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New Yorkers 1st Choice
Top picks in Chicago

Jazz date spots

The evening requires a setting where the music is smooth and the atmosphere is intimate enough for conversation.

Based on 665 Opinions
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Updated May 2026
01
Jazz Showcase image 1
Jazz Showcase image 2
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Jazz club

Intimate jazz club with historic dรฉcor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.

An intimate setting with excellent acoustics hosts some of America's best jazz musicians. The venue offers a historic atmosphere dating back to 1947 and keeps jazz accessible and affordable for all fans.

A quaint and dazzling spot with a romantic vibe perfect for date nights. Seating offers fantastic views without needing VIP access.

People are saying

"I enjoyed the great live jazz performances here."

"I enjoyed the excellent cocktails and draft beers."

"It's a cozy and romantic spot for date night."

Good to know

1

Admission is $20 per person for entry.

2

Jazz Showcase does not serve food but allows patrons to bring their own.

3

It is advisable to buy tickets in advance as shows often sell out.

02
Winter's Jazz Club image 1

Small, intimate jazz club with phenomenal acoustics and a speakeasy atmosphere. Live performances happen up close, creating a relaxed and welcoming vibe. Cocktails stand out as among the best, complementing the music well.

An intimate room with phenomenal acoustics hosts up-close jazz performances by a wonderful band. Candlelit tables create a super romantic vibe that feels authentic and relaxed.

Offers a cozy atmosphere with live jazz performances that set a relaxed mood. Frequented for intimate date nights and enjoyable evenings with friends or family.

People are saying

"It's a beautiful, intimate room for enjoying jazz."

"The cocktails here are amazing and refreshing."

"It's a great spot for date night and a pleasant evening."

Good to know

1

Tickets can be purchased online, with VIP seating available for $40.

2

Winter's Jazz Club does not serve food or snacks.

3

Getting to the club can be somewhat hidden and may require some effort.

03
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.

Live jazz music plays late on Friday nights, creating a lively atmosphere. Many musicians often pop in, forming a wonderful jazz ensemble that adds a nice touch to the experience.

Offers a solid spot for a date night with a relaxed vibe. The bacon-wrapped dates stand out as a sweet and savory starter, though some plates feel just average.

People are saying

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

"The food here is consistently great and delicious."

"The vibe here for date spots is so warm and intimate."

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.

04
Puttery image 1
Miniature golf course

Large, well-decorated space features a library-themed course and a rooftop area with notable views. Atmosphere combines jazz music with a fun, social vibe suited for couples and groups. Miniature golf includes a digital scoring system enhancing the experience.

Jazz music here is consistently incredible and great. The performances bring a lot of energy and fun to the atmosphere.

A pretty venue with a super fun atmosphere suits couples and small groups well. The vibe fits date nights and special occasions like anniversaries.

People are saying

"You'll have a fun time with the challenging mini golf courses."

"The staff here are amazing and make your date night special."

"The Jazz here was the best."

Good to know

1

Reservations are recommended, especially for larger groups or events.

2

The bar is wheelchair accessible, but the golf courses are not.

3

Expect upscale pricing for food and drinks at the venue.

05
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.

Live jazz music fills the room with a soft, smooth vibe that enhances the atmosphere without overpowering conversation. A jazz saxophonist adds an excellent ambiance to the lively setting.

Jazz music fills the room softly, letting conversations flow easily. Dishes like the Creole Soulfood Dressing and Sweet Sriracha Southern Fried Steak offer bold flavors for sharing.

People are saying

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

"The seafood dressing and salmon cakes here are amazing date spots."

"The Jazz here is spectacular and delicious."

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.

06
Madame Puffs and Thai Bistro image 1

Modern, chic dining space features luxurious decorations and bright golden lettering outside. Live jazz music creates a warm, inviting atmosphere that complements the upscale Thai cuisine. The small, intimate layout brings diners close to servers, enhancing the lively vibe.

Live jazz music fills the space with vibrant energy on Saturday nights. The jazz singer Sarah adds a captivating presence that enhances the experience.

