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Best Romantic Restaurants in Midway

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79 restaurants available nearby

A photo of Gaia Italiano restaurant
4.8
Exceptional(359)
Price: Moderate
• Italian • Berwyn
Booked 21 times today
Coming Soon!
A photo of South Side Social restaurant
3.8
Excellent(174)
Price: Moderate
• Contemporary American • Oak Lawn
SOUTH SIDE SOCIALNEIGHBORHOOD KITCHEN & TAP South Side Social is where friends come together to relax, watch the game, savor our Chef’s edgy takes on classic South Side dishes, sample locally crafted beers, sip on great wine, and enjoy artfully mixed cocktails in an upscale yet comfortable setting. Serving Breakfast, Lunch, and Dinner.
A photo of BLVD Steakhouse restaurant
4.3
Awesome(2912)
Price: Very Expensive
• Steakhouse • West Loop
Booked 66 times today
BLVD Steakhouse is a classic American steakhouse inspired by Hollywood's Sunset Blvd—the golden era's famed strip of dining and entertainment establishments. Our space embodies the glamour and luxury that defined Old Hollywood, offering sophisticated yet approachable service with a chef-driven menu of prime cuts, fresh seafood, and other seasonal favorites from Celebrity Chef/Partner Joe Flamm. Outside, our massive full season patio with a sprawling bar evokes an enchanted ‘secret garden’ look and feel with lush greenery, linen curtains, luxe upholstery, and romantic string lighting.
A photo of Rosebud Rosetta Italian restaurant
4.5
Awesome(2825)
Price: Expensive
• Italian • Downtown / Loop
Booked 35 times today
Rosetta Italian introduces an elegant Italian Restaurant in the heart of the loop, amidst Chicago’s financial district and the finest entertainment venues in the city. Escape the everyday hustle and bustle inside this relaxing dining oasis and enjoy an unforgettable culinary experience. Offering a classic selection of Rosebud's signature Italian dishes, steak, tender chicken entrees, seafood specialties, and a hamburger, voted number one in the city of Chicago by the Chicago Tribune, Rosebud knows a thing or two about the fine art of cooking. Join us for a satisfying lunch before heading back to the office or for a romantic dinner before a show in Chicago’s famed theater district. The inviting atmosphere, impressive wine list and impeccable service at Rosetta Italian encompass the sophistication and style that only Rosetta Italian can deliver. A 3% Surcharge will be added to every check. We will be happy to remove this by request.
A photo of il Carciofo restaurant
4.8
Exceptional(78)
Price: Expensive
• Italian • West Loop
Booked 128 times today
Located in the historic Fulton Market district of Chicago’s West Loop neighborhood, il Carciofo is a Roman Italian restaurant drawing inspiration from the restaurants and markets in one of Chef Joe's favorite cities, Rome. The restaurant offers a seasonal menu of elevated yet familiar Italian fare with traditional antipasti, Roman-style pizzas, hand-rolled pastas produced daily in a dedicated pasta lab and market-driven mains that highlight the season's bounty.
A photo of Aba - Chicago restaurant
4.8
Exceptional(2647)
Price: Very Expensive
• Mediterranean • West Loop
Booked 359 times today
Aba is a Mediterranean restaurant with locations in Chicago, IL, Austin, TX, and BalHarbour, FL. Aba, meaning father in Hebrew, incorporates Chef CJ Jacobson’s lighter styleof cooking with influences from the Mediterranean, including Israel, Lebanon, Turkey, andGreece. The bar program showcases rare Mediterranean-inspired wines and spirits.Signature dishes include Smoky Garlic Hummus, Muhammara, Heirloom Crispy ChickenThigh, Shawarma-Spiced Skirt Steak, Grilled Salmon Kebab and more. The bar programshowcases rare Mediterranean-inspired wines and spirits.
