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New Yorkers 1st Choice
Local picks in River North

Desserts and happy hour

You want to transition from a drink to a sweet treat without breaking the rhythm of your happy hour.

Based on 776 Opinions
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Updated April 2026
01
Hawksmoor Chicago image 1
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Steakhouse offers a stylish and warm dining room with quiet sophistication and a relaxed but upmarket atmosphere. Cocktails are expertly crafted, complementing the coal-cooked steaks that define the menu. Private rooms and a dynamic space support both intimate and business gatherings.

Offers amazing deals on steak, burgers, and oysters during happy hour. The menu includes a gourmet Big Mac and good oysters that stand out.

People are saying

"The food here was delicious and cooked to perfection."

"The desserts here are rich and tasty."

"The happy hour steak frites offered the best deal."

Good to know

1

Happy hour runs from 5pm-6pm with great deals on steak, burgers, and oysters.

2

Reservations are recommended for the Sunday roast, which is only available on Sundays.

3

The restaurant offers gluten-free options and is knowledgeable about dietary restrictions.

02
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.

The dessert called The Cloud offers both a tasty treat and a showy presentation that makes for a memorable finish. Staff add a thoughtful touch by pairing it with a sparkling drink for kids.

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."

"You get a special birthday dessert, it's amazing!"

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.

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.

Toffee cake stands out as an unforgettable dessert. Birthday desserts come with candles, and the dessert tray has a 1955 vibe with tempting cheesecake slices.

People are saying

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

"The desserts here feel like a cozy step back in time."

"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
Nic + Junior's image 1
Restaurant

Bright, stylish space offers front-row kitchen views and classy indoor and outdoor seating. Atmosphere shifts from relaxed up front to more refined in the back dining room, creating a welcoming vibe for drinks or meals. Cocktails stand out with creative, well-crafted options like Negroni and martinis.

Soft serve dessert and phenomenal tiramisu stand out. Custom desserts made fresh add a unique touch.

Offers a cheap happy hour with a solid cocktail selection and a good menu. The happy hour experience feels next level and fantastic.

People are saying

"The food here is amazing, especially the tuna crudo."

"The happy hour oysters and focaccia are delicately crafted."

"You have to try the Brigadero Tiramisu dessert; it's so delicious."

Good to know

1

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

2

Reservations are recommended, especially on weekends to avoid long waits.

3

The restaurant features a unique fusion of Brazilian and Italian cuisines.

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.

Chocolate mousse stands out with its gold wrapping, hazelnuts, and toppings like a Ferrero Rocher. The cherry dessert also shines as a highlight among the amazing desserts.

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."

"The desserts here are amazing and looked good."

"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
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.

Tortoise pie stands out as a dessert option. Other desserts come highly recommended and pair well with appetizers and drinks.

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 desserts here are outstanding, especially the cherry pie."

"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.

07
VELA image 1
Mexican restaurant

Space channels sophisticated Mexican vibes with warm, vibrant design inspired by Mexico City. Music shifts from chill to loud with a live DJ mixing house, reggaeton, and hip hop, creating a lively atmosphere. Guests enjoy upscale casual energy with comfortable seating and standout cocktails.

Oxacan Churros serve as a sweet finish to meals. Special occasions get a free dessert with a signed card and sometimes complimentary champagne.

Happy hour features amazing cocktails made with quality liquors and great service at the bar. It offers a chance to enjoy appetizers and share main courses and desserts at a good value.

People are saying

"The food here has flavor profiles that are above and beyond."

"The cocktails during Happy Hour were amazing and made with quality liquors."

"The service here is amazing, truly going above and beyond."

Good to know

1

Happy hour offers $10 off cocktails and half-price appetizers from 4-6pm.

2

Reservations are recommended for large parties, especially on weekends.

3

The restaurant hosts a popup event with their sister restaurant every month.

08
Kitchen + Kocktails By Kevin Kelley - Chicago image 1

Elegant restaurant with stunning windows and Instagram-worthy dรฉcor creates a warm, welcoming atmosphere filled with perfectly curated music. The vibe is lively and friendly, enhanced by attentive service and a beautiful city view. The space balances upscale soul food dining with a fun, electric energy.

Banana pudding stands out as a birthday favorite and is served with a personal touch from the chef. Peach cobbler offers a sweet, classic option alongside drinks like margaritas.

Late Fridays extend the happy hour for those off work late. Kam provides quick service and great hospitality during the deals.

People are saying

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

"The peach cobbler was packed with peaches."

"Kam's hospitality made our happy hour so great."

Good to know

1

Reservations are recommended, especially for dinner service on weekends.

2

Happy hour runs until 7 pm on weekdays with discounted drinks and appetizers.

3

Valet parking is available for guests at the restaurant.

09
The 101 Bar, Grill & Rooftop image 1
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.

Thoughtful dessert boards feature candled-top sweets that light up with a fireworks show. Generous portions make the experience memorable and the quality stays consistently top notch.

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."

"The happy hour food and drinks were amazing."

"The desserts here are a dazzling fireworks show!"

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.

10
Lure Fishbar - Chicago image 1
Seafood restaurant

Seafood restaurant with quiet, elegant atmosphere and beautiful interior design featuring boat decor and funky wall art. Seating is comfortable and the space offers a small patio alongside plenty of indoor tables. The vibe suits a fancy dining experience rather than a casual, lively spot.

Desserts include a creamy sorbet and a warm cookie with ice cream that finishes the meal well. The brownie is delicious and desserts come perfectly prepared and presented.

