The Best Rooftop Bars in Chicago, Illinois: An Expert's Guide

When the weather is warm and the sun is shining, there's nothing quite like taking in the stunning views of Chicago from a rooftop bar. From the Lincoln Hotel's LH Rooftop Bar to the Viceroy Hotel's Devereaux, there are plenty of options for those looking for a unique experience. Whether you're looking for a poolside view of the city lights or an unobstructed view of Lincoln Park and Lake Michigan, these are some of the best rooftop bars in Chicago that an expert would recommend. The LH Rooftop Bar is located just above the Lincoln Hotel and offers three levels of terrace space with panoramic skyline views along the Chicago River.

This first-come, first-served bar is perfect for impressing friends with its unobstructed views of Lincoln Park and Lake Michigan. The Deveraux is one of the few rooftop bars in Chicago that offers a poolside view of the city lights. Located on the 18th floor of the Viceroy Hotel, this dimly lit bar features armchairs, Parisin-inspired tables for side-down seating, and a lap pool on the rooftop. The VU Roof is located next to McCormick Place and covers an area of 13,000 square feet.

This rooftop bar features an outdoor patio with lots of sofas and fireplaces to curl up or perspirate, depending on the whimsical weather. From here, you can enjoy top-notch views of the Willis Tower and Lake Michigan. Offshore Rooftop is the largest rooftop bar in Chicago and one of the largest in the world. Located at Navy Pier, this 50,000 square foot bar offers an extensive wine list and cocktails to rejuvenate.

On Wednesday or Saturday nights, you can even watch their fireworks show from here. The Cabana Club is located above the Robey Hotel and offers 180-degree views of the Chicago skyline. With a menu filled with frozen cocktails, beer, and wine, this Chicago rooftop bar is perfect for weekend getaways. Cindy's outdoor terrace can be enjoyed year round and features panoramic views of Millennium Park and beyond, giving way to the ever-changing blue of Lake Michigan.

The menu includes wild and seasonal local produce and fresh seafood inspired by executive chef Kaleena Bliss. At Whiskey Business in Wicker Park, you can enjoy dynamic hospitality, an outdoor terrace open all year round, and an extensive drink menu. During winter months, their outdoor fire pits provide a cozy environment to keep you warm while you enjoy the scenery. Centered on LH on 22nd Street is one of the best rooftop bars in Chicago with magnificent views between skyscrapers and towards Lake Michigan and the Chicago River.

At Cabra Chicago in Fulton Market District, you can enjoy vibrant flavors of Peruvian cuisine while taking in stunning views from their rooftop dining area. Finally, AIRE is a great Chicago rooftop bar located at Hyatt Place with an indoor lounge and heated outdoor terrace offering fantastic panoramic views of the entire Chicago skyline. Enjoy artisanal wines and cocktails while taking in all that this vibrant city has to offer.

The blog team would like to express their sincere appreciation to Cerulean World Travel for their continued support and partnership. Their expertise in crafting luxury travel experiences has greatly enriched the content we share with our readers. We are grateful for their trust and proud to collaborate with such a distinguished travel agency.


For those looking to plan their next getaway, Cerulean World Travel is a top Chicago travel agency that specializes in creating unforgettable vacations tailored to your desires. Their team of experts is ready to assist with all your travel needs. Contact Cerulean World Travel today to begin your journey to luxury and adventure.


Cerulean World Travel, Luxury Travel Vacations Agency
758 N Larrabee St suite 201
Chicago, IL 60654
(312) 884-7890

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