Warm and intimate atmosphere suits couples well. The owner offers personal touches that enhance special occasions. The ambiance stays cozy and inviting for a romantic night out.

People are saying

"The food here is amazing and full of flavor."

"This place is perfect for dates with its warm, intimate atmosphere."

"The live jazz singer was fantastic and a great addition."

Good to know

1

Reservations are recommended, especially on weekends to avoid long wait times.

2

The restaurant is BYOB, so bring your favorite drink.

3

Expect a separate charge for protein in dishes, which can increase total costs.

07
Tortoise Supper Club image 1
American restaurant

Elegant supper club blends live jazz music with a cozy, lively atmosphere featuring dark wood and colorful jazz-inspired wallpaper. Dining spaces include a private room with a bar, creating intimate vibes amid a bustling crowd. The setting combines elements of a jazz club and restaurant for a unique experience.

Combines a jazz club, supper club, and restaurant for a unique vibe. Features live jazz bands that deliver great performances throughout the evening.

Offers a romantic atmosphere ideal for special moments like proposals, with staff coordinating surprises such as playing a partner's favorite song. Serves as a reliable spot for memorable date nights and pre-event dinners.

People are saying

"The food at these dinner spots was spectacular and delicious."

"I enjoyed the amazing jazz music during my visit."

"The food here is amazing, perfect for a date night."

Good to know

1

Reservations are required for private events and should be made well in advance.

2

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

3

Valet parking costs $16 for three hours, making it convenient for guests.

08
Le Piano image 1
Jazz club

Jazz club offers intimate candlelit setting with Chicago-style Parisian bistro decor and live experimental music performances. Atmosphere feels romantic and cozy, ideal for evening jazz and drinks. Seating layout and lighting create a refreshing vibe that highlights the music and ambiance.

An intimate jazz club with a vibe like stepping back in time to Paris. Brazilian Latin Jazz on Wednesdays offers a chill atmosphere with some of Chicago's best jazz musicians performing.

Guests lie down under the grand piano while the owner plays original compositions, creating a unique and intimate atmosphere. This spot suits celebrations and quiet moments shared over live piano music.

People are saying

"The jazz here is soulful in an intimate, amazing atmosphere."

"The patio is spectacular and a fun place to relax."

"The live music here makes for a perfect date spot."

Good to know

1

There is a music fee of $15 per person for entry.

2

Live jazz is played on weekends until 1 am.

3

Brazilian Jazz performances occur on Wednesdays.

09
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.

Live jazz features a stand-up bass player and a Japanese pianist performing together. A jazz duo with piano and saxophone plays in a cozy corner, creating a relaxed vibe during sidewalk dining.

The ambiance suits date night with a cozy and special vibe. The Mantii dish stands out as a tasty choice that adds to the experience.

People are saying

"The food here is delicious and satisfying."

"The food here is incredible, especially the mezze platter."

"I loved the live jazz piano and saxophone playing."

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.

10
UMMO image 1
Italian restaurant

Italian restaurant offers a modern jazz inspired design with upstairs loft featuring live music and pool table. Atmosphere shifts from quiet and intimate dining to a lively late-night hangout with DJs and bands. Decor includes quirky records and stylish interiors creating a warm, upbeat vibe.

Swanky jazz vibes fill the space with upbeat energy and a sexy lounge ambience. A jazz band plays alongside house music, enhancing the modern jazz aesthetic and warm, stylish atmosphere.

Quiet and intimate atmosphere suits date nights well. It works for celebrations and casual evenings but is less ideal with small children.

People are saying

"You honestly canโ€™t go wrong with the outrageously good pasta here."

"The Italian food here is so flavorful and delicious."

"The modern jazz vibe here is warm and stylish."

Good to know

1

Reservations are recommended, especially for larger groups, to ensure seating.

2

Happy hour runs from 4-7pm on weekdays with discounted drinks and appetizers.

3

The loft space converts into a club after 10pm with a DJ and dancing.

