chicago outdoor patios

Warmer temperatures mean one thing in Chicago: patio season is here. People move upwards or outdoors to dine on yummy bites and sip on something cool and refreshing, while soaking up some sunshine.

Here’s are the top 8 outdoor patios in Chicago.

Park & Field

3509 W Fullerton Ave

The vintage sports club has quickly become a go-to among Chicagoans to relax and blow off some steam. With over 6,000-square feet of outdoor patio space, Park & Field is the perfect place to chill. They have actual bocce courts you can play in and fire pits they can bring out once the temperatures drop. Let’s not forget the true star here: the extensive selection of craft beers and cocktails, which pair well with delicious chef-prepared meals.


12 S Michigan Ave

Cindy’s is undoubtedly Chicago’s best outdoor rooftop bar in the Loop. Located on the top floor of the Chicago Athletic Association, Cindy’s features the most beautiful and thrilling view of Millennium Park, making it a favorite destination for both locals and tourists alike, seeking the most Insta-worthy shots. But, the view isn’t the only thing that’s Insta-worthy: the ambiance (string lights, outdoor picnic tables) and food (the shellfish platter gets the most rave reviews!) are also top-notch. Cindy’s is always packed, so reservations are recommended.

Big Star

1531 N Damen Ave

Wicker Park’s hottest bar and eatery needs no introduction. This self-described “garage turned honky-tonk taco shack”, popular for their creative taco selection, cheap drinks, and upbeat atmosphere, attracts lines that usually circle the block. A second and larger Wrigleyville branch just recently opened, for those on the North Side.

Raised-An Urban Rooftop bar

1 W Wacker Dr

A favorite of guests staying at the Renaissance Chicago Downtown Hotel and locals in the area, Raised-An Urban Rooftop Bar is a sleek indoor/outdoor bar fitted with urban gardens and a greenhouse. Though not your typical rooftop bar located at the top of a building, the place still offers commanding views of the Chicago River. Food and drinks are equally amazing as the views, but the lobster rolls and the shareable beef tenderloin sliders with truffle cheese are a cut above the rest.

The Dawson

732 W Grand Ave

“Comforting” is not the first thing that comes to mind once you see the intimidating exterior of The Dawson. But once you get past the modern industrial interiors and floor to ceiling windows, The Dawson can be pretty inviting, especially when you step onto their outdoor patio. With string lights and an outdoor fireplace for colder months, and a menu featuring sophisticated takes on New American cuisine (including crowd favorites such as fried lobster and arctic bites), the restaurant may just be the perfect place to hold your next summer soiree.

Piccolo Sogno

464 N Halsted St

Not everyone can have the real Tuscan summer experience but thankfully, Piccolo Sogno brings a piece of that to the Windy City. Piccolo Sogno, which translates to “little dream”, provides the ultimate Italian escape. Enjoy a menu featuring light seasonal flavors and their extensive wine list under the shade of trees on the outdoor patio. Must-tries are the Spaghetti Neri, wild boar, and branzino.


938 W Webster St

Nothing says comfort food like pizza and beer, and Homeslice allows you to enjoy it all in a rustic-style lodge that feels like it’s located in the middle of the wilderness. Their pizzas may not be Chicago pizzas, but are good all the same—especially the calzone and the pizzas made with goat cheese. The outdoor patio is decorated in neon kitsch, perfect for the college Instagram crowd of nearby Depaul University.


739 N Clark St

ZED451 offers a all-you can-meat menu housed in an upscale setting. The second floor is made up of an outdoor rooftop patio, perfect for drinks post-meal.

Final Thoughts: The Top 8 Chicago Outdoor Patios You Need to Check Out

What are your favorite Chicago outdoor patios? Let me know in the comments!