Chicago Food & Drink

Al Fresco Feasting: 14 Tasty Outdoor Eats in the Windy City

Chicago is a bustling city with a diverse food scene. It's no surprise that many restaurants have taken advantage of the beautiful weather by offering outdoor seating options.

Whether you're looking for a romantic dinner or a casual lunch with friends, there's a restaurant with outdoor seating that will suit your needs.

Outdoor seating provides a unique dining experience that can't be replicated indoors. You can enjoy the fresh air, people-watch, and soak up the sun while enjoying delicious food.

Plus, outdoor seating is an excellent option for those who prefer to dine in a socially distanced environment.

From rooftop patios to sidewalk cafes, Chicago has plenty of restaurants with outdoor seating to choose from.

Whether you're in the mood for Italian, Mexican, or American cuisine, there's a restaurant that will satisfy your taste buds.

In this post, we'll be reviewing the best restaurants with outdoor seating in Chicago. We'll explore the ambiance, menu, and overall dining experience of each restaurant.

So sit back, relax, and get ready to discover some of the best outdoor dining options in the Windy City.

1. Aba

Aba
302 N Green St 3rd Floor, Chicago, IL 60607 (Google Maps)

Aba is a posh Mediterranean restaurant with a lounge-style rooftop patio. The restaurant serves elevated Mediterranean fare and cocktails.

The outdoor seating area is perfect for enjoying the Chicago weather while indulging in delicious food.

The staff is friendly and attentive, and the ambiance is luxurious. The small plates are packed with decadent texture and flavor.

The crispy potatoes and short rib hummus are highly recommended. Reservations are recommended as the place is always busy.

2. Monteverde Restaurant & Pastificio

Monteverde Restaurant & Pastificio
1020 W Madison St, Chicago, IL 60607 (Google Maps)

Monteverde Restaurant & Pastificio is a stylish Italian restaurant that offers refined and contemporary cuisine. The restaurant is known for its fresh pastas and global wines.

The outdoor seating area provides a great ambiance for diners to enjoy their meals. The staff is attentive, and the service is impeccable.

The ingredients used in the dishes are of top-notch quality, which makes the food delicious and flavorful. The restaurant is well-run, and the attention to detail is evident in every aspect of the dining experience.

Monteverde Restaurant & Pastificio is a must-visit for anyone looking for a great Italian dining experience.

3. Farm Bar

Farm Bar
1300 W Wellington Ave, Chicago, IL 60657 (Google Maps)

Farm Bar offers a fantastic farm-to-table dining experience with outdoor seating. The seasonal menu changes ensure that there is always something new to try.

The cozy atmosphere and exceptional service make it a great spot for brunch or dinner.

The creative use of ingredients adds an extra dimension to traditional American fare. The QR code menu and easy pay options make the dining experience seamless.

Highly recommended for those looking for a neighborhood hangout with delicious comfort food and libations.

4. The Dearborn

The Dearborn
145 N Dearborn St, Chicago, IL 60602 (Google Maps)

The Dearborn is a stylish American tavern that offers a variety of market-driven eats and cocktails.

The restaurant has a cozy outdoor seating area where diners can enjoy their meals in the fresh air. The menu offers unique appetizers such as the Duck Rillette with toast, which is a must-try.

The fried chicken is exceptional and the burgers are delicious. The drinks are varied and satisfying.

The service is friendly and professional, making for a pleasant dining experience. The Dearborn is a great place to enjoy a meal with friends or family.

5. The Gage

The Gage
24 S Michigan Ave, Chicago, IL 60603 (Google Maps)

The Gage is an upscale gastropub with outdoor seating that offers inventive American cuisine and a wide selection of beers.

With a great view of Millennium Park, the lively atmosphere is perfect for a night out with friends or a romantic evening. The waitstaff is attentive and friendly, ensuring a pleasant dining experience.

The menu is small but thoughtfully crafted, offering a variety of options for different dietary needs. The prices are reasonable for the quality of food and service provided.

Whether you're in the mood for a burger or something more adventurous, The Gage is definitely worth a visit.

6. Wilde Bar & Restaurant

Wilde Bar & Restaurant
3130 N Broadway, Chicago, IL 60657 (Google Maps)

Wilde Bar & Restaurant is a literary-themed upscale Irish pub with a beautiful outdoor seating area.

The ambiance is cozy and inviting, making it a great spot for a first date or a casual dinner with friends. The menu offers a variety of delicious options, including quality vegetarian and vegan dishes.

The service is consistently high, with friendly and attentive staff. The drinks menu is extensive, with a great selection of beers and well-made cocktails.

The prices are reasonable, making it a great value for the quality of food and service. If you're looking for a cozy atmosphere with good food and drinks, Wilde Bar & Restaurant is a great choice.