11
Chicago Symphony Orchestra image 1

Symphony Hall offers exceptional acoustics and an intimate setting with beautiful historic architecture. Performances feature world-class musicians delivering clear, balanced sound throughout the venue. The atmosphere is classy and professional, creating a refined experience for classical music lovers.

The venue hosts a long-running jazz series with performances by artists like Branford Marsalis and Wynton Marsalis. It suits both classical and jazz fans and offers a fitting space for jazz concerts.

Symphony orchestra events offer epic quality performances that create a memorable atmosphere. Attending a show here makes for a classic date night experience with live music.

People are saying

"The Symphony's performance was truly wonderful and amazing."

"I caught an unforgettable jazz concert here."

"The music here makes for a wonderful, memorable time."

Good to know

1

Children's concerts are interactive and educational, perfect for family outings.

2

Arrive at least 15 minutes early to ensure seating for performances.

3

The venue hosts movie concerts, enhancing the experience with live orchestral music.

12
TNT Rooftop Restaurant image 1

Rooftop setting offers beautiful views and a relaxing atmosphere with top-tier music from DJs playing 90s and 2000s hits. The vibe suits date nights and small parties, featuring a semi-private room. Food and drinks include flavorful seafood and cocktails, with standout items like lamb chops and lemon drop cocktails.

Smooth jazz music plays at a comfortable volume, creating a pleasant atmosphere. The tunes blend well with the beautiful decor during meals.

Early evening reservations set a relaxed tone for date nights. The spot plays anniversary songs and supports special moments like proposals during dinner.

People are saying

"I thought the food here was amazing."

"The seafood pasta here is a perfect date spot choice."

"I loved the smooth jazz music playing during my visit."

Good to know

1

Happy hour runs all night on Thursdays for ladies with special pricing.

2

Wine Wednesday offers three tastings and a full glass for $20.

3

An 18% gratuity is added for all parties, regardless of size.

13
Bistro Monadnock image 1
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.

Live jazz performances happen regularly, creating a vibrant atmosphere. Soft jazz music plays in the background, adding to the pleasant ambience.

Steak frites stands out with its perfect cooking and just right portion. The spot suits a date night vibe well.

People are saying

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

"The service here is outstanding for Date Spots."

"I loved the live jazz music playing."

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.

14
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.

Monday nights feature jazz jams with musicians and singers. The spot has a Jazz lounge vibe that pairs well with pizza.

Offers a casual vibe suitable for couples and families alike. Serves pizza that fits well with a relaxed date night or family dinner.

People are saying

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

"The pizza here is delicious, perfect for Date Spots."

"The pizza here is delicious with generous toppings."

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.

15
The SoulFood Lounge 2 image 1
Soul food restaurant

Small soul food restaurant offers an intimate atmosphere with an all-black aesthetic and live music featuring jazz and saxophone. The vibe stays laid back and refreshing, suited for quiet dinners or date nights. Space is limited, creating a cozy but sometimes cramped setting.

Live jazz music plays softly, creating a relaxed and inviting atmosphere. It suits a family outing with its calm and enjoyable vibe.

Cozy ambiance creates an intimate vibe ideal for date nights. The atmosphere suits both quiet dinners and casual bites to-go.

People are saying

"The American Food here, like the turkey leg, is off the bone and delicious."

"The food at these Date Spots is phenomenal and flavorful."

"I loved the live jazz music, especially the saxophone player."

Good to know

1

Reservations are necessary to secure a spot inside the restaurant.

2

Parking can be difficult, often requiring a walk from 1-3 blocks away.

3

The restaurant has a 'No Share Policy' for events like 'The Grand Tasting'.

16
Lemon image 1

Bar combines live music with an upscale cocktail lounge vibe in a cozy, low-light setting. Space includes multiple seating areas and a patio, creating a relaxed yet lively atmosphere. Music volume balances well for both listening and conversation.

A nightcap here comes with a real jazz club feel and classic cocktails. The jazz performances are pretty decent and fit the vibe well.

