10 Best Rooftop Bars In West Loop, Chicago - Updated 2021

rooftop bars in west loop

Located in downtown Chicago, the West Loop is an area along the western bank of the Chicago River that is well-known for its burgeoning restaurant, bar, and market scene. It was formerly an industrialised area, with many warehouses, factories and wholesale markets lining it. But it has now transformed into one of Chicago’s most hip-and-happening nightlife wining and dining spots. Live music venues, bars, pubs, high-end boutiques, local food joints, and fine dining restaurants rub shoulders with each other here. And jostling for space here are the area’s numerous rooftops bars. Besides speciality cocktails, craft beer, and small plates, the main draw of these rooftop bars is their city skyline views and eclectic vibe. Perfect for after-work drinks, cocktails with friends, or late-night libations, take a look at our suggestions for the best rooftop bars in West Loop, Chicago.

1. Ballast Point Brewing Chicago

Beers and burgers with Connor Sweeney

Posted by Ken Sweeney on Friday, 14 September 2018

From the rooftop tasting room and patio of Ballast Point Brewing Chicago, drink up gorgeous views of Chicago’s urban skyline while sipping on one of their craft beers. At this amazing brewpub, experience a casual and lively atmosphere that is perfect to sample their more than 40 beers on tap, speciality brews, and a yummy blend of California-meets-Chicago cuisine. You can take advantage of their daily specials like ‘Beers & Bites’, 'Wing Wednesday’, 'Burger Monday’, etc.

Ballast Point Brewing Chicago

Address: 212 N Green St, Chicago, IL 60607, United States

Website: Ballast Point Brewing Chicago

Opening hours: Sun - Thu: 12pm - 10pm; Fri - Sat: 11am - 11pm

2. Aba

Charred Lamb Tartare, ginger, mint, ras el hanout, lime, crispy rice, lettuce cups $13.95
Source: Photo by Flickr user Lou Stejskal used under CC BY 2.0

Tuck into some tasty Mediterranean grub on the chic rooftop patio of Aba that is conveniently located in Chicago’s Fulton Market District in the West Loop. Besides serving dishes inspired by the various countries of the Mediterranean region, the resto-bar also offers rare Mediterranean-inspired spirits and wines. The inviting and tastefully done-up rooftop settings of this bar are ideal for a relaxed brunch, evening cocktails, and shareable plates or a romantic dinner.


Address: 302 N Green St, Chicago, IL 60607, United States

Website: Aba

Opening hours: Mon - Fri: 4pm - 12am; Sat: 10am - 1am; Sun: 10am - 10pm

3. Waydown Rooftop Bar and Lounge

Doors are open and skies are blue. Come hang and sip on something bubbly, we'll be here until 2am.

Posted by Waydown on Thursday, 8 August 2019

Located on the roof of Ace Hotel Chicago, Waydown Rooftop Bar and Lounge is a contemporary and trendy space to hang out with friends, colleagues, or go on a date. This bar and lounge offers superb Chicago skyline and downtown views, well-made classic drinks, and live music. Tuck into scrumptious bar snacks paired with delicious cocktails like Mr. Sunshine, Smoking Gun, or go for the Ace Old Fashioned. Drop by for their Happy Hour or Six Dollar Mondays to have a good time on a budget!

Waydown Rooftop Bar and Lounge

Address: 311 N Morgan St 7th floor, Chicago, IL 60607, United States

Website: Waydown Rooftop Bar and Lounge

Opening hours: Sun - Wed: 4pm - 1am; Thu - Sat: 4pm - 2am

Nearby rooftop bars

4. AIRE Rooftop Bar

Some of the best views in Chicago.

Posted by AIRE Rooftop Bar on Friday, 5 July 2019

Located on the roof of the Hyatt Centric The Loop Chicago hotel, AIRE Rooftop Bar offers breathtaking views of the Chicago skyline with a side of chic ambience and interesting decor elements. Perfect for a post-work cocktail or late night drinks, this rooftop bar has quite a selection of wines and craft cocktails on offer. Small plates for sharing make superb accompaniments to yummy cocktails for a night of socialising with friends or colleagues. The bar re-opens in May for the season.

AIRE Rooftop Bar

Address: 100 W Monroe St #1602, Chicago, IL 60603, United States

Website: AIRE Rooftop Bar

Opening hours: Mon - Thu: 3pm - 11pm; Fri - Sat: 3pm - 12am (closed on Sun)

5. Cindy's

Toasting to last tastes of summer on the terrace : @leopardcouture8

Posted by Cindy's Rooftop on Monday, 9 September 2019

Situated on the roof of the Chicago Athletic Association hotel is the trendy and hip rooftop bar called Cindy’s. Resembling a beach house of the Great Lakes region, Cindy’s is a full-service restaurant and open-air terrace bar that offers not just award-winning cocktails but stupendous views of Chicago’s landmarks like The Art Institute, Millenium Park, Lake Michigan, and beyond! The bar has fire pits in the winter so that you can continue enjoying the outside views while sipping on tasty libations. Besides carefully crafted drinks, the bar also serves lunch, dinner, and weekend brunch.


