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New Yorkers 1st Choice
Best of River North

Nightlife happy hour

A happy hour that keeps the nightlife energy going without the typical late-night crowd taking over the space.

Based on 641 Opinions
+638
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Updated May 2026
01
The 101 Bar, Grill & Rooftop image 1
The 101 Bar, Grill & Rooftop image 2
The 101 Bar, Grill & Rooftop image 3
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Mediterranean restaurant

Mediterranean restaurant with a rooftop bar offering spectacular city views and multiple seating options including fire pits and private couches. Live music creates a lively atmosphere that balances well with conversation. Cocktails and food receive strong praise, contributing to an overall vibrant and welcoming vibe.

Outdoor lounge tables by the firepit create a relaxed vibe for groups and dogs. Friendly hosts add to the welcoming atmosphere that invites easy socializing.

Happy hour runs daily from 5 to 7 pm with a rooftop setting. The menu offers great drinks and food, and staff provide helpful recommendations.

People are saying

"The rooftop views of the city are beautiful."

"RJ, the bartender, made our nightlife unforgettable with his amazing cocktails."

"The happy hour food and drinks were amazing."

Good to know

1

Happy hour is available 7 days a week from 5-7pm.

2

Reservations are typically required, but walk-ins may be accommodated if available.

3

The happy hour offers a great selection of drinks and appetizers at unbeatable prices.

02
Arbella image 1
Cocktail bar

Large space divides into distinct atmospheres with comfortable booths and a lively club room. Music features a DJ-driven sound system playing chill, high-energy tunes that shape a fun, unpretentious vibe. Patrons include stylish young crowds, but the atmosphere welcomes all ages for drinks and conversation.

A club vibe kicks in from Thursday to Saturday around 10 PM with lounge electronic music setting the tone. The club room's chaos stays separate from the quieter restaurant area, keeping the space balanced.

Happy hour runs from 5 to 7 PM Monday to Saturday with a limited menu featuring impressive food. The options offer great value and make it a solid spot right after work.

People are saying

"The cocktails here are delicious and creatively made."

"Their Happy Hour has some great contenders, especially the old fashions."

"The cocktails here are adventurous and perfectly mixed."

Good to know

1

Reservations are recommended to secure a table, especially on weekends.

2

Happy hour runs from 5 to 7 PM Monday to Saturday with limited menu options.

3

Arbella turns into a club starting around 10 PM from Thursday to Saturday.

03
Charlie Martin's image 1

Cozy space with Hollywood regency decor and mood lighting creates a speakeasy vibe. Bartenders craft exceptional cocktails, including standout Old Fashioneds and martinis. Atmosphere suits jazzy date nights and sophisticated dining with white tablecloths.

An intimate supper club with a 1950s vibe offers a unique nightlife experience. The atmosphere blends old fashioned supper club charm with Hollywood nights energy.

People are saying

"The seafood, especially the oysters, was super fresh and amazing."

"It's like stepping back in time to a classic supper club."

"The ambiance here feels like traveling through time."

Good to know

1

Reservations are recommended, especially during busy weekend nights.

2

The restaurant closes early at 11 pm, so plan your visit accordingly.

3

They often run out of popular menu items by 8 pm on weekends.

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.

Happy hour features $1 oysters and shrimp cocktail on Wednesdays and Fridays, with half off cocktails and wine. The oyster deal stands out as a rare find since the pandemic.

People are saying

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

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

"Happy Hour oysters are a fantastic deal at just $1."

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
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 feels more open with a relaxed lounge atmosphere and live music.

Happy hour features a fabulous menu with well-paired wine options. Service at the bar is attentive, making it a great spot for a relaxed Saturday evening.

People are saying

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

"Emiliano's passion and artistry make the nightlife here second to none."

"Their espresso martini is phenomenal during Happy Hour."

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.

06
Howl at the Moon Chicago image 1

Rocking piano bar with live music and high energy atmosphere. Crowded seating near the stage creates an intimate vibe while the buzzing sound level keeps the energy lively. Specialty drinks come with sweet, cutesy presentations and the food offers elevated bar fare.

Live music drives the energy with exceptional talent performing classics like Bohemian Rhapsody and recent hits such as Pink Pony Club. A piano duel adds a unique twist to the positive vibe throughout the club.

Happy hour includes drink tickets and cover-free entry through promotions and giveaways. Frequent raffles offer chances to win free happy hour access and party reservations.

People are saying

"You'll have so much fun; the crowd is always energized."

"You can win a free Happy Hour with discounted drinks and food."

"The live music nightlife here is fantastic, with talented musicians playing classics and hits."

Good to know

1

There is a $12 cover charge to enter the venue.

2

Happy hour offers the first two drinks for $2 each.

3

Dueling piano nights are popular and feature audience requests.

07
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.

An extensive Happy Hour menu launched recently offers a variety of options. Checking the website or calling ahead helps confirm the Happy Hour hours.

People are saying

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

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

"I enjoyed a great Happy Hour experience with amazing deals."

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.

08
Moe's Cantina - River North image 1
Mexican restaurant

Massive Mexican restaurant with ample seating and a unique design that shifts into a nightclub on weekends. Lively atmosphere with energetic music, including reggaeton and clear TV audio for games. Outdoor seating and artistic decor add to the vibrant vibe.

Vibrant nightlife centers on a great dance club atmosphere with efficient bartenders enhancing the experience. Security staff provide helpful directions, supporting a smooth night out.

Happy hour features $8 margaritas and Palomas with attractive food options. Staff greet promptly and highlight the great value deals for drinks and portions.

People are saying

"The staff here makes the Mexican food experience so friendly and attentive."

"Our server Bella was friendly and nice during Happy Hour."

"Miguel was the highlight of my night, super nice and professional."

Good to know

1

Expect a $20 cover charge for entry during club hours.

2

Reservations are recommended, especially for larger groups.

3

All guests must arrive together to avoid additional cover charges.

09
STK Steakhouse image 1
Steak house

Modern steakhouse blends trendy club vibe with live DJ sets and bold neon decor. Atmosphere feels lively and energetic, with music often loud enough to dominate conversations. Cocktails stand out as fresh and flavorful highlights amid the setting.

A club atmosphere dominates with loud music typical of a young adult club. The noise level makes conversation difficult and the vibe is not suited for quiet or romantic settings.

Happy hour features delicious food with highlights like steak frites. The overall experience is great and enjoyable.

People are saying

"The food here is delicious and high quality."

"The service during Happy Hour was amazing, especially from Olivia and Sonia."

"The nightlife here feels like a young adult club with loud, danceable music."

Good to know

1

Happy hour offers great deals on food and drinks from 4-7pm on weekdays.

2

Expect a one-hour wait for a table during peak dining hours.

3

Cocktails are priced at $9 during happy hour.

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River North, Chicago

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