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Top picks in River North

Chocolate date spots

A date spot where the chocolate feels like a thoughtful gesture rather than a clichรฉ.

Based on 702 Opinions
+699
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Updated April 2026
01
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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.

Chocolate flavors blend with creams in dishes showing Brazilian and Italian influence. Desserts include warm chocolate chip cookies, a dark chocolate dessert with crunch, and a smooth mini cone with a surprise at the bottom.

Sharing oysters, house-made Focaccia, and Tagliatelle pasta suits couples well. Complimentary shots and appetizers add a thoughtful touch for dates.

People are saying

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

"The staff here are so friendly and attentive, it's perfect for Date Spots."

"The wagyu just melted, showcasing its glorious marbling."

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.

02
The Franklin Room image 1
New American restaurant

Underground space with rich fabrics, leathers, and carved woodwork creates a high-end speakeasy atmosphere. The vibe is cozy and intimate, with music at a level that allows easy conversation. A specialty whiskey selection and unique cocktails attract those seeking a refined drinking experience.

Chocolate desserts stand out here, especially the Chocolate Crunch which is rich and flavorful. The menu also features a smooth chocolate mousse paired with gelato.

Splurging feels easy here with the pleasantly surprising check. The whipped formaggio stands out as a dish that impresses on any date, from first to anniversary celebrations.

People are saying

"The Date Spots here have amazing cocktails and flavorful dishes."

"I found their whiskey selection to be extensive and impressive."

"You have to try the Chocolate Crunch dessert; it's decadently rich."

Good to know

1

Reservations are recommended as the restaurant fills up quickly, especially on weekends.

2

Expect a wait time of 30-60 minutes during peak dining hours.

3

The bread basket costs $15 and is not listed on the menu.

03
Sophia Steak Chicago image 1

Upscale steakhouse offers intimate indoor seating and a welcoming outdoor patio with plants and shade. Atmosphere feels warm and inviting with stylish decor including Deco lamps and a flowered canopy. Cocktails and wine pairings complement perfectly cooked steaks in a comfortable setting.

Signature 13-layer chocolate cake features hazelnut layers that add crunch and a flavor like Ferrero Rocher. Peanut butter pie combines chocolate and peanut butter for a rich dessert option.

Perfect for a date night with a cozy vibe and attentive service. The menu features roasted chicken, filet, and salmon, all prepared with care, plus a signature 13-layer chocolate cake for celebrations.

People are saying

"The steak here is melt-in-your-mouth tender and perfectly seasoned."

"The 13-layer Chocolate Cake was luxurious and reminiscent of Ferrero Rocher."

"The Date Spots here serve the best steak I've ever eaten."

Good to know

1

Happy hour runs from 4:30 PM to 5:30 PM, including weekends.

2

Reservations are recommended for special occasions like birthdays.

3

Half off bottles of wine are available on Monday nights.

04
Levain Bakery image 1

Bright, cozy bakery with a warm, inviting vibe and irresistible chocolate and brown sugar aroma. Small indoor space with limited seating and a few outdoor seats on a patio. Known for exceptional cookies that set a high standard for deliciousness.

Cookies here pack a serious punch of dark chocolate and chocolate chip walnut flavors. The thick, large cookies come warm and loaded with rich, sweet chocolate that stands out.

Chocolate chip cookies stand out as a sweet treat for couples. Both partners enjoy the rich flavor and freshly baked quality.

People are saying

"I thought these cookies were the best I had ever tried."

"These chocolate chip cookies are the best I've ever had."

"These cookies are the best I've ever tasted."

Good to know

1

Levain Bakery opened in the River North area in September 2023, between Kinzie and Hubbard Streets.

2

The cookie costs over $5 each, so plan your budget accordingly.

3

Levain Bakery only offers one vegan flavor for those with dietary restrictions.

