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New Yorkers 1st Choice
Local picks in Chicago

Upscale nightlife

You expect a certain level of polish when you head out for the evening.

Based on 592 Opinions
+589
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Updated May 2026
01
Dearly Beloved image 1
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Cocktail bar

Cocktail bar showcases edgy and classy decor with amazing sculptures behind the bar, creating a warm, inviting ambiance. Lounge and bar seating offer intimate and Instagram-worthy spaces enhanced by live jazz and DJ sets. Signature craft cocktails and unique dishes complement the visually stunning, chic atmosphere.

Specialty cocktail lounge offers intimate lounge seating and pays close attention to every detail. The space feels beautiful and cool, located near many shops, restaurants, and clubs.

Elegant and sophisticated vibes fill the space with a gorgeous decor and a welcoming atmosphere. The style blends eclectic and fantasy elements creating a visually beautiful setting.

People are saying

"The cocktails here are amazing, thanks to Genesis's great recommendations."

"The nightlife here is amazing; the servers are so attentive and friendly."

"The cocktails here are creative masterpieces, a true experience."

Good to know

1

Happy hour runs from 4-6 PM Monday through Friday, offering half off all specialties.

2

Enjoy $2 oysters and $10 martinis during happy hour every day.

3

Reservations are recommended, especially during busy hours.

02
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.

Vibrant atmosphere fuels memorable nights with excellent food that consistently impresses. Celebrations here feel special thanks to the engaging vibe and quality offerings.

Flavors come out elegant and dishes show beautiful plating with care. Service feels classy and the music adds a sensually sophisticated vibe.

People are saying

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

"The Grand Tasting's large, delicious servings are a great value."

"The upscale food here is exquisite, creative, 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.

03
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.

An intimate lounge with a perfect number of tables keeps the space from feeling overcrowded. Guests enjoy live music, great service, and timely food delivery in a clean, safe setting.

Cozy and elegant atmosphere sets a dark, intimate tone ideal for date nights. Food offers an elevated twist on soul food, paired with pleasant service and music.

People are saying

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

"The food and atmosphere here are amazing for nightlife."

"It's so cozy and elegant, perfect for a date night."

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'.

04
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.

Combining a jazz club, supper club, and restaurant creates a unique nightlife vibe. The space suits special events like weddings and anniversaries, offering great food and impeccable service.

Elegant atmosphere blends with an intimate and welcoming vibe. Attentive service complements the elegant ambiance without feeling stuffy.

People are saying

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

"The staff made my birthday celebration feel so special."

"It's an elegant, intimate, and stunning atmosphere here."

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.

05
University Club of Chicago image 1

Building showcases early 20th century architecture with historic character and beautiful views. Atmosphere blends classy, elegant charm with modern exclusivity, creating a harmonious and inviting setting. Amenities include squash courts, gym, library, and bar, supporting both relaxation and active pursuits.

First-class amenities, restaurants, and bars create a polished nightlife experience. Events like boxing matches offer lively entertainment, though the vibe feels more corporate than communal.

Elegant design and classy atmosphere define the space. It combines luxurious touches with a simple, beautiful style.

People are saying

"The views of Lake Michigan from the club are great."

"I found the University Club of Chicago to be a great place."

"It's so elegant and luxurious here."

Good to know

1

The club hosts various events, including weddings and corporate gatherings.

2

Expect high costs for events, with weddings starting around $50,000.

3

Reservations are recommended for dining, especially during peak hours.

06
Adalina Prime image 1
Steak house

Steakhouse offers a stunning build-out with indoor and outdoor seating and a warm, modern feel. Atmosphere feels elegant and refined, with exceptional service and playful touches like a salt library for customizing steaks. Bar features include top-notch martini service and a variety of strong, well-crafted cocktails.

Lots of lounge seating creates a relaxed spot to hang out. Loud club music fills the room, making it feel more like a nightclub than a quiet evening spot.

Vibrant and elegant atmosphere creates a sophisticated dining experience. The bar features an elegant interior and a welcoming atmosphere that invites lingering.

People are saying

"The food here was delicious and flawlessly executed."

"The upscale service here is warm, friendly, and attentive."

"The interior's beautiful setting makes for amazing nightlife."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Reservations are recommended due to high nighttime traffic.

3

Trivia night happens every Tuesday at 8pm with a $5 entry fee.

07
JW Marriott Chicago image 1

Historic architecture blends with modern amenities in a quiet, peaceful setting despite urban surroundings. Spacious rooms offer old school luxury with plush beds and large bathrooms. Public spaces include an elegant lobby and a large bar with ample seating.

Multiple lounges offer a comfortable place to relax with good snacks and music. Staff like Aaron, Diane, and Amy provide excellent service and well-made cocktails, making the atmosphere inviting.

