Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Chicago / Illinois

Best Date Night Restaurants in South Side

Price
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Award-winning
Accessibility

408 restaurants available nearby

A photo of The Walnut Room - Chicago restaurant
1. The Walnut Room - Chicago
4.6
Exceptional(7792)
Price: Expensive
• American • Downtown / Loop
Booked 27 times today
For Large Parties 21 or more: please contact us at http://macysrestaurants.com/contact-us/ For Holiday Questions and Menu: http://macysrestaurants.com/walnut-room/holiday2024/The world famous Walnut Room has been a Chicago tradition since 1907. Located on the 7th floor of Macy's on State Street, the Walnut Room was the first restaurant ever opened in a department store. Conveniently located in the heart of the Chicago theater district, the Walnut Room is an excellent choice to take a break from shopping or for a meal and a glass of wine before the show. Enjoy our Famous Mrs. Herring's Chicken Pot Pie and other well known favorites on the menu.
A photo of Alla Vita restaurant
2. Alla Vita
4.8
Exceptional(2427)
Price: Expensive
• Contemporary Italian • West Loop
Booked 167 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 Chemistry restaurant
3. Chemistry
4.4
Awesome(1707)
Price: Expensive
• American • Hyde Park
Booked 90 times today
Chicago's premier black-owned steakhouse. Located in Chicago's Hyde Park neighborhood! Enjoy the finest steak while experiencing excellent white glove service. Chemistry exemplifies black excellence at its finest.**Please Note** We are not open for dinner service on Friday night. ALL RESERVATIONS ARE 90 MINUTES WITH A 15 MINUTE GRACE PERIODLarge Parties over 12: Are unable to make an online reservation. Please Email your request to reservations@chemistrychicago.com
A photo of The Gage restaurant
4. The Gage
4.7
Exceptional(12134)
Price: Moderate
• American • Downtown / Loop
Booked 118 times today
The Gage has become a perennial favorite of locals and visitors alike for over ten years by effortlessly blending European influence with American style. The restaurant serves refined, rustic cuisine, innovative libations and an award-winning wine list all in a lively, convivial setting. Known as a “must visit” among Chicago’s dining scene, The Gage continues to evolve by serving well-rounded food and beverage menus that feature classic dishes and drinks with contemporary twists rooted in tradition.
A photo of Bronzeville Winery restaurant
5. Bronzeville Winery
4.4
Awesome(113)
Price: Very Expensive
• Contemporary American • Bronzeville
Booked 32 times today
Bronzeville Winery is a destination where exceptional food, fine wine, and vibrant energy come together. The menu offers seasonal small plates, artisanal cheese boards, seasonal large plates, and a variety of vegan and vegetarian options, ensuring there’s something for every palate. From indulgent Sunday brunch to curated wine and whiskey tasting flights, each visit is a celebration of flavor and creativity. Located just moments away from U Chicago , Hyde Park and 3 minutes from Lake Shore Drive.BW sets the perfect mood with live music every Wednesday and Sunday & DJs for the vibe Thursday - Saturday. Stop by for Happy Hour Wednesdays & Thursdays from 4–6 or gather for unforgettable celebrations, birthdays & dates —whether it’s a party of 30 or a buyout for 200 guests.As the 2023 Jean Banchet Award Winner for Best Hospitality, Bronzeville Winery offers an unmatched combination of warm service, a welcoming atmosphere, and a soulful connection to Chicago’s rich cultural heritage.
A photo of El Che Steakhouse & Bar restaurant
6. El Che Steakhouse & Bar
4.7
Exceptional(2186)
Price: Very Expensive
• Steakhouse • West Loop
Booked 72 times today
Located just beyond the West Loop’s famed “restaurant row,” El Che Steakhouse & Bar is Chicago's go-to destination for steak, seafood, and live-fire cooking. The restaurant is modeled after Executive Chef/Partner John Manion’s fascination with Argentinean asados: traditional backyard barbecues surrounding the flame. A 12-foot custom-built grill serves as the centerpiece for this downtown asado which embraces South American-tinged meats, seasonal vegetables, fresh seafood, and of course, steak. The hearth also serves as the heart of the restaurant’s experiences such as dining at the Hearth Table. Join us for happy hour at our cocktail bar, featuring signature cocktails and fiery bar bites or indulge in a glass of wine from the country’s only South American wine list. No matter what you choose, El Che brings the heat seven nights a week.For large groups, private events, birthdays, or celebrations, email us info@elchechicago.com.
A photo of Roanoke restaurant
7. Roanoke
4.4
Awesome(1531)
Price: Moderate
• American • Downtown / Loop
Booked 84 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 The Alderman restaurant
8. The Alderman
4.9
Exceptional(225)
Price: Moderate
• Cocktail Bar • Pilsen
Booked 5 times today
The Alderman is a cozy, award-winning cocktail bar in Chicago, perfect for a date night. The reviews rave about its intimate, velvet-lined ambiance, and the craft cocktails created by a renowned mixologist. Customers say it's a great spot for private cocktails, date nights, and trying something new. The reviews highlight the exceptional service and unique experience of the bar, making it ideal for a romantic evening.
A photo of Acanto restaurant
9. Acanto
4.8
Exceptional(3939)
Price: Expensive
• Italian • Downtown / Loop
Booked 55 times today
Across from Millennium park and along Chicago’s Cultural Mile, Acanto Restaurant + Wine Bar is a treasured destination for those who appreciate authentic and approachable Italian food in a conversation-friendly atmosphere. Acanto serves seasonally-driven Italian cuisine from both regions of Italy utilizing artisanal ingredients from Midwest farmers and producers. Acanto boasts one of the most lauded wine programs in the US, including a 3-star rating by World of Fine Wine and a two-glass “Best of Excellence” rating by Wine Spectator. The libations menu is rounded out by Italian classics including spritzes and negronis along with craft cocktails, beer, and spirits. The word Acanto is the Italian translation of Acanthus, the flowery leaf featured prominently in Roman architecture. Famed architect Louis Sullivan used Acanthus in his distinctive terra cotta ornamentation found on the facade of the historically-landmarked building that houses Acanto.
A photo of Toro by Chef Richard Sandoval – Chicago restaurant
10. Toro by Chef Richard Sandoval – Chicago
4.4
Awesome(163)
Price: Expensive
• Contemporary Latin • Downtown / Loop
Booked 51 times today
Toro Chicago, from critically acclaimed Chef Richard Sandoval, is a vibrant Latin restaurant known for seamlessly blending bold Central and South American flavors with the innovative culinary techniques of Chef Sandoval. We offer a bespoke dining experience that celebrates the rich histories of Latin cuisine through a diverse menu, all hosted within a dynamic and lively environment. From tantalizing tapas to inventive entrees, each dish at Toro is crafted with a passion for excellence and a commitment to quality.
‘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

Explore OpenTable

Discover
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Our sites
Businesses
  • Delight more diners
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo