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New Yorkers 1st Choice
Best of River North

Night lounge bars

When you head out for a drink, you want a lounge that stays open late so you don't have to cut your night short.

Based on 592 Opinions
+589
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Updated May 2026
01
Broken Shaker at Freehand Chicago image 1
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Cozy, dark basement setting blends 70s funk and tiki bar vibes with a hidden, tucked-away layout. Live jazz and DJ sets create an energetic yet civilized atmosphere where people chat and relax. Seating offers ample lounging space near bars that face both street and interior areas.

A chill lounge vibe sets the mood with well balanced cocktails and signature drinks. The space feels cute and welcoming, with friendly servers adding to the relaxed atmosphere.

Cozy, dark, and hidden, the bar offers a unique atmosphere with a mix of 70s funk and tiki vibes. Bartenders provide excellent service and create a welcoming space, especially for solo women, ensuring comfort and safety.

People are saying

"The cocktails here are inventive and delightfully complex."

"The bartenders here are super friendly and make amazing drinks."

"The Night Lounge cocktails are strong and creative."

Good to know

1

Happy hour offers $4 off cocktails, but check for specific times.

2

The bar closes an hour earlier than usual on some nights.

3

Parking can be challenging in front of the bar.

02
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.

Live jazz music plays in the lounge, creating a cool vibe for gatherings. The space fits about 100 guests and works well for private events and welcome receptions.

Warm and friendly atmosphere with a creative cocktail menu crafted by skilled bar chefs. Options include non-alcoholic choices like Tost NA Rose, and a larger lounge space offers live music for events.

People are saying

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

"You have to try the beef Wellington at the bar; it's top-notch."

"The Night Lounge staff were so accommodating and attentive."

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.

03
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.

Upstairs offers a vintage lounge vibe with billiards, old records, and a full bar. The loft space feels more open and hosts live music alongside a pool table and bar service.

Upstairs seating offers a vintage lounge vibe with billiards, old records, and a bar. The bar serves creative cocktails and late night dining options like pulpo carpaccio.

People are saying

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

"The bartender Emiliano is personable and makes amazing drinks."

"The food here is amazing, especially the creative appetizers."

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.

04
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 plays every night, creating an upbeat atmosphere in the lounge. The beautiful lounge area offers a relaxing spot with attentive and quick service.

Live singer adds energy while a large bar offers a wide selection of alcohol. TVs and good seating create a comfortable vibe, and the bar manager makes cocktail recommendations and offers a Port tasting.

People are saying

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

"The bar staff here are so attentive and friendly."

"The steaks at Night Lounge melt in your mouth with exceptional flavor."

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.

05
Redhead Piano Bar image 1

Piano bar offers live piano music with a phenomenal, engaging pianist in a small, crowded space that encourages standing and dancing. An outdoor cigar lounge provides additional seating with couches and ashtrays. The atmosphere is lively and packed, creating an intense but vibrant vibe.

Speak-easy style cigar lounge offers a cozy, calm atmosphere with a well-stocked selection. Staff provide attentive service, and management often mingles in the lounge, adding to the welcoming vibe.

A phenomenal piano musician leads the vibe, engaging the crowd with humor and skill. The bar offers a neighborhood feel with a great atmosphere for relaxing and enjoying drinks alongside live piano entertainment.

People are saying

"This piano bar is the perfect spot to end your night."

"It's a perfect spot for fun activities to end your night."

"This bar has an incredible late-night vibe and live piano music."

Good to know

1

Expect large crowds on weekends, especially after 10 PM.

2

Reservations are recommended for special events or large groups.

3

Happy hour offers discounted drinks from 4 PM to 7 PM on weekdays.

06
The Westin Chicago River North image 1

Rooms offer breathtaking river views and a sleek, modern vibe with warm colors and soothing scents. Lobby and bar areas feel air-conditioned cold with loud music, creating a lively atmosphere. Outdoor bar provides a great spot to see city lights at night.

The lounge offers a quiet escape for reading or relaxing during happy hour. It features breakfast, hors dโ€™oeuvres, desserts, and coffee and tea stations with attentive staff.

Bar and coffee stations sit conveniently for easy access. Location near many bars and restaurants adds to the social vibe.

People are saying

"The hotel staff were all very nice and helpful."

"You get great river views from the rooms."

"The Night Lounge offers gorgeous views of the Chicago River."

Good to know

1

Expect a $30 junk fee added to your bill automatically.

2

Breakfast buffet costs $40 after tax and tip.

3

Valet parking is available for convenience.

07
Freehand Chicago image 1

Retro art deco style hotel combines chic lobby with a lively bar scene featuring a spacious bar and fast internet. Rooms offer comfortable beds and clean amenities, while the lounge area provides a relaxed vibe contrasting the nightclub energy downstairs.

A relaxed, laid-back vibe fills the lounge with a cozy and spacious setting. The bar serves a stylish atmosphere paired with excellent music and well-made drinks.

Ample seating, mood lighting, and good music create a relaxed vibe at the lobby bar. The breakfast bar offers great coffee and a solid breakfast to start the day.

People are saying

"The bar staff here is amazing and super fun."

"The rooms felt cool and stylish with a modern design."

"The Night Lounge downstairs is neat and has good vibes."

Good to know

1

Expect a mandatory resort fee of $15โ€“40 per night not included in the initial price.

2

Breakfast is included in the morning for all guests.

3

Security on the floors is lacking, making the area feel unsafe after dark.

08
LOFT 22 image 1

Space blends modern and classic styles with ample room to dance and a lively dance floor featuring groovy house music from live DJs and occasional saxophone. Crowd dresses well and energy stays lively and trendy. Separate lounge areas offer spots to chat away from the music.

A mix of club and lounge vibes creates a lively atmosphere with good drinks. Access requires choosing a table or paying a $100 cover charge.

Combines a club and lounge vibe with a focus on good drinks. Bar service can be slow, with long waits sometimes.

People are saying

"The drinks here are top quality and really tasty."

"This bar has great music and a fun atmosphere."

"This Night Lounge has a great atmosphere, music, and people."

Good to know

1

A 20% auto-gratuity is added to all bills without prior notice.

2

Expect long wait times during busy events, especially for drinks.

3

A $100 cover charge is required to access the lounge area.

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