Elegant rooms offer abundant natural light and luxurious surroundings for getting ready. The on-site restaurant serves outstanding cuisine in an elegant setting with top-tier service.

People are saying

"I found the hotel to be absolutely beautiful and gorgeous."

"The staff here are incredibly accommodating and kind."

"The staff here are great and very helpful."

Good to know

1

Check-in is at 4pm and check-out is at 12pm.

2

Valet parking costs $88.00 per night.

3

Self-parking is available for $68.00 per night.

08
Mastro's Steakhouse image 1
Fine dining restaurant

Elegant dining space features dim, cozy lighting and live music performances that create a romantic, upscale atmosphere. The lounge offers an upbeat vibe with talented singers and pianists providing background entertainment. Seating is close together, enhancing a lively, intimate feel.

Live music fills the lounge every night, creating an upbeat atmosphere. The beautiful lounge area offers a relaxing spot to enjoy the entertainment with attentive and quick service.

Warm and elegant atmosphere sets the tone here. Live music adds to the upscale and refined vibe.

People are saying

"The steak here is amazing, with attentive and friendly staff."

"The atmosphere here is upscale, elegant, and visually appealing."

"The steaks here are so flavorful, they melt in your mouth."

Good to know

1

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

2

Reservations are recommended for dinner, especially on weekends.

3

Valet parking is available and recommended for convenience.

09
Sofitel Chicago Magnificent Mile image 1

Hotel offers elegant, spacious rooms with luxurious bedding and stunning city views. Atmosphere remains quiet and peaceful, creating an oasis amid urban bustle. Amenities include a fully equipped gym and spa-like baths, supporting relaxation and wellness.

A cool and inviting bar lounge sets the mood with great lounge music. The area feels safe and suits nightlife well.

Elegant ambiance defines the space with beautiful rooms and a great selection of cocktails at the bar. Servers balance friendly and down to earth with sophistication.

People are saying

"This hotel's location is perfect for walking to attractions and restaurants."

"The rooms here are so elegant and luxurious."

"The bar staff is super attentive and friendly."

Good to know

1

During the marathon event, the hotel provides water, bananas, and snacks in the lobby for runners.

2

A daily 'amenity fee' is charged at checkout without prior explanation during check-in.

3

Expect extra charges for WiFi and resort fees during your stay.

10
The Ritz-Carlton, Chicago image 1

Hotel offers stunning skyline views and a modern, elegant design with spacious, amenity-filled rooms. Atmosphere combines warm, inviting energy with a high-energy lobby featuring live music and seasonal decorations. Amenities include a quiet pool with sauna and a gym overlooking Lake Michigan.

The lounge offers a lovely atmosphere with staff who are phenomenal and attentive when needed, yet remain discreet.

Lobby impresses with spotless elegance and careful maintenance. Rooms offer sophisticated comfort with plush bedding and wide views of the waterfront and Navy Pier.

People are saying

"You get a nice view of the city and lake from the room."

"The bar staff's personalized greetings make the nightlife feel so welcoming."

"The staff's genuine warmth made me feel celebrated and at home."

Good to know

1

Every day at 5pm, they give out Garrettโ€™s popcorn.

2

The hotel is very kid-friendly with amenities for families.

3

The lounge is closed for the season, so check before your visit.

11
After Chicago image 1

Luxurious space with glowing circular bar and plush velvet seating creates a moody lounge atmosphere. Live music adds intimate, vibrant energy while acoustics keep conversations private. Drinks and food offer a unique, crafted experience with standout cocktails and dishes.

A moody lounge atmosphere sets a chill vibe with soft lighting and grooving music. The space offers a beautiful and intimate setting ideal for cocktails and late-night snacks.

Elegant atmosphere sets a sophisticated tone. The space feels beautiful with a refined ambiance similar to Chef Duffy's previous restaurants.

People are saying

"The food here is delicious, thoughtfully prepared, and creative."

"The creative cocktails here are outstanding and inventive."

"The atmosphere here is beautiful and elegant."

Good to know

1

Parking is available right outside the venue for easy access.

2

Happy hour runs from 4-6 pm on Fridays with special drink promotions.

3

Live music occurs every Wednesday, adding to the atmosphere.

12
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.

Rooftop views stand out with both indoor bar and outdoor lounge areas. The vibe shifts to a club atmosphere when the bar fills up, often making seating scarce before last call.

Lively and elegant atmosphere blends with a sophisticated rooftop experience. The space features chic ambiance and cozy seating near the riverwalk.

People are saying

"The rooftop city views are stunning and beautiful."

"The nightlife view from the rooftop is breathtaking."

"The upscale rooftop offers stunning city views."

Good to know

1

Reservations are required to secure a table at LH Rooftop due to limited space.

2

Expect long wait times during peak hours, especially on weekends.

3

Bring your ID as it is required for entry; no photos accepted.

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