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Best Date Night Restaurants in Near North

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420 restaurants available nearby

A photo of Siena Tavern restaurant
4.7
Exceptional(6040)
Price: Moderate
• Italian • River North (Chicago)
Booked 188 times today
Entirely Rooted In A "From Scratch" Approach, We Present Upscale, Classic Italian Fares, Straight From Top Chef Alum, Fabio Viviani. Siena Tavern'S Extensive Wine List And Our Highly Contemporary Design, Interspersed With Rustic Details, Elevates The Genuine Italian Dining Experience While Simultaneously Maintaining Authenticity. Farm To Fork, Refined And Redefined.
A photo of Joe's Seafood, Prime Steak & Stone Crab restaurant
4.9
Exceptional(17587)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 178 times today
Joe's Seafood, Prime Steak & Stone Crab is a prime spot for a romantic date night. With its extensive seafood menu and prime steaks, it's a place that can satisfy any palate. The ambiance is consistently described as 'classy' and 'romantic', and the service is lauded as 'attentive' and 'knowledgeable'. One reviewer even called it their 'favorite place for date night'. So, if you're looking for a sophisticated, yet comfortable dining experience, this is your place.
A photo of Quartino - Chicago restaurant
4.5
Awesome(10989)
Price: Moderate
• Italian • River North (Chicago)
Booked 206 times today
Quartino Ristorante is a lively, authentic Italian restaurant and wine bar in Chicago's River North neighborhood. Our menu features Italy's regional specialties including artisanal salumi, Neapolitan thin-crust pizza, house-made pasta, and seasonal dishes. Menu items, served in moderate portions and meant to be shared, are perfect for adventurous diners ready for a unique experience.
A photo of Three Dots and a Dash restaurant
4.7
Exceptional(1837)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 66 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of Michael Jordan's Steakhouse restaurant
4.6
Exceptional(5401)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 57 times today
At Michael Jordan's Steak House, we are stewards of legacy rooted in heartfelt hospitality. From the sear on each cut of our Legendary Steak Flight to rolling each piece of our Wagyu Short Rib Truffle Pasta, we strive for the same greatness, spirit and soul that Michael demonstrated on the court. Join us for a romantic date night for a seafood tower garnished with oysters, shrimp and lobster. For a more cozy atmosphere, join us at the bar for a round of our signature cocktails and spirit-free drinks like the Jump Man, Airpresso Martini or Banana Old Fashioned. Break away from a typical brunch with 1-hour bottomless mimosas and Bloody Marys alongside Breakfast Burgers. No greater care is taken with private, fine dining in our historic space as we play a part in crafting unforgettable celebrations— from birthdays to anniversaries and every night in between. Rest assured, our team of all-stars will curate an exceptional group dining experience through our 23-Layer Cake for dessert.
A photo of Yardbird Table & Bar - Chicago restaurant
4.6
Exceptional(1341)
Price: Expensive
• Contemporary Southern • River North (Chicago)
Booked 64 times today
At Yardbird, our famous fried chicken is the heart of our Southern hospitality, celebrated by culinary giants like James Beard and Bon Appétit. Our menu reflects cherished family recipes and genuine warmth, capturing the essence of Southern charm. From our vibrant Miami Beach origins to our global expansion, we've remained committed to culinary excellence, honoring timeless American classics while embracing innovation.
A photo of Ema - River North restaurant
4.7
Exceptional(4550)
Price: Expensive
• Mediterranean • River North (Chicago)
Booked 123 times today
A Mediterranean & California-inspired restaurant featuring small plates & Chef CJ Jacobson's lighter style cooking in Chicago's River North.
A photo of RPM Italian - Chicago restaurant
4.6
Exceptional(12260)
Price: Expensive
• Italian • River North (Chicago)
Booked 161 times today
Located in Chicago’s River North neighborhood, RPM Italian is modern in approach and Italian in spirit, featuring a contemporary menu with dishes meant to be shared. The sister restaurant to RPM Steak and RPM Seafood, RPM Italian marks the first collaboration between partners RJ, Jerrod and Molly Melman of Lettuce Entertain You Enterprises and celebrity couple Giuliana & Bill Rancic.
