The Best Rooftop Bars in Chicago

The “windy city” is renowned for its bustling nightlife, outdoor activities, dedicated sports fans, delicious food, and beyond. These are just a few reasons why visitors from all over the world are attracted to the city of Chicago. But something is to be said about Chicago’s skyline. While there is definitely plenty to see and do on the ground level nothing quite compares to the breathtaking views at one of Chicago’s most popular rooftop bars.

Chicago is home to some of the most vibrant, urban rooftop bars. Some are conveniently located downtown while others are nestled at the top of popular hotels. Not to mention, one of the venues holds the record for the largest rooftop bar in the world. Whether you’re looking to grab a drink, searching for delicious food, or looking to be entertained, Chicago has it all. Follow along as we round up some of the best rooftop bars in Chicago you don’t want to miss! There really is something for everyone.

Cindy’s

Cindy’s is arguably one of the most beautiful rooftop bars in Chicago and boasts spectacular views of the city as well as an unmatched view of Lake Michigan, Millennium Park, The Art Institute of Chicago, and beyond. This trendy restaurant and bar is conveniently located downtown at the Chicago Athletic Association Hotel.

Aside from the exceptional views, Cindy’s also draws in guests because of their legendary cocktails. Previous guests have raved about their Jillian with vodka, spiced clementine, fresh lemon, and more. Cindy’s is also open all year round Monday through Sunday and offers an array of delicious brunch, lunch, and dinner options. Check it out for yourself and you’ll see why this is one of the absolute best hotel rooftop bars in Chicago.

Offshore Chicago

The Navy Pier’s Offshore holds the record as the largest rooftop bar in the world and is certainly worth a visit. This rooftop bar features 36,00 square feet of both outdoor and indoor space. You’ll also be pleased to learn this is also another all-season venue which means you can visit any time of the year.

In the glass-enclosed bar, you can grab a cocktail and enjoy a platter of fresh oysters. Further, you may also enjoy exploring the outdoor terrace which features a stage for live performances and fire pits so you can kick back and relax. In the summer months, guests like to watch tour boats out on the water as well as the weekly Navy Pier fireworks displays. This rooftop bar really is an adult’s playground!

Royal Palms Shuffleboard Club

Florida, Royal Palms comes to the windy city to bring you one of the most fun and unique rooftop bars you can experience in Chicago. If you’re seeking adventure the Royal Palms Shuffleboard Club is where you’ll want to go! The main floor is open all year Monday through Sunday. That said, the rooftop bar, Lido Deck, is only seasonal. So be sure to call ahead if you’re hoping to score a spot on the rooftop bar.

The bustling rooftop deck features a bar, seating, and of course a legendary shuffleboard court! The Royal Palms is mostly a walk-in shuffleboard club so there is no appointment necessary. Courts cost just $40 and are rented on a first-come, first-served basis. Guests can enjoy a game of shuffleboard, board games, and their delicious drink menu. It’s worth noting, the club doesn’t serve food but instead, you can choose from one of the food truck vendors which conveniently drive right into the building.

Z Bar

Located on the sixth floor of the Peninsula Chicago is the swanky Z Bar. This top-notch rooftop bar gives you a taste of luxury and is loved by both tourists and locals alike.

Z Bar really has it all from amazing views of the city and globally-inspired cocktails to delicious food and a bustling ambiance set by a live DJ. It’s easy to see why this is one of the best rooftop bars in Chicago. Their drinks menu offers a variety of options from the fan-favorite Disco Fever to one of their spirit-free beverages. Z Bar also offers its guests plenty of crave-worthy dishes like daikon frites, steak fondue, Malaysian chicken, and pizza pockets — there really is something for everyone!

Devereaux

Step into Devereaux and you’ll get a little taste of Hollywood. This lavish rooftop bar is located on the 18th floor of the Viceroy Chicago and offers plenty of fun in its small, private space. Just be sure to not miss the entrance which is located down an alley off of State Street!

While the intimate setting and refreshing pool will lure you in, the delicious cocktails and fine dining will keep you wanting more. Just be sure to stick around because the sunset over the skyline is a sight you don’t want to miss! It’s also worth noting that Devereux is not open on Monday and Tuesday but feel free to check it out Wednesday through Sunday.

Aba

Aba is one of the hottest spots in Chicago and once you visit this stunning rooftop bar you’ll quickly realize why. The bar features delicious Mediterranean and Californian dishes. Previous patrons have raved about their short rib hummus dish, lamb ragu, Jerusalem bagels, and many other crave-worthy menu items!

The rooftop bar features plenty of room for its guest as it boasts 4, 000 square feet of space. The lush greenery, swanky seating, and fire pits that will have you hanging around all night. Just be sure to get there early as the fire pits fill up almost immediately upon opening.

Boleo

Whether you visit Boleo in the summer or in the winter you’ll be welcomed by the tropical paradise atmosphere. The bar also features a large retractable glass roof to ensure you stay warm no matter the season.

Even the menu features delicious South American offerings like plantain-infused Scotch and their legendary empanadas. Boleo hosts a happy hour from 4:30 PM to 7 PM Wednesday through Friday which gets you tasty drinks at a great price! The specials include $8 wine, $6 beers, $8 Disco Punch, and be sure to stick around for the nightly entertainment! From the Peruvian and Argentinian aromas that float in the air to the wonderful view, it’s easy to see why Boleo is one of the best rooftop bars in Chicago.