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Best Romantic Restaurants in South Loop

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479 restaurants available nearby

A photo of Tre Dita restaurant
4.8
Exceptional(942)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 105 times today
Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. If booking in the dining room at Tre Dita, you will enjoy a menu of antipasti, handmade pastas, signature entrees and steaks. If booking in the Bar Tre Dita, you will enjoy a smaller menu of stuzzi, antipasti, handmade pastas and entrees. The full cocktail, wine list and dessert menu is available in both locations.Please note that Tre Dita only accepts reservations 7 days in advance.
A photo of Alla Vita restaurant
4.8
Exceptional(2387)
Price: Expensive
• Contemporary Italian • West Loop
Booked 144 times today
Serving a casual, family-style menu, Alla Vita is a place to gather and enjoy comfortable Italian cuisine. Alla Vita means “to life” in Italian which recognizes overcoming life's challenges and creating a space for shared meals and memorable experiences. Executive Chef Lee Wolen shares his passion for fresh, delicious Italian food made simply with the best ingredients. Follow @allavitachicago to stay up-to-date with the latest happenings.
A photo of Roanoke restaurant
4.4
Awesome(1506)
Price: Moderate
• American • Downtown / Loop
Booked 31 times today
Roanoke Restaurant, located in the Loop, is a local favorite known for its excellent service and top-tier culinary offerings. The menu highlights artisan comfort food, signature rotisserie dishes, and hand-crafted cocktails. The restaurant's design features luxurious finishes, copper accents, and warm lighting inspired by the rotisserie and brick oven in the open kitchen. Whether you're enjoying happy hour at the bar, dining by the fireplace for a more intimate experience, or joining the vibrant lunch crowd, Roanoke is an ideal spot to gather with colleagues, friends, or family. The restaurant also offers large event spaces that can accommodate up to 250 people.Guests can enjoy parking validation at the 172 W Madison Self-Park Garage. After 4 p.m. on weekends and weeknights, park for free with a $25 meal purchase. Be sure to bring your parking slip for validation. Not valid for valet parking.
A photo of Rose Mary restaurant
4.8
Exceptional(3388)
Price: Expensive
• Croatian • West Loop
Booked 128 times today
Located in the historic Fulton Market district of Chicago’s West Loop neighborhood, Rose Mary is Chef/Owner Joe Flamm’s debut restaurant inspired by his Italian heritage and the bold, bright flavors of Croatian cuisine. The boisterous space—named for Flamm’s grandmothers, Mary and Mary Rose, and the herb rosemary, which grows natively along the Italian and Croatian coastlines—offers a seasonal menu of rustic yet refined dishes that encapsulate what Flamm has coined “Adriatic drinking food”.
A photo of Gibsons Italia restaurant
4.8
Exceptional(4140)
Price: Expensive
• Italian • River North (Chicago)
Booked 139 times today
Gibsons Italia is built on a tradition & elegance that is relentless in the pursuit of the very best. Chef-driven tastes of Italy are paired with the superiority of Gibsons Steakhouse, creating a restaurant that makes the familiar, exceptional. Beautiful private dining and events spaces available.
A photo of Asador Bastian restaurant
4.7
Exceptional(232)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 19 times today
Asador Bastian is a Chicago chophouse with Basque influences from acclaimed ChefDoug Psaltis. Located in the iconic “Flair House” originally built in 1883, this historictownhouse has been revived and brought back to life with culinary inspiration from thegreat asadors of San Sebastián, Spain to serve the world’s best boutique beef withoutcompromise. The most remarkable dining experience comes from the purest ingredientsdelivered in the supremely thoughtful, welcoming and hospitable manner. This ethoshas directed every aspect of the experience at Asador Bastian, whether you’re joiningus for small bites and libations in our Bar Room or for a more intimate experience in ourDining Room.
A photo of RPM Seafood restaurant
4.7
Exceptional(1745)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 58 times today
Introducing RPM Seafood, a dramatic multi-level restaurant overlooking the iconic Chicago River featuring the truest expression of the world’s best fish and seafood.The sister restaurant to RPM Steak and RPM Italian, it marks the third collaboration between partners RJ, Jerrod and Molly Melman of Lettuce Entertain You Enterprises and celebrity couple Giuliana & Bill Rancic.
A photo of Miru at The St. Regis Chicago restaurant
4.7
Exceptional(1346)
Price: Very Expensive
• Japanese • River North (Chicago)
Booked 87 times today
Miru, Japanese for "view" celebrates the flavors and cuisine of Japan.  We invite you to join us for a collection of sharable dishes including tempura and crispy rice, a robust seafood and beef selection, as well as expertly crafted sushi, overlooking the Chicago River and Navy Pier.
A photo of Formento's restaurant
4.7
Exceptional(2873)
Price: Expensive
• Italian • West Loop
Booked 46 times today
Located in Fulton Market District within Chicago’s bustling West Loop, Formento’s is an Italian restaurant steeped with the bright and fresh flavors of Italy. Created as a nod to the owner’s grandmother, guests will experience an array of dishes from house-made pastas, seasonal antipasti and wood-fired fish and steak. At Formento’s, Chef David Schwartz combines new world culinary creativity with generations past. Our world-class wine program offers guests more than 300 varietals from around world. Three private event spaces can accommodate parties of 10 to 200 guests in an intimate second floor loft overlooking Restaurant Row, featuring a private bar and amenities.
A photo of The Palm Court restaurant
4.6
Exceptional(5126)
Price: Very Expensive
• Afternoon Tea • Gold Coast / Streeterville
Booked 50 times today
For those who love their afternoon teas fresh, fragrant and steeped in history, Palm Court at The Drake Hotel serving tea for over a century. Even the Queen and Princess Diana have made their royal visits here. Your afternoon tea begins with Palais de Thes menu, which features 15 tea blends including classic selections like the English Breakfast to modern yet delightful twists like the Mélange du Cap.Tea is served in individual tea pots accompanied by the traditional three tiered tea tray filled with an arrangement of gourmet finger sandwiches and scones; and dainty petit fours with complements of preserves, lemon curd and English double Devon cream.And let’s not forget about our little tea. The Prince & Princess Afternoon tea service, suitable for children between 3 and 12 years of age is available throughout the duration of afternoon tea service.Reservations are heavily encouraged. Tea service seating duration is 90minAdults $78 / Kids $35 (3-12)

