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Best Romantic Restaurants in South Side

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70 restaurants available nearby

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A photo of Oliver's restaurant
1. Oliver's
new
4.8
Exceptional(32)
Price: Expensive
• American • South Loop
Booked 44 times today
Located in Chicago’s South Loop, Oliver’s is a neighborhood gem inspired by the elegance of Hollywood’s golden age. Our cozy, candle-lit space channels the charm of 1930s supper clubs with velvet seating and vintage artwork. The menu offers a fresh take on timeless favorites—steaks, seafood, indulgent vegetarian dishes, and decadent desserts—crafted with care and quality ingredients. At the bar, classic cocktails get a modern twist, celebrating the art of mixology. Whether you're here for a casual night out or a special celebration, Oliver’s is where great food, drinks, and memories come together. We’ve saved you a seat.
A photo of Venteux Brasserie, Cafe, & Oyster Bar restaurant
2. Venteux Brasserie, Cafe, & Oyster Bar
4.3
Awesome(1143)
Price: Moderate
• French • Downtown / Loop
Booked 28 times today
Residing within Michigan Avenue's famed Carbide & Carbon building is a stylish and modern French restaurant, serving classic French fare with a contemporary twist. Through a unique dining experience crafted with passion and precision by Executive Chef Marcel Heiduk, guests are transported to the bustling brasseries that define the Parisian lifestyle... This is Venteux.
A photo of Chicago Oyster House restaurant
3. Chicago Oyster House
4.7
Exceptional(871)
Price: Very Expensive
• Seafood • South Loop
Booked 5 times today
Chicago Oyster House is a cozy, seafood-focused restaurant in the South Loop. It's often described as perfect for a quiet, romantic dinner, with an atmosphere that's both relaxed and intimate. Reviewers praise the excellent food and attentive service, noting it's a great spot for date nights or special occasions. Its menu offers a range of seafood dishes, including fresh oysters, sushi, sashimi, lobster tails, and more.
A photo of Sofi Restaurant restaurant
4. Sofi Restaurant
4.7
Exceptional(1713)
Price: Expensive
• Italian • South Loop
Booked 9 times today
Born in Milan to a renowned restaurant family, Chef/Owner Maurizio Michi has always had a passion for cooking.This Northern Italian Restaurant features classics that include, Ossobuco alla Milanese, Braised Short Ribs of Beef, Veal Chop Emiliana, Fish Stew Viareggina, along with Steaks, Lamb Chops and grilled Sea Bass Branzino all of which are executed to perfection under his watchful eye.Sofi also offers authentic Italian pastas that are prepared in house daily with the freshest ingredients in the market.Bread, Focaccia and all of our desserts are also prepared daily.some examples of the desserts include Panna Cotta, Chocolate Souffle, TiramiSu and Ricotta cheese cake.The wine list is comprised mainly of wine from Italian vineyards with some California exceptions.Hospitable and Welcoming, Sofi creates the perfect Italian Restaurant experience.
A photo of Chez Joel restaurant
5. Chez Joel
4.8
Exceptional(2732)
Price: Moderate
• French • Little Italy / University Village
Booked 18 times today
Chez Joel is a romantic haven in the heart of Chicago. It's described as a cozy French bistro with an intimate ambiance, reminiscent of a true French bistro. The restaurant offers an enchanting al fresco dining experience in its garden tables and a divine romantic dinner under the stars. It's praised for its exquisite food, excellent service, and warm, personalized atmosphere. It's the perfect spot for any special occasion, especially for romantic dates.
A photo of The Metropolitan restaurant
6. The Metropolitan
4.3
Awesome(524)
Price: Expensive
• Contemporary American • Downtown / Loop
You’re invited for an exclusive ‘guest pass’ dining experience at Chicago's finest Private Business and Social Club, The Metropolitan, on floor 67 of the iconic Willis Tower. This reservation includes limited access to our Private Club. Member events, benefits, charge privileges etc, are for Members Only. While enjoying the Club, ask about your invitation to Membership for future All Club ACCESS to Dine. Host. Connect. Work. And Play. DRESS CODE: Smart Casual. No rips or tears in denim, athletic wear, hats or sandals. Jackets are recommended for gentlemen in Craftsman. Text: 312-940-9375 or Call: 312-876-3200.All food and beverage purchases are subject to an automatic 20% Service Charge, which is distributed by the Club to food and beverage service employees. The Service Charge is not a tip or gratuity. Please inform your server if you or anyone in your party has food allergies or special dietary requirements. ©Invited. All rights reserved.
A photo of Unico Restaurante restaurant
7. Unico Restaurante
4.9
Exceptional(13)
Price: Moderate
• Italian • Lower West Side
Booked 2 times today
Welcome to Unico Restaurante we look forward to serving you.
A photo of 312 SUSHI BAR restaurant
8. 312 SUSHI BAR
4.7
Exceptional(5)
Price: Expensive
• Japanese • River North (Chicago)
Booked 1 time today
312 SUSHI BAR is a culinary oasis in the heart of Chicago, offering a unique dining experience for sushi lovers. The inviting atmosphere is enhanced by the sounds of conversation and the clinking of chopsticks, while the open kitchen showcases the chefs' artistry as they prepare each dish with the freshest seasonal ingredients. The menu features a delightful mix of traditional and innovative sushi, including melt-in-your-mouth nigiri, sashimi, and creative maki rolls that highlight the chef's skill. To elevate your meal, 312 SUSHI BAR offers an extensive selection of sake and wine, expertly chosen to complement the sushi's delicate flavors. Whether you prefer a crisp Sauvignon Blanc or a rich Pinot Noir, the knowledgeable staff is ready to help you find the perfect pairing. More than just a restaurant, 312 SUSHI BAR invites you to embark on a memorable culinary journey in a vibrant setting.
A photo of Tre Dita restaurant
9. Tre Dita
4.8
Exceptional(1348)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 101 times today
Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. Whether you're booking in the dining room at Tre Dita or Bar Tre Dita, you will enjoy the full menu of antipasti, handmade pastas, signature entrees and steaks. The full cocktail, wine list and dessert menu is also available in both locations.Please note that Tre Dita only accepts reservations 7 days in advance.
A photo of RPM Seafood restaurant
10. RPM Seafood
4.6
Exceptional(2009)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 223 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.
‘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.

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