Address: 12 S Michigan Ave, Chicago, IL 60603, United States

Website: Cindy’s

Opening hours: Mon - Fri: 11am - 1am; Sat: 10am - 2am; Sun: 10am - 12am

6. RAISED | An Urban Rooftop Bar

Posted by Jerry Lischak on Monday, 9 December 2019

On the roof of Renaissance Chicago Downtown Hotel is West Loop’s hidden gem - RAISED | An Urban Rooftop Bar. The bar has an urban and industrial design that is interesting yet welcoming. Besides an open roof deck, it also has an outdoor-indoor bar and private outdoor areas that afford Instagram-worthy views of downtown Chicago River. Open in summer and winter, this rooftop gem serves a wide variety of cocktails, craft beer, and wines along with shareable plates of American bar food.

RAISED | An Urban Rooftop Bar

Address: 1 W Wacker Dr, Chicago, IL 60601, United States

Website: RAISED | An Urban Rooftop Bar

Opening hours: Mon - Thu: 4pm - 12am; Fri - Sat: 2pm - 12am (closed on Sun)

7. Cerise Rooftop

Bittersweet October, you’ve been so good to us (: @verastcnk)

Posted by Cerise Rooftop on Tuesday, 22 October 2019

Situated on the 26th floor of Virgin Hotels Chicago is the amazing Cerise Rooftop bar. Overlooking the Chicago cityscape, you can experience the best live music, dancing, craft cocktails, wines, beers, spirits, and delicious culinary creations at this rooftop space. A unique offering at Cerise Rooftop is the ‘Heated Dome Experience’ where you and your party sit inside a heated dome while you sip on tasty drinks and nosh on tasty grub that will make you feel like you are vacationing in a tropical paradise!

Cerise Rooftop

Address: 203 N Wabash Ave 26th floor, Chicago, IL 60601, United States

Website: Cerise Rooftop

Opening hours: Thu: 5pm - 12:30am; Fri: 5pm - 1:30am; Sat: 5pm - 2:30am (closed from Sun - Wed)

8. Plymouth Restaurant & Rooftop Bar

Posted by Plymouth Restaurant & Rooftop Bar on Wednesday, 7 November 2018

Enjoy scrumptious food and delicious drinks on a rooftop deck in the middle of the Loop in Chicago at Plymouth Restaurant & Rooftop Bar. The restaurant’s rooftop bar has lovely views of the Harold Washington Library Center and the city of Chicago. Thanks to removable enclosures and outdoor heating, the rooftop bar and grill stays open all year round. A full menu and bar along with daily specials make this a perfect venue for after-work drinks or a casual dinner with friends.

Plymouth Restaurant & Rooftop Bar

Address: 327 S Plymouth Ct, Chicago, IL 60604, United States

Website: Plymouth Restaurant & Rooftop Bar

Opening hours: Mon - Wed: 4pm - 12am; Thu - Fri: 2pm - 12am; Sat: 3pm - 12am (closed on Sun)

9. London House Rooftop Bar

London House Rooftop, Chicago
Source: Photo by user Eddy23 used under CC BY-SA 4.0

On the 22nd floor of the London House Chicago hotel is London House Rooftop Bar. It has an indoor-outdoor space with gorgeous Lake Michigan, Magnificent Mile, and Chicago River views. The bar serves creative and classic cocktails along with new-age American cuisine in the form of light bites and appetisers. The outdoor terrace is highly recommended to watch the sun set over the city of Chicago.

London House Rooftop Bar

Address: 85 East Wacker Drive At, N Michigan Ave, Chicago, IL 60601, United States

Website: London House Rooftop Bar

Opening hours: Mon - Fri: 11am - 12am; Sat - Sun: 10am - 12am

10. Boleo

We’re patiently waiting on Mother Nature to give us more days like this... • • • • • #boleo #boleoontheroof #kimpton...

Posted by Boleo on Wednesday, 5 June 2019

At this lounge-style rooftop bar, travel straight to South America with lively music, irresistible food, and free-flowing drinks. And the bonus is that its location 15 floors above The Kimpton Gray Hotel provides amazing views of the city. Enjoy Argentinian and Peruvian street food alongside great cocktails, spirits, beer, and wines. Their seasonal Pisco creations and a large-format