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See what locals rave about

From verified diners like you
From verified diners like you
  • Pam
    Chicago / Illinois •18 reviews
    5.0
    Dined 2 days ago
    I booked this reservation for my daughter and her husband to celebrate her 28th birthday. I sent a note ahead of time letting the restaurant staff know and they were very timely in responding back stating they would make her experience special. Well I’m so very pleased to report back that they both had an AMAZING night! They stated the food was fabulous however, even better was how they were treated by your entire servers/team. Thank you Rose Mary staff as I truly believe she had a very memorable birthday this year all because of your attention to detail and for going above and beyond. Absolutely incredible!! And I will be certain to share out their experience with others so they patronize your place as well. Cheers, Pam
    More info
    Rose MaryPrice: Expensive• Croatian• West Loop
    4.8
  • JaneVIP
    Chicago / Illinois •7 reviews
    5.0
    Dined 2 days ago
    We went here after getting married at city hall and the staff made this such a wonderful experience! They put flowers at our table and wrote us a handwritten card with complimentary Prosecco. Great service and food, and they were accommodating to our party of 12. Would recommend to anyone!
    More info
    RoanokePrice: Moderate• American• Downtown / Loop
    4.4
  • Elizabeth
    Chicago / Illinois •1 review
    5.0
    Dined 3 days ago
    The whole experience exceeded our expectations. Joshua, our server, was phenomenal and had great recommendations. The grilled broccolini salad was mind-blowing! The atmosphere within the restaurant was personal and warm. It was not too loud or too quiet. Every table has a gorgeous view of the city and river. Definitely a splurge experience, but so worth it.
    More info
    Gibsons ItaliaPrice: Expensive• Italian• River North (Chicago)
    4.8
  • SunshineVIP
    Chicago / Illinois •13 reviews
    5.0
    Dined 4 days ago
    Beautiful atmosphere and decor with incredible views. House music played in the background, the bar is gorgeous and the people are here to see and be seen. Thankfully, the food and service stands up to the see and be seen portion of this experience. Service was amazing, our server was warm, friendly, happy to make suggestions, and funny. We really enjoyed her. The food was delicious - panzanella salad "like summer in a bowl" followed by the wild boar ragu (divinely rich and silky) and then a filete di manzo with parmesan roasted fennel and smashed potatoes. The steak is smoky, with a nice crust on the outside but rare, sweet and tender on the inside. At first, we had FOMO over the pasta, thinking we should have ordered two pastas. Once we had tiramisu for dessert (which was impossibly creamy and rich), we were glad we didn't order a 2nd pasta because we were so full. We ate very well and laughed about it as we rolled out of the St Regis to the car. We had the Blanco Bianco Amargo, a tequila/mezcal drink, and it was divinely crafted with a lovely finish. Everything here is well thought out and carefully executed. I asked our server to surprise me with a glass of red wine suitable for the pasta and steak. She gave me a Barbera, which worked well with the intense richness of the boar and beef. This is a romantic atmosphere, with lots of space and service is such that it allows privacy and the staff understand that. Highly recommend the experience for a date night!
    More info
    Tre DitaPrice: Very Expensive• Italian• River North (Chicago)
    4.8
  • AlexandraVIP
    Chicago / Illinois •14 reviews
    5.0
    Dined 7 days ago
    We like to sit at the bar. Service is really fast and we enjoy splitting a salad and pasta dish. The wines (reds) and cocktails (old fashioneds) are particularly good.
    More info
    Alla VitaPrice: Expensive• Contemporary Italian• West Loop
    4.8

Discover best romantic restaurants in South Loop

Explore the romantic dining options available in Chicago’s vibrant South Loop area, where the atmosphere and culinary expertise combine to offer unforgettable experiences. Each restaurant in this locale provides a unique ambiance that is perfect for date nights or special celebrations with your loved ones. From cozy seafood spots to innovative eateries with retractable rooftops, the South Loop ensures a picturesque setting that complements its diverse menu offerings. Whether you are in the mood for fresh oysters, handmade pizzas, or even an entertaining drag show dinner, you'll find an establishment that caters to your desire for both romance and excellent cuisine. The dining scene here is characterized by its commitment to quality and service, making each meal a delightful adventure. Engage with the charm of Chicago’s South Loop and make your next romantic outing truly memorable. This summary captures the essence of what makes each dining experience in the South Loop not just a meal, but a cherished memory in the making.

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