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The Best Rooftop Bars of Chicago

Feb. 25, 2018, 9:49 p.m.

The Best Rooftop Bars of Chicago
Chicago stands proudly to this date as one of the most iconic, beautiful and most diverse cities in the United States. In fact, Chicago is actually one of the largest cities in the U.S., boasting a wide variety of places to see, things to do, and people to meet. With the cold months reaching extremely low temperatures, it is no doubt that Chicago locals appreciate warm weather. But, how can you appreciate warm weather in a beautiful city? You go to a Chicago rooftop bar. Chicago rooftop bars are known as some of the most diverse, beautiful, and must-see places. With a plethora of options to choose from, you can go from chic and modern to refined luxury in no time. Luxuriously appointed finishes, a delicious cocktail, and an A-list view, what else can a person ask for? Let’s look at the top 5 Chicago rooftop bars you must visit today.
The Best Rooftop Bars of Chicago


2 W Erie St, Chicago, IL 60654
(312) 202-6060

Apogee replaced the notable Vertigo Sky Lounge. However, this 26th-floor luxury seating space and rooftop bar does not disappoint even the pickiest of rooftop bar-goers. This luxuriously appointed rooftop bar has everything you need in a fine-diving rooftop establishment. Atop the Dana Hotel and Spa, take an elevator and separate yourself from the hustle and bustle of Chicago and enter a world of refined beauty. Overlooking the skyscraper-filed skyline of the River North, you will be surrounded by lounge like seating, mod chic style tables, and green-tile fireplaces.

For an intimate setting, relax in their over-sized lounge love-seats and feast your eyes on the breathtaking views of Chicago. The fine adornments of glassware come from local glassblowers and all cocktails are made to order. With an environment such as this, there is no wonder why reservations should be fair in advanced.

The Must Have Drinks: With master mixer Benjamin Schiller, these delightfully tasting cocktails will have you quickly impressed. Try the Fifth Char, a cocktail blend of Falernum, Demerara, and burnt Manhattan-flavored marshmallow to go along with the firepit outside.

The Best Rooftop Bars of Chicago

LH Rooftop

85 E Wacker Dr, Chicago, IL 60601
312) 357-1200

A multi-level rooftop bar offers the perfect place to sit, sip, converse, enjoy, relax, and indulge. This three-level rooftop bar sits at the 22nd floor of the London House hotel. High above the Chicago streets you can indulge your palate with an array of authentic American cuisine and specialty cocktails. If not, you can simply sit in one of their grey lounge love-seats and sip your favorite glass of wine.

This rooftop bar is known among one of the busiest and most coveted rooftop bars in all of Chicago. With indoor and outdoor seating, you can opt in for a romantic experience or an awe-inspiring view. With a skyline view of beautiful Chicago, this rooftop bar is booked a month in advanced. Therefore, it is highly recommended to reserve your seating and arrive on time. Nothing beats enjoying a cocktail on the 22nd floor of one of the most historic and biggest cities in the U.S.

The Must Have Drinks: The on-tap Chicago cocktail is a blend of cognac, sherry, vanilla syrup, sparkling wine, and a splash of Cointreau. However, it is the high-end snacking options that make this a finger-licking eye-inspiring rooftop bar.

The Best Rooftop Bars of Chicago


1 West Upper Wacker Drive, Chicago, IL 60601
(312) 795-3442

This urban and hip indoor/outdoor hotel lounge features a relaxing and modern rooftop bar only three floors above the streets of Chicago. With Raised, those that are afraid of heights but wish to have a rooftop experience in the heart of Chicago can feel right at home. Raised is a phenomenal choice for those that wish to have a cocktail above the city streets, but not too high up.

Although not in the sky, Raised still offers beautiful views of the streets below with towering mountainous skyscrapers right above you. With this in mind, sunset views are beautiful as rays of yellow, orange, and red peak through massive buildings. With modern seating, tables made of slabs of wood, and a beautiful vista of the Chicago River, Raised is worth a visit.

The Must Have Drinks: The creative cocktails include a medley of choices. Whether you are in the mood for ginger or wild flower honey, the cocktails are a cocktail-lovers dream come true.

