section. Atmosphere shifts from comfortable and mature to club-like with loud music later in the evening. Entertainment features live bands and top-tier DJs that encourage dancing.

Cajun pasta with chicken stands out as flavorful and well-prepared. Chicken Alfredo tends to be watery and lightly seasoned, sometimes with an artificial taste.

Live band performances happen on Wednesdays, creating a lively atmosphere. Drinks pair well with the live music that plays regularly.

People are saying

"I found the food here to be super good."

"The staff makes happy hour so welcoming and fun."

"I had the best Alfredo I've ever had."

Good to know

1

Happy hour runs daily from 6-7 PM with discounted drinks.

2

Karaoke night occurs every Thursday with a two-drink minimum.

3

Live entertainment is featured every 2nd and 4th Wednesday.

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