7. The Duck Inn

The Duck Inn
2701 S Eleanor St, Chicago, IL 60608 (Google Maps)

The Duck Inn is a must-visit restaurant for those who love outdoor seating. The place boasts of exceptional service and delectable food.

The menu has an extensive list of options for dinner, and the desserts are well presented.

The restaurant has a good alcohol menu, and reservations are recommended. The outdoor patio is great for brunch, and the place has a nice ambience inside.

The restaurant is tucked away in a quiet neighborhood street, making it a perfect spot for a peaceful dining experience.

8. Siena Tavern

Siena Tavern
51 W Kinzie St, Chicago, IL 60654 (Google Maps)

Siena Tavern is a trendy Italian restaurant with outdoor seating. The restaurant offers a fun and buzzy atmosphere, making it perfect for a night out with friends.

The menu boasts delicious homemade pastas, Neapolitan pies, and a mozzarella bar.

The staff is friendly and attentive, ensuring a great dining experience. The outdoor seating is a great option for those who want to enjoy their meal in the fresh air.

The restaurant is a must-visit for anyone craving decent Italian food and a lively atmosphere.

9. Piccolo Sogno

Piccolo Sogno
464 N Halsted St, Chicago, IL 60642 (Google Maps)

Piccolo Sogno is an Italian restaurant that boasts a rustic ambiance and an extensive wine list. However, the standout feature of this restaurant is its beautiful outdoor seating area.

The garden seating provides a serene and relaxed atmosphere, making it an ideal spot for a romantic dinner or a casual lunch with friends.

The menu features authentic Italian cuisine, including wood-fired pizzas and freshly made pastas. The service is attentive and friendly, adding to the overall enjoyable dining experience.

Piccolo Sogno is a must-visit restaurant for those looking for a delightful meal in a charming outdoor setting.

10. RL Restaurant

Rl Restaurant
115 E Chicago Ave, Chicago, IL 60611 (Google Maps)

RL Restaurant is a sophisticated spot for outdoor dining. The patio feels like a secluded oasis from the hustle and bustle of the city.

The attentive wait staff provides excellent service. The lobster roll is a must-try, especially when paired with a buttered bun.

The calamari and rock shrimp are fresh and delicious. The cheese bread is reminiscent of childhood memories.

The restaurant is a bit pricey, but worth the splurge for a special occasion. Make sure to make a reservation in advance.

11. Ella Elli

Ella Elli
1349 W Cornelia Ave, Chicago, IL 60657 (Google Maps)

Ella Elli is a chic Italian-Mediterranean restaurant with outdoor seating.

The low lighting and general layout make it perfect for a romantic date night.

The food and cocktails are fantastic, with small plates that pack a big flavor.

The service is impeccable and the staff is nice. It's the perfect upscale dining experience with a neighborhood feel.

12. Volo Restaurant Wine Bar

Volo Restaurant Wine Bar
2008 W Roscoe St, Chicago, IL 60618 (Google Maps)

Volo Restaurant Wine Bar is a must-visit for wine lovers who enjoy outdoor seating. This cozy spot offers a great selection of wines and New American small plates.

The patio is a perfect little oasis where one can enjoy a glass of wine and good conversation.

The staff is knowledgeable and friendly, and the atmosphere is charming and romantic.

Don't miss out on their Happy Hour deals and curated wine pairings. It's a great spot for a date night or a night out with friends.

13. The Dawson

The Dawson
730 W Grand Ave, Chicago, IL 60654 (Google Maps)

The Dawson is a bi-level restaurant with outdoor seating that offers a diverse and eclectic menu.

The restaurant boasts a beautiful patio with twinkling lights and a cozy atmosphere, making it a perfect spot for a romantic date or a classy get-together with friends. The drinks are spot on, with a robust and varied selection of wine, beer, and cocktails.

The food is also impressive, with standout dishes like the elotes, tuna ceviche, and country fried lobster.

While some dishes may miss the mark, the overall experience at The Dawson is worth a visit for anyone looking for a unique and enjoyable dining experience.

14. The Smith

The Smith
400 N Clark St, Chicago, IL 60654 (Google Maps)

The Smith is a stylish restaurant with outdoor seating that serves elevated American cuisine and daily happy hour specials.

The menu offers a variety of options, including fresh oysters, premium salads, sandwiches, and delicious steak. The service is exceptional, and the staff is friendly and attentive.

The atmosphere is fun and retro-chic, making it a great spot for brunch, lunch, or dinner.

The outdoor seating area is perfect for enjoying the warm weather and watching the bustling street scene. If you're looking for a great dining experience, The Smith is definitely worth a visit.