The Best Rooftop Bars of Chicago

Upstairs At the Gwen

521 N Rush St, Chicago, IL 60611
(312) 645-1500

Upstairs at the Gwen is a fifth story rooftop bar right above The Gwen Hotel, a fine-luxury immersive hotel with out of this world amenities. Upstairs is known as the art-deco rooftop bar you want to be at after 7pm in the evening. With sprawling fireplaces, modern seating, white heating lamps and white metal chairs to match, this rooftop bar offers unprecedented views of the city skyline.

Another phenomenal options for those terrified of heights but wanting a modern rooftop bar experience, Upstairs will not disappoint even seasoned rooftop bar hoppers. This artfully designed rooftop bar offers creative cocktails, small bites, and vast views of the city below. With a unique architecture and gorgeous city scapes of Chicago, time will feel as if it is standing still.

The Must Have Drinks: Why the classic Da Vinci’s Umbrella, a mix of rum, sparkling wine, black tea, honey, and lemon. For the modern drink lover in you, the Gwen Lux is a delicious blend of gin, dry vermouth, raspberry, lemon, and sparkling wine. Oh, and there is egg white in it for a foamy and milky texture experience.

The Best Rooftop Bars of Chicago


203 N. Wabash, 26th Floor, Chicago, Chicago, IL 60601
(312) 940-4774

Sitting above Chicago’s historic loop district, this modern mixture of nature and lounge-like relaxation is the tallest rooftop bar on the list. Perched above the twenty-sixth floor of the Virgin Hotel, this rooftop bar is known for nightly, a cocktail menu to impress, and of course, spectacular city views. The lounge seating offers a plethora of green and blue pillows for cozy comfort sitting above planks of cream colored wood.

With visitors such as Richard Branson attending such a beautiful and prestigious rooftop bar, there is a reason why Cerise has a waiting list. To many people’s surprise, since Cerise is a bar and nightclub venue, the dining menu is extremely impressive, with a variety of options to choose from such as, hummus and chips, sandwich options, and light snacks.

The Must Have Drinks: With beers, wine, and cocktails, this 26th floor rooftop bar has matching quality drinks. Try the Devil in the Hot Seat, a wonderful blend of bourbon & cayenne, or the London Lady, a gin filled classic. Either way, Cerise is known as one of the most special spots in all of Chicago.

The Best Rooftop Bars of Chicago

The Chicago Rooftop Bar For You

Known as one of the busiest and most beautiful city in the United States, Chicago is often home to a variety of tourists from in and out of the country. With that being said, it takes the added research to find the gems of Chicago. With a bustling nightlife, a variety of colorful activities, delicious dining establishments, and amazing rooftop bars, there is something to do every evening that you are in Chicago.

Whether you desire to enjoy a sprawling glowing sunset on the 26th floor of a luxurious rooftop bar, or are opting-in for a simple rooftop bar experience near the Chicago river, these rooftop bars will not disappoint. Of course, the purpose of visiting a rooftop bar is to try their delicious drinks. Therefore, The NYC Rooftop Crawl Team recommends trying a specialty cocktail, kicking your feet up, and enjoying the view. Nothing is better than a panoramic sunset with a drink in hand. With that, we leave you with a couple other honorable mentions.

The J. Parker – Overlooking beautiful views of Lincoln Park and Lake Michigan is a beautiful modern rooftop bar with a friendly crowd to match.

1816 N Clark St, Chicago, IL 60614
(312) 254-4747

Noyanne – Above the Magnificent Mile property, this Japanese inspired dining and rooftop bar offers sweeping Downton views and a large variety of cocktail choices and plates.

101 E Erie St, Chicago, IL 60611
(312) 667-6796

Cabana Club – The next addition to the Robey Hotel offers a rooftop pool bar with panoramic views of the Chicago skyline. Perfect for a summer dip or a spring cocktail, the Cabana Club features seating for 60 people indoors and can accommodate 160 outside.

2018 W North Ave, Chicago, IL 60647
(872) 315-3083

Cindy’s – This 13th-floor terrace with views of Millennium Park, Michigan Avenue, and Lake Michigan offers crowd-pleasing cocktails and wine. Opened in 2015, it has remained a fan-favorite rooftop bar for locals and tourists.

12 S Michigan Ave, Chicago, IL 60603
(312) 792-3502

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