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Best Restaurants for Outdoor Dining in Old Town

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91 restaurants available nearby

A photo of Corcoran’s Grill & Pub restaurant
4.5
Awesome(164)
Price: Moderate
• Irish • Old Town
Corcoran's Grill & Pub is located in the heart of Old Town neighborhood, across the street from The Second City. 15 Beers on Tap (including craft, Irish imports and domestic selections), signature cocktails and wine. Irish & American cuisine featuring Pub burger, Fish & Chips, Corned Beef Sandwich and much more! Open for lunch, dinner and late night, offering great daily deals. In the spring and summer we offer special hours, an amazing beer garden as well as a front patio.
A photo of Pizzeria Portofino restaurant
4.8
Exceptional(1679)
Price: Expensive
• Italian • River North (Chicago)
Booked 203 times today
Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
4.8
Exceptional(9036)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 97 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.
A photo of RL Restaurant restaurant
4.8
Exceptional(7405)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 51 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 Mon Ami Gabi restaurant
4.8
Exceptional(8208)
Price: Moderate
• French • Lincoln Park
Booked 74 times today
Honoring classic French cuisine, Mon Ami Gabi is a traditional French bistro located in the heart of Lincoln Park. Our menu features simple French food including Steak Frites, fresh seafood, exquisite bites, and French rolling wine carts. Valet is located at the corner of Lincoln Park West and Belden for $17 cash or Zelle. During the holiday season, for all parties of 9 or more, we ask our guests to call the restaurant directly to book a reservation.Did you know that you can use Lettuce gift cards for carryout and delivery? Just place your order through Lettuce website, the LettuceEats app or any Lettuce restaurant website.
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 LUXBAR restaurant
4.6
Exceptional(2917)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 78 times today
The quintessential American bar, LUXBAR features seasonal and classic cocktails made from freshly pressed juices, premium ice, house made shrubs, and an extensive selection of spirits that runs especially deep in whiskey and bourbon. A "Build Your Own Manhattan" menu, thoughtful, approachable wine list, and beer menu with vintage and local options make the bar a go-to for casual, mid-week drinks and bites with friends, watching weekend sports and post-shopping. Beautiful private dining and events spaces available.
A photo of Quartino - Chicago restaurant
4.6
Exceptional(11080)
Price: Moderate
• Italian • River North (Chicago)
Booked 117 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 Blue Door Kitchen & Garden restaurant
4.6
Exceptional(2435)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 35 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 Ema - River North restaurant
4.7
Exceptional(4586)
Price: Expensive
• Mediterranean • River North (Chicago)
Booked 135 times today
A Mediterranean & California-inspired restaurant featuring small plates & Chef CJ Jacobson's lighter style cooking in Chicago's River North.

See what locals rave about

From verified diners like you
From verified diners like you
  • Raymond
    Chicago / Illinois •1 review
    5.0
    Dined 1 day ago
    I recently dined at Pizza Portofino, and I was beyond impressed! The food was absolutely delicious, with every bite bursting with fresh, authentic flavors. The pizza had the perfect balance of a crisp crust, rich sauce, and high-quality toppings. What really stood out, though, was the staff—they were amazing! From the moment we walked in, everyone was friendly, attentive, and incredibly quick. Our food arrived much faster than expected, and the service was seamless throughout the meal. If you’re looking for a great dining experience with fantastic food and top-notch service, Pizza Portofino is the place to go!
    More info
    Pizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)
    4.8
  • Mark
    Chicago / Illinois •4 reviews
    5.0
    Dined 3 days ago
    I made my reservation in December for Valantine Day. I ask for a special table. I was told they would try to accommodate me. I had no problem with that. What I am mad about is that the sat us at the smallest table in the restaurant. I did say something and did not get a response from anyone. This is not a Lettuce type management deal. I top of that a table next to us kept increasing the volume of talking louder. The other table was fine. We eat at Lettuce restaurants all the time. Management and service always concerned about their client's well-being.
    More info
    Mon Ami GabiPrice: Moderate• French• Lincoln Park
    4.8
  • Gayle
    Phoenix / Arizona •13 reviews
    5.0
    Dined 3 days ago
    Service was outstanding, especially considering our reservation was at 9pm and the staff was working the dinner service for many hours. Unbelievably service oriented. Food was exceptional, as always. The place was packed, and as a result the decibel level was high. It was expensive, but we really enjoyed being taken care of on the night before Valentine’s Day.
    More info
    RL RestaurantPrice: Expensive• American• Gold Coast / Streeterville
    4.8
  • Bradley
    St. Louis •13 reviews
    5.0
    Dined 3 days ago
    Gibson’s is one of our favorite “special occasion” places (Valentine’s Day, milestone birthday, etc.). Fantastic food and service. Elvis was a great server and we look forward to our next visit.
    More info
    Gibsons Bar & Steakhouse - ChicagoPrice: Expensive• Steakhouse• Gold Coast / Streeterville
    4.8
  • Lauri
    Grand Rapids / Western Michigan •16 reviews
    5.0
    Dined on Jan 12, 2025
    Great little pub to grab a bite before Second City. Friendly staff and food was delicious. Highly recommend
    More info
    Corcoran’s Grill & PubPrice: Moderate• Irish• Old Town
    4.5
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