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Best Restaurants for Outdoor Dining in Downtown / Loop

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96 restaurants available nearby

A photo of Remington's restaurant
4.7
Exceptional(3248)
Price: Moderate
• American • Downtown / Loop
Booked 60 times today
Turn to Remington's to create a memorable experience for your upcoming event! Our venue can accommodate your group of 10 to 225 guests for breakfast, lunch, dinner, or a cocktail reception in a variety of private and semi-private dining spaces. Whether you're having an intimate gathering or a large corporate meeting, our sleek restaurant is the perfect spot to host your VIP guests in the heart of Chicago's Millennium Park area.
A photo of Acanto restaurant
4.8
Exceptional(3852)
Price: Expensive
• Italian • Downtown / Loop
Booked 39 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 Pizano's Pizza & Pasta - Madison restaurant
4.5
Awesome(324)
Price: Moderate
• Italian • Downtown / Loop
Booked 25 times today
Pizano’s Pizza & Pasta blends classic Italian recipes and fresh takes on traditional fare in one satisfying menu. The son of Pizzeria Uno founder and deep dish creator Rudy Malnati Sr., Pizano’s owner Rudy Malnati Jr. knows what makes an Italian dish truly delicious; high-quality ingredients, authentic recipes, and excellent service. Bowls of seafood marinara and chicken alfredo share menu space with bubbling deep dish pizza and Pizano’s award-winning thin crust pizza, a favorite of critics and visitors alike, including Oprah Winfrey, who featured the restaurant on her show. Located in the heart of Jeweler’s Row, the Madison Street location embodies historic Chicago dining, as timeless songs by Sinatra and Martin fill the air while diners gaze at numerous photos of famous athletes and entertainers line deep, rich wooden walls.
A photo of Girl & the Goat restaurant
4.8
Exceptional(14899)
Price: Moderate
• Contemporary American • West Loop
Booked 109 times today
Girl & the Goat opened in 2010 with the goal of offering a menu of bold, flavorful dishes designed to share in a fun and lively atmosphere. To complement the experience, we offer a curated selection of wines from around the world, focusing on small producers, along with a rotating list of craft beers and a playful cocktail menu crafted by our bartenders. The ever-changing menu, driven by locally sourced and seasonal ingredients, features favorites like sautéed green beans, roasted oysters, crispy short ribs, and confit goat belly. While reservations are encouraged for the dining room, our bar welcomes walk-ins, adventurers, and those who prefer spontaneity.
A photo of Gibsons Italia restaurant
4.8
Exceptional(3983)
Price: Expensive
• Italian • River North (Chicago)
Booked 132 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 Blue Door Kitchen & Garden restaurant
4.7
Exceptional(2393)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 38 times today
Blue Door Kitchen & Garden, home to celebrated Chef Art Smith, is a farm-to-table oasis in the heart of Chicago’s Gold Coast and deeply rooted in the philosophy of letting the seasons dictate the menu. From its inception, the Blue Door brand has become synonymous with sustainability and responsible sourcing. We pride ourselves in showcasing dishes made from fresh, local ingredients sourced from Midwest farms. Experience a chef-driven menu featuring everything from pierogis and market fresh salads, to Chef Art Smith’s famous buttermilk fried chicken. Walk-ins are always encouraged. Be sure to join us during the warmer weather months when the beautiful outdoor patio is open. While visiting, be sure to enjoy one of Blue Door Kitchen’s garden-to-glass cocktails, local beers or perfectly paired wines from our extensive list.For reservations eight or larger, please call the restaurant 312-573-4000.
A photo of RL Restaurant restaurant
4.9
Exceptional(7286)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 80 times today
If you do not find availability online, please call the restaurant directly at 312-475-1100.Located adjacent to the Ralph Lauren Chicago flagship store on Michigan Avenue, RL Restaurant features the vision and décor of Ralph Lauren in a modern club atmosphere. RL Restaurant offers classic American cuisine inspired by Ralph Lauren’s personal favorites. Seasonal dishes range from a chopped vegetable salad to a lobster roll sandwich, grilled fish of the day and steaks. On the cocktail list, guests can choose from classic drinks and a diverse selection of wines and other fine spirits.
A photo of Quartino - Chicago restaurant
4.5
Awesome(10974)
Price: Moderate
• Italian • River North (Chicago)
Booked 155 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 Ema - River North restaurant
4.7
Exceptional(4549)
Price: Expensive
• Mediterranean • River North (Chicago)
Booked 97 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 Gibsons Bar & Steakhouse - Chicago restaurant
4.7
Exceptional(8919)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 109 times today
Gibsons Bar & Steakhouse has been a Chicago icon since partners Hugo Ralli and Steve Lombardo opened its doors in May 1989. The classic American steakhouse serves Gibsons Prime Angus Beef and Gibsons Grassfed Australian Beef. Gibsons also features fresh fish, classic cocktails, an extensive wine list and exceptional service. Celebrities, Chicago visitors and loyal neighborhood residents enjoy three distinct locations: Chicago, Rosemont and Oak Brook. Beautiful private dining and events spaces available.