A photo of Terrace 16 restaurant
4.4
Awesome(2190)
Price: Expensive
• Contemporary American • Near North
Booked 59 times today
Terrace 16 captures the spirit of Chicago’s glorious summer months year-round with genuine hospitality, warm design, a convivial bar, unmatched vistas and an ever-changing menu whose ingredients shine bright. Located on the 16th floor of Trump International Hotel & Tower Chicago, the American rooftop restaurant in Chicago includes a bustling indoor bar and dining room, as well as expansive outdoor seating on its idyllic rooftop patio – all punctuated by breathtaking views of the city’s most iconic landmarks. A vibrant menu features new American flavors, allowing ingredients to speak simply and powerfully for themselves. An extensive craft cocktail program and thoughtful wine list enhance the experience of the downtown Chicago restaurant with a view. Terrace 16 offers fresh options for a variety of tastes and preferences and our expert culinary team can accommodate any dietary needs.
A photo of Olio e Più - Chicago restaurant
4.6
Exceptional(976)
Price: Expensive
• Italian • River North (Chicago)
Booked 94 times today
OLIO E PIÙ brings Italian tradition and true sense of Mediterranean liveliness to the vibrant neighborhood in Chicago.As an authentic trattoria, its cuisine is based on classic Italian dishes. As you dine at OLIO E PIÙ, you’ll be transported not just by the flavors of Italy but also by the authentic atmosphere that surrounds you. It’s a place where time slows down, and conversations flow freely, just as they do in a true Italian household. Here, the spirit of 1970s Italian elegance lives on, and every meal is a celebration of life, love, and the joy of shared moments, especially with the open kitchen concept.OLIO E PIÙ is more than just a restaurant; it’s a portal to a different time and place, where the essence of Italy’s rich culinary and cultural heritage is captured in every detail.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • Ian
    London •5 reviews
    5.0
    Dined 1 day ago
    Beautiful restaurant with a fantastic ambiance and the food was superb- fully recommend this place
    More info
    Siena TavernPrice: Moderate• Italian• River North (Chicago)
    4.7
  • TracyHenderson
    Dublin •5 reviews
    5.0
    Dined 1 day ago
    Dom the moment e arrived we knew we’d picked a great place for our first night in Chicago. We had a mocktail and a glass of red whilst waiting for our table. Lovely decor and ambience. Our waiter was very helpful and talked us through the menu. Food was outstanding. We had calamari, fried shrimp and crab linguine. They gave us a complimentary slice of key lime pie. Oh my god this dessert was amazing. We were so full after dinner we were going to skip dessert and this arrived!! It would have been rude not to eat it. The whole experience has made a great start for our 4 nights stay.
    More info
    Joe's Seafood, Prime Steak & Stone CrabPrice: Very Expensive• Seafood• River North (Chicago)
    4.9
  • TriciaVIP
    Chicago / Illinois •5 reviews
    5.0
    Dined 4 days ago
    Every bit of our experience was perfection. We were a party of six and enjoyed Caesar salad, arugula salad, fettuccine Alfredo, penne a la vodka, meatballs, quatro formaggi pizze, tiramisu, vanilla gelato/strawberry (can’t remember the name… and espresso martinis… all amazing. Service was great. We will be back.
    More info
    Quartino - ChicagoPrice: Moderate• Italian• River North (Chicago)
    4.5
  • JeanneVIP
    Chicago / Illinois •5 reviews
    5.0
    Dined 5 days ago
    Wonderful dinner celebrating our 10th Wedding anniversary at RPM Italian. The restaurant reached out to ask how many years and when we arrived there was a custom printed menu with Happy 10th Anniversary! The kids loved the pastas and the bubbly drinks so they could cheers with us. The mini ice cream cones with anniversary sign was a sweet touch to end the night. Thanks for making it a special experience for our family to celebrate a delicious dinner together.
    More info
    RPM Italian - ChicagoPrice: Expensive• Italian• River North (Chicago)
    4.6
  • MichaelVIP
    Los Angeles •9 reviews
    5.0
    Dined 6 days ago
    I had an incredible experience at Three Dots and a Dash the evening of 12/22/2024. We had reservations in the Bamboo Room, which is a quieter, more intimate, rum focused experience. Matt, the bartender that evening, was fabulous; attentive, thoughtful, engaged, and friendly. We ordered a few drinks from the menu then asked Matt to create something special for us and his drinks did not disappoint. My experience with Tiki and rum drinks is decent; having visited almost every Tiki bar from San Diego to San Francisco (including Trader Vic’s at SJC), Tacoma to Seattle, & a Mai Tai tour across Oahu). 3 Dots is a must do, especially if you are a tiki or rum fan. Food was great too. Next time I fly back to Chicago I will definitely visit again.
    More info
    Three Dots and a DashPrice: Expensive• Cocktail Bar• River North (Chicago)
    4.7
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