Smiles greet couples right away, setting a warm tone for a romantic date night. Unique drinks like the Viva Piรฑata mix smoked pineapple brandy and bourbon for a memorable experience.

People are saying

"The cocktails here are thoughtful, creative, and perfectly balanced."

"The cocktails here are creative and perfectly balanced."

"The jazz here is immaculate, truly incredible."

Good to know

1

Live music performances occur from Thursday to Saturday, featuring various bands.

2

Happy hour runs from 4-7pm with $5 shots and beers.

3

Bingo night is hosted every Wednesday at 8pm with a small entry fee.

17
Grill on 21 image 1
Restaurant

Restaurant occupies a sleek, upscale space on the 21st floor with an art deco and speakeasy vibe. Ambient live jazz music plays softly, creating a lively yet inviting atmosphere. Booths accommodate small groups comfortably, enhancing the overall elegant dining experience.

Live jazz plays softly, creating a pleasant atmosphere without chaos or loudness. The ambient music blends well with the setting, adding a wonderful touch to the dining experience.

Reasonable prices make it easy to visit for regular date nights. Dishes like roasted salmon with creamy mashed potatoes offer well-seasoned options for sharing.

People are saying

"The food here tasted lovely and was outstanding."

"The steak here is cooked to perfection, tender and juicy."

"The Date Spots here have the best crab cakes and steak cooked to perfection."

Good to know

1

Live jazz performances happen every Friday and Saturday evening.

2

A 20% gratuity is automatically added to bills for parties of two.

3

Sourdough bread is often out of stock, so consider alternatives.

18
Pour Decisions Chicago image 1

Live jazz music fills the space with top-tier performances while multiple large TVs broadcast sports loudly, creating a conflicted atmosphere. Upstairs offers a speakeasy vibe with a pool table, piano, and private party rooms featuring stylish decor and a full bar. The crowd enjoys specialty cocktails and highly praised wings, blending lively energy with casual comfort.

Live jazz music plays on weekends with an incredible jazz trio performing. The group features top players delivering amazing jazz that draws attention on Friday nights.

A chill vibe suits date nights with live music and game watching options. It works well for hanging out but may not fit all date expectations.

People are saying

"The bar staff here really make sure you're taken care of."

"You have to try the bottomless wings; they just melt off the bone."

"It's a great spot for a date with a great vibe."

Good to know

1

Wednesdays feature $20 all-you-can-eat wings, a popular deal.

2

Thursdays offer an $8 burger with fries and $5 domestic drafts.

3

Trivia night happens every Wednesday, adding to the midweek fun.

19
Ekiben Japanese Kitchen image 1
Japanese restaurant

Cozy interior with wooden detailing and Japanese street food classics creates a warm, inviting atmosphere. Calm, tasteful vibe features relaxed music and subtle decor, making it ideal for casual dining. Offers affordable prices with unique dishes like spicy tuna onigiri and Dragon Prime roll.

Music features a quiet, unobtrusive jazz mix that blends into the background. The style leans toward smooth jazz or elevator music, adding a tasteful ambiance.

Cozy, warm interior sets a casual vibe for date nights. Food offers flexibility with chef's choice dishes allowing ingredient swaps. Seating can be tight for taller guests, especially in corner booths.

People are saying

"The Japanese food here, especially the sushi, is so fresh it melts in your mouth."

"The sushi here is so delicious, especially the pink ranger roll."

"The jazz music here is quiet, tasteful, and enjoyable."

Good to know

1

The lunch special costs $10 and includes an appetizer, drink, and main dish.

2

Happy hour offers $5 beers, making it a great time to visit.

3

Portion sizes are generous, providing good value for the price.

20
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.

Live jazz performances happen here, offering authentic jazz music experiences. Occasionally, a DJ plays, but the focus remains on live jazz.

Reservations often require advance planning, with some spending around $200 for two. The spot offers card games and interactive elements that make the evening fun and entertaining for couples.

People are saying

"The food here is amazing and delicious."

"The drinks and live music make this a great spot."

"The jazz here is amazing, especially the salmon."

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.

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