Happy hour features great deals on oysters and a varied menu including house roll, Kenai roll, and shrimp poโ€™boy. It runs daily from 4 PM to 6 PM and offers a solid taste testing experience with snacks and drinks.

People are saying

"The seafood here is fresh, high quality, and delicious."

"The service here is top-tier, attentive, and genuinely welcoming."

"The desserts here are perfectly prepared and presented."

Good to know

1

Happy hour runs daily from 4 PM to 6 PM, including weekends.

2

Enjoy half-off wine bottles during happy hour.

3

Reservations are recommended for dinner, especially on weekends.

11
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.

Churros paired with ice cream stand out as a signature dessert. The dessert options consistently impress with amazing flavors and thoughtful recommendations.

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."

"The desserts here are amazing, with great recommendations from the server."

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.

12
Ema image 1
Mediterranean restaurant

Mediterranean restaurant offers warm, modern interior with two bar areas and outdoor seating including a patio and rooftop. Atmosphere stays lively but not noisy, creating an inviting and relaxed vibe. Extensive gluten-free menu and accommodating options stand out for dietary needs.

Desserts show skill and creativity with decadent flavors. They pair well with the entrees and make a strong finish.

Happy hour runs from 4 to 6 pm with discounted drinks and mezze. Portions stay generous but the spread list is limited, and it gets crowded during this time.

People are saying

"The food here is amazing, truly incredible."

"The manager comped our desserts after the kitchen messed up."

"The hummus during Happy Hour is amazing and creamy."

Good to know

1

Ema offers an extensive gluten-free menu with many options.

2

Reservations are recommended as the restaurant tends to fill up quickly.

3

Happy hour features generous portions but a limited list of spreads.

13
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.

Signature butter cake stands out as a highlight. Personalized menus and birthday desserts with candles add a special touch to celebrations.

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."

"You have to try the butter cake; it's a must-try."

"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.

14
Yasemi, A Modern Mediterranean Restaurant image 1

Spacious restaurant with modern, elegant decor and airy layout that avoids crowding. Atmosphere feels casual but chic, with loud music creating an energetic vibe. Tables require personal light to read menus due to dim lighting.

Cream dessert with caramel and banana stands out as a highlight. Desserts like banoffee are not commonly found and often come with thoughtful touches like birthday treats on the house.

Strong happy hour menu offers unique cocktails and $2 oysters at very reasonable prices. Great deals make it a solid choice for weekly visits.

People are saying

"The Mediterranean food here is fresh and delicious, especially the hummus."

"The happy hour oysters here are some of the best I've had."

"The cream dessert with caramel and banana was the best I've ever had."

Good to know

1

Happy hour runs daily from 4-6pm with unique cocktails at reasonable prices.

2

Enjoy $2 oysters during happy hour, a great deal for seafood lovers.

3

The restaurant adds a 4% surcharge to all bills, so plan accordingly.

15
Ila's Chicago image 1
Restaurant

Beautiful design and warm lighting create a relaxed, vibey atmosphere with unique cocktails that stand out. The space feels like a home away from home with comfortable furniture and a welcoming vibe. Music adds to the chill, inviting energy throughout the evening.

Good happy hour deals attract groups looking to unwind. Both happy hour and regular menu items offer delicious options to enjoy.

People are saying

"The dinner here was incredible, especially the short rib chilaquiles."

"I found the food and drinks delicious during Happy Hour."

"The sweet corn pasta dessert was a creamy, unforgettable surprise."

Good to know

1

Happy hour offers great deals on drinks and appetizers from 4-6pm.

2

The menu features a variety of unique dishes, including gluten-free options.

3

Reservations are recommended for dinner, especially on weekends.

16
The Wellsley image 1
Event venue

Art deco design and intimate lighting create a breathtaking space with two beautiful dining rooms and an upstairs lounge featuring red velvet curtains and sofas. The atmosphere combines a high-end polished vibe with loud, nightclub-style music that can make conversation challenging. Weekend DJs add a cinematic energy reminiscent of a Scorsese film.

Strawberry parfait and cream puffs filled with vanilla ice cream and topped with chocolate syrup stand out as delicious desserts. The menu offers a variety of sweet options to explore.

Happy hour offers a special menu with drinks like an old fashioned. The ambiance stays consistent and enjoyable, and prices drop to a fraction of the usual cost.

People are saying

"The bar staff are so engaging and friendly, even when busy."

"The staff is so friendly during Happy Hour."

"I thought the strawberry parfait dessert was delicious."

Good to know

1

Happy hour offers half-price drinks and appetizers, making it a budget-friendly option.

2

Reservations are recommended, especially for weekend dining.

3

The restaurant is currently only hosting private events until the end of the year.

17
The Alston image 1
Steak house

Dining room offers spacious elegance with a unique interior design and tableside presentations like duck press. Atmosphere blends pre-Covid hospitality with a lively, upscale crowd. Bar serves impressive cocktails alongside expert wine pairings.

Generous happy hour menu pairs foods and drinks that complement each other well. The bar's decor offers a pleasant spot to enjoy happy hour, while food outside the menu is notably pricy.

People are saying

"The steak here is outstanding, and the service makes you feel well taken care of."

"The staff here are so knowledgeable and kind, making the desserts feel special."

"You have to try the King Crab during Happy Hour; it's flown in fresh daily."

Good to know

1

Reservations are recommended to secure a table, especially during peak hours.

2

A 3% service charge is added to all credit card transactions.

3

Happy hour features a curated menu of food and drinks.

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