A photo of Alla Vita restaurant
4.8
Exceptional(2308)
Price: Expensive
• Contemporary Italian • West Loop
Booked 118 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 The Little Gem Restaurant restaurant
4.7
Exceptional(1146)
Price: Expensive
• Contemporary American • Oak Park
Booked 25 times today
This Intimate, Stylish Little Restaurant is Elegant and Romantic With a Warm and Welcoming Atmosphere. A Relaxed Fine Dining Experience.Casual or Smart - All Feel At Ease.Reservations are Recommended - Walkins are always Welcome.Full Bar with a Speciality Bourbon Collection, Fine Wines and Craft Cocktails.Newly Expanded to right next door Also Check Out ENCORE! by Little Gem it is just as cosy, warm and inviting.In addition we have a Private Party Room for up to 70.Food + Drink Party Packages Available.Outdoor Dining available weather permitting.Gift Cards, Private Parties and Customized Menus are available. Please call (917) 327 8997 or email us : info@thelittlegemcafe.comWe look forward to serving you!
A photo of Nonnina restaurant
4.6
Exceptional(2858)
Price: Moderate
• Italian • River North (Chicago)
Booked 58 times today
Nonnina is a romantic spot in Chicago, offering old-school Italian cooking with a retro vibe. Reviews frequently mention the 'cute', 'comfortable', and 'intimate' ambiance, perfect for a date night. One review mentioned a 'romantic dinner for 2' on their anniversary, with 'excellent service'. Another highlighted a 'beautiful red velvet booth' for a 'date night'. The combination of great food, exceptional service, and a cozy atmosphere makes Nonnina an ideal place for a romantic evening.
A photo of RPM Italian - Chicago restaurant
4.6
Exceptional(12262)
Price: Expensive
• Italian • River North (Chicago)
Booked 174 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.
‘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
  • Katie
    Chicago / Illinois •1 review
    5.0
    Dined 1 day ago
    Food was fantastic and our server (I believe Nico?) was so kind and quick with his service. Will be back again! Highly recommend the vodka rigatoni.
    More info
    Rosebud Rosetta ItalianPrice: Expensive• Italian• Downtown / Loop
    4.5
  • DianaVIP
    Chicago / Illinois •89 reviews
    5.0
    Dined 2 days ago
    As fans of Rose Mary we were eager to try El Carciofi and willing to take a 4:45 reservation. This is as fun and as delicious as Rose Mary and shares the same approach to dining—shareable small plates. Interesting craft cocktails, sufficient wines by the glass, exceptionally well trained wait staff and very flavorful food. Gus menu was all Rome inspired so it was a little less diverse than Rose Mary. The artichokes were spectacular crisply Rome style. Every inch was edible. Two to an order but they bring you a serrated knife if you want to have them. We had one other appetizer (calamari), one pasta and one seafood main. The portions are great for two to share but if three or four order another something or two and expect to get just a couple bites not full servings. They have $8 servings of gelato and sorbet and a couple amazing deserts they offered to checkout coats.a nice touch in Chicago’s winter. It’s easy to spend $100 per person if you gave two drinks each and desert. We found street parking but forgot to feed the meter since the sign wasn’t obvious so double check
    More info
    il CarciofoPrice: Expensive• Italian• West Loop
    4.8
  • Wendy
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    We thoroughly enjoyed our dining experience and are looking forward to dining here again. The food was delicious and service was outstanding!
    More info
    Gaia ItalianoPrice: Moderate• Italian• Berwyn
    4.8
  • Alex
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    Love the atmosphere and the food is excellent. Jules was a great server!
    More info
    BLVD SteakhousePrice: Very Expensive• Steakhouse• West Loop
    4.3
  • richrVIP
    Chicago / Illinois •17 reviews
    5.0
    Dined on 4 Aug 2023
    One on one service. Great food the chef came out to check out his creations.
    More info
    South Side SocialPrice: Moderate• Contemporary American• Oak Lawn
    3.8
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