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Best Restaurants for Outdoor Dining in Highland Park, Chicago / Illinois

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53 restaurants available nearby

How are Featured results ranked

A photo of 501 Local restaurant
1. 501 Local
4.6
Exceptional(451)
$$$$
• Bistro • Winnetka
Booked 46 times today
501 Local is a locally owned and operated upscale casual American Bistro located in downtown Winnetka. The menu offers a combination of classic and contemporary dishes with a focus on seasonal ingredients and flavors. Our service is attentive and friendly. We are a perfect choice for catching up with an old friend over lunch, grabbing a drink with coworkers on our award-winning patio, or celebrating your occasion with family or a special someone. Make your visit to Winnetka unforgettable. Dine with us at 501 Local and add an extra layer of joy to your Home Alone pilgrimage just a half mile away!
A photo of Le Colonial - Lake Forest restaurant
2. Le Colonial - Lake Forest
4.8
Exceptional(1838)
$$$$
• Vietnamese • Lake Forest
Booked 88 times today
Le Colonial is a celebration of seductive spirit and vivid flavors reminiscent of Saigon in the 1920s. With locations in Atlanta, Chicago, Denver, Delray Beach, Houston, and Naples, the famed Vietnamese restaurant is designed to capture a bygone era of sophistication and opulence. Celebrated restaurateurs Rick Wahlstedt and Joe King deliver exquisite attention to detail in the luxurious, classic, and romantic atmosphere of Lake Forest’s lively Market Square District. For special occasions, our private dining space provides a bespoke setting for unforgettable celebrations. Please be advised that we do not hold an indoor reservation for all patio reservations. We cannot guarantee a table inside if you wish to move.
A photo of Cafe Dacha restaurant
3. Cafe Dacha
4.9
Exceptional(221)
$$$$
• European • Highland Park
Booked 5 times today
South Ukrainian, Eastern European kitchen features authentic, homemade dishes from Slavic nations, serves select wines and handcrafted cocktails.
A photo of Bella Via Ristorante restaurant
4. Bella Via Ristorante
4.6
Exceptional(1200)
$$$$
• Italian • Highland Park
Booked 5 times today
Bella Via Ristorante is thrilled to announce its new location at 431 Temple ave in Highland Park. An authentic Italian Restaurant, a true family owned and family operated that has served the North Shore communities for over 26 years. We feature classic Italian fare with an impressive selection of Italian wines. The menu consists of a variety of appetizers, homemade pastas, fresh fish, tender veal, chicken and many other Italian favorites.
A photo of Avli - Winnetka restaurant
5. Avli - Winnetka
4.4
Awesome(1250)
$$$$
• Greek • Winnetka
Booked 46 times today
Avli in suburban Winnetka has been a Chicagoland favorite since 2009 offering guests contemporary and classic Greek small plates, mains, and desserts as well as approachable Greek wines and inventive cocktails.Open daily for brunch, lunch, and dinner, we look forward to having you in to experience our core philosophies of Philoxenia (hospitality), Meraki (passion) and Kefi (joy) in the main dining room and seasonal outdoor patio!To inquire about an event, please contact: milton@avli.us
A photo of Francesca's Intimo restaurant
6. Francesca's Intimo
4.8
Exceptional(1829)
$$$$
• Italian • Lake Forest
Booked 41 times today
Francesca’s Intimo is located in vibrant downtown Lakeforest. A restaurant with a contemporary, casually sophisticated trattoria ambiance, rustic cooking, friendly service, and fair prices.
A photo of Rosebud - Deerfield restaurant
7. Rosebud - Deerfield
4.6
Exceptional(2202)
$$$$
• Italian • Deerfield
Booked 49 times today
At Rosebud Deerfield you’ll find classic Italian fare elevated with style — signature pastas, signature steaks and seafood, and desserts worth lingering over. The space itself matches the food — inviting, elegant, and warm, equally perfect for a night out with friends, a family celebration, or a business dinner that needs to impress. Here you’ll understand why Rosebud has been a Chicago icon for more than 50 years.Thank you for reserving with us. Indoor and outdoor seating are available; however, patio tables are limited and offered on a first-come, first-served basis. While we will do our best to honor requests, outdoor seating cannot be guaranteed.Dress Code: We kindly ask guests to join us in business casual attire. Please refrain from wearing gym wear, tank tops, sleeveless shirts, flip-flops, or short shorts. Dress shorts are acceptable, and we ask that hats be removed upon entering.If you need to make any changes to your reservation, please contact us prior to your arrival.
A photo of Fat Rosie's Taco & Tequila Bar - Lincolnshire restaurant
8. Fat Rosie's Taco & Tequila Bar - Lincolnshire
4.6
Exceptional(86)
$$$$
• Mexican • Lincolnshire
Booked 26 times today
Fat Rosie’s is a fun, hip & festive family-friendly Mexican Taqueria featuring a modern take on traditional Mexican cuisine and craft cocktails. Chicagoland's loud and proud Mexican fave since 2015 that's Fluent in Fiesta™
A photo of House 406 restaurant
9. House 406
4.9
Exceptional(1672)
$$$$
• American • Northbrook
Booked 11 times today
House 406 is a modern American restaurant perfect for your next date night, corporate meeting, or family outing. Our extensive spirits, wine & beer list offer something for everyone. Parties who arrive later than 15 minutes will forfeit their reservation.
A photo of Nico Restaurant restaurant
10. Nico Restaurant
3.9
Excellent(868)
$$$$
• Italian • Highland Park
Booked 35 times today
Nico offers a thoughtfully curated menu that blends Italian tradition with local favorites, creating a dining experience that is both familiar and refreshingly.Guests can look forward to a selection of signature dishes inspired by the beloved Viaggio menu, including the renowned meatball salad, chicken parmesan, and fresh-made pastas. In addition, Nico will feature a variety of Highwood favorites such as BBQ ribs, fried chicken, breaded shrimp, and skirt steak with burnt onions.The menu also highlights new culinary creations from Chef Nick whose dishes are designed to bring bold flavors and fresh perspectives to the table.A centerpiece of Nico is the brick pizza oven, where guests can enjoy Neapolitan-style pizzas. The menu extends beyond pizza, offering risotto, chicken, fresh fish, salads, sandwiches, and more—ensuring there is something to satisfy everyone.