05
TARY image 1
Cafe

Cozy, minimal cafรฉ with authentic Kazakh decor and subtle cultural elements creates a calm, pleasant atmosphere. Plenty of seating and strong WiFi support work or socializing, while unique Central Asian pastries and dishes offer a distinct culinary experience.

Mocha features real dark chocolate with a unique rich flavor. Hot chocolate stands out for its slightly bitter, high-quality taste and consistent richness.

Cozy atmosphere suits catching up or a date. Drinks like Latte Irimshik and mochas stand out. It works well for both business lunches and casual meetups.

People are saying

"I thought the coffee here was super good."

"I enjoyed the rich, wonderful hot chocolate."

"The coffee here is fantastic, especially the lattes."

Good to know

1

Parking is reserved for commercial vehicles only, leading to potential tickets.

2

TARY serves unique Central Asian pastries and drinks not found elsewhere.

3

The cafe gets packed, making tables hard to get at times.

06
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.

Churros come with natural-tasting chocolate that is earthy and not waxy. The chocolate sauce includes a touch of mole, adding a subtle kick without overpowering the flavor.

Offers a lowkey vibe ideal for intimate dinners and celebrations. Features excellent cocktails and suits both date nights and after-work drinks.

People are saying

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

"The cocktails here are phenomenal, with recommendations that are spot-on."

"The churros' chocolate sauce had a subtle mole kick."

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.

07
Sinya Mediterranean image 1
Mediterranean restaurant

Mediterranean restaurant offers an airy, spacious interior with tasteful decor and soft lighting that creates a calm, casual vibe. Plenty of seating and outlets support relaxed dining or working. The atmosphere balances upscale design with a welcoming, comfortable feel.

Dubai chocolate appears in several forms, including a homemade dessert and a mocha. Chocolate flavored baklava also features as a unique option.

Spacious seating with plenty of lighting and greenery creates a relaxed vibe for dates. Menu options like impossible kofta and spicy chicken shawarma offer flavorful choices for two.

People are saying

"The Mediterranean food here is fresh, flavorful, and authentically delicious."

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

"I enjoyed the homemade Dubai chocolate, it was a nice treat."

Good to know

1

Knafeh is only available at the River North location from 4 PM to 10 PM.

2

The place is legit zabiha halal.

3

They give free hummus and salad with each order.

08
Hawksmoor Chicago image 1

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.

Chocolate desserts feature decadent creativity and balance, with options like the Chocolate Snickers and a hot chocolate tart that avoids excessive sweetness.

Steak lovers find a great spot here with rich, flavorful dishes that impress on special occasions. The vibe suits date nights and fancier evenings, creating a memorable setting for celebrations.

People are saying

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

"The service here is phenomenal, especially from servers like Patrick and Finn."

"The chocolate here is rich, tender, and perfectly cooked."

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.

09
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.

Rich and decadent chocolate desserts like the Chocolate Hazelnut Tart and chocolate torte close the meal. The double chocolate crisp cake offers a sweet, crisp texture alongside other unique options.

Great spot for a first date or date night with a relaxed vibe. Offers gluten-safe options and cocktails like the Do Not Disturb favored by many.

People are saying

"The food here is amazing, truly incredible."

"It's a cozy spot, perfect for a date night."

"The chocolate torte is a decadent, generous portion."

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.

10
L.A. Burdick Handmade Chocolates image 1

Chocolate shop offers an intimate, cozy atmosphere with French cafe-style decor featuring wood accents and soft lighting. Guests linger comfortably in a relaxed setting with in-shop seating and a beautiful garden patio. Display cases showcase an elegant array of handcrafted chocolates and confections.

Hot chocolate stands out as rich and truly exceptional, with varieties like dark Bolivian chocolate and hazelnut offering deep, intense flavors. The shop also features chocolate candies and a raspberry chocolate mousse cake that complement the drinks well.

Offers fantastic French sweets and artisanal chocolates ideal for couples. Serves hot tea and signature cookies, creating a cozy spot for dates.