See what locals rave about

From verified diners like you
From verified diners like you
  • DavidVIP
    Chicago / Illinois •10 reviews
    5.0
    Dined 1 day ago
    Acanto never disappoints. The service, ambiance, wine, and food were fabulous! What a great crew! Angelica was the best server ever. The sommelier was knowledgeable and shared her love of wines. The expediting and bus staff were quiet and efficient. All good.
    More info
    AcantoPrice: Expensive• Italian• Downtown / Loop
    4.8
  • Margie
    San Francisco Bay Area •1 review
    5.0
    Dined 2 days ago
    Restaurant Review: The Girl and The Goat The Girl and The Goat continues to solidify its reputation as one of Chicago’s must-visit dining destinations. With a focus on bold flavors and a playful approach to globally inspired dishes, this restaurant delivers a truly memorable experience. Highlights: •Bread and Pimento: This dish is deceptively simple but executed to perfection. The warm, freshly baked bread pairs beautifully with the creamy, smoky pimento spread. It’s the kind of starter that sets the tone for an indulgent meal, leaving you reaching for seconds (or thirds). •Empanadas: Bursting with flavor, these are a standout. The flaky, golden crust envelops a perfectly seasoned filling that balances savory richness with a touch of spice. Each bite feels like a small, delicious adventure. Drinks to Complement Your Meal: While The Girl and The Goat boasts a full bar menu offering craft cocktails, wines, and beers to suit any palate, the non-alcoholic options are equally impressive. The menu features thoughtfully crafted mocktails, infused with fresh herbs, seasonal fruits, and house-made syrups. Standouts include a refreshing citrus-and-mint blend and a rich hibiscus and ginger cooler, each perfectly balanced to enhance the meal without overpowering the flavors of the food. Dessert Note: •Chocolate and Peanut Butter Dessert: A decadent and satisfying way to end your meal. The harmony of creamy peanut butter and rich chocolate creates a nostalgic yet elevated experience. The textures—silky, crunchy, and smooth—make this dessert unforgettable. The Girl and The Goat’s ability to innovate while staying approachable is what makes it a perennial favorite. From small plates to desserts, and a drink menu that caters to every guest, every dish tells a story worth savoring.
    More info
    Girl & the GoatPrice: Moderate• Contemporary American• West Loop
    4.8
  • Glenna
    Chicago / Illinois •9 reviews
    5.0
    Dined 2 days ago
    Wonderful waitress! Great pizza! Music a little loud and pounding .😞 overall great!
    More info
    Pizano's Pizza & Pasta - MadisonPrice: Moderate• Italian• Downtown / Loop
    4.5
  • Ivan
    Denver / Colorado •1 review
    5.0
    Dined 3 days ago
    Better than I imagined and the server was fantastic which made the food even better. The prime rib and the tuna is not something I would’ve gotten together however it worked. The drinks were fabulous. Can’t wait to come back!
    More info
    Remington'sPrice: Moderate• American• Downtown / Loop
    4.7
  • RadinaVIP
    Chicago / Illinois •1 review
    5.0
    Dined 5 days ago
    The food at Gibsons Italia is always exceptional, matched only by the stunning view. The focaccia and prosciutto appetizer is a must-try every time. The ambiance is unparalleled, making it the perfect spot to impress out-of-town guests. Lydia took excellent care of us, providing top-notch service throughout the evening.
    More info
    Gibsons ItaliaPrice: Expensive• Italian• River North (Chicago)
    4.8
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