See what locals rave about

From verified diners like you
From verified diners like you
  • ROBIN
    Chicago / Illinois •8 reviews
    5.0
    Dined 3 days ago
    This is a great place to have a work lunch. I bring my Team twice a year as everyone loves the food and the service is great. They do a great job with a larger party!
    More info
    Rosebud - Deerfield$$$$• Italian• Deerfield
    •
    4.6
  • LisaGold
    Chicago / Illinois •5 reviews
    5.0
    Dined 3 days ago
    Had a wonderful dining experience outside on the gorgeous patio. It was an active, yet peaceful space and the food was delicious, service excellent and all around a really enjoyable experience.. We will be back for sure!
    More info
    501 Local$$$$• Bistro• Winnetka
    •
    4.6
  • stephenGold
    Chicago / Illinois •17 reviews
    5.0
    Dined 4 days ago
    Food and services were very good with a great ambiance.
    More info
    Le Colonial - Lake Forest$$$$• Vietnamese• Lake Forest
    •
    4.8
  • MargieGold
    Chicago / Illinois •77 reviews
    4.0
    Dined 5 days ago
    Our food was very good. My husband LOVED the meatballs. Our waitress Marcie was fun. The only thing was it was very LOUD and close. When the weather is warmer I figure people will be outside which will help that. We won’t come on a Saturday again, just too crowded but we will be back.
    More info
    Bella Via Ristorante$$$$• Italian• Highland Park
    •
    4.6
  • Kendall
    Chicago / Illinois •2 reviews
    5.0
    Dined on Apr 22, 2026
    What a wonderful place. The food was authentic and delicious. We’ll be back.
    More info
    Cafe Dacha$$$$• European• Highland Park
    •
    4.9

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