People are saying

"This hot chocolate is thick, rich, and perfectly sweet."

"The hot chocolate here is thick, rich, and perfectly sweet."

"It's a gem for premium, handmade chocolates and decadent sipping chocolates."

Good to know

1

Expect a 30-minute wait for hot chocolate during peak hours.

2

They only serve drinks in to-go cups due to a broken dishwasher.

3

The tea and coffee are priced at $5 each.

11
The Lobby image 1
American restaurant

Luxurious interior with live violin and cello music creates an elegant, quiet atmosphere ideal for special occasions. Classic decor blends with modern flair, featuring views of an ice skating rink and tasteful holiday decorations. Tables near busy service areas can disrupt the otherwise calm, refined vibe.

Chocolate items and pastries offer distinct flavors and are tasty. Hot chocolate tastes delightful and stays balanced, not overly sweet.

Holiday tea offers a special occasion vibe with a variety of treats. Spa breakfast includes light, refreshing options suited for a relaxed morning.

People are saying

"The holiday tea experience with magical Mr. and Mrs. Claus is so kid friendly."

"The chocolate dessert was a sweet surprise at the end."

"The ambiance here is wonderful for Date Spots."

Good to know

1

Breakfast is available from 7:00 AM to 11:30 AM, Monday through Sunday, and can be booked on OpenTable.

2

Reservations are recommended for holiday-themed tea events like Halloween and Christmas.

3

The restaurant offers a separate menu for vegetarian options and accommodates dietary restrictions.

12
Ghirardelli Ice Cream & Chocolate Shop image 1

Two-story chocolate shop offers stunning river views and a luxurious yet welcoming atmosphere. The space fills with lively energy and can get noisy and busy, especially with families around. Seating is limited and first-come, first-served, with an outdoor patio providing a more relaxed vibe.

Rich, creamy scoops and handcrafted hot fudge define the chocolate experience here. The World Famous Hot Fudge Sundae and hot chocolate stand out as truly unforgettable treats.

Great for date nights and casual outings, with options to share desserts like the Dubai chocolate sundae. Couples often enjoy rare desserts together in a relaxed setting.

People are saying

"Jameson's service made the chocolate experience feel personal and joyful."

"I loved the nice view overlooking the river and city."

"The hot fudge sundae here is phenomenal."

Good to know

1

There's a special offer on 7/25 for a mini hot fudge sundae at $7.25.

2

Seating is first come, first serve and can be sparse during peak hours.

3

Finding a seat can be nearly impossible during busy times.

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.

Chocolate desserts include a rich sin cheesecake that tastes like a truffle and a gluten-free chocolate cake that is very delicious.

Staff notice special occasions and bring a surprise dessert with a candle. Service responds quickly to any issues, involving a manager when needed to keep the experience smooth.

People are saying

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

"The steaks here are the best I have ever eaten."

"The chocolate layer cake is so rich, it's like eating a truffle."

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
The Royal Sonesta Chicago River North image 1

Hotel offers gorgeous city and river views with a 17th floor rooftop pool and terrace. Interior features a dark, chic design with a fresh, luxurious scent upon entry. Rooms provide a quiet, comfortable atmosphere despite the lively surrounding area.

Rooms often include chocolates as part of a welcome package along with wine and balloons. Staff regularly provide free chocolates and leave them in the room, sometimes with personal notes.

Warm, welcoming staff create a comfortable atmosphere for couples. Celebrations like anniversaries and birthdays feel special here with attentive service and a relaxed vibe.

People are saying

"This place is so Kid Friendly; they upgraded our room for our daughter's birthday."

"The service here makes you feel like royalty."

"They left chocolates in the room for us upon arrival."

Good to know

1

Valet parking costs $100, and only valet service is available.

2

A resort fee of $32 or more is charged to all guests.

3

The hotel is centrally located near downtown and public transport.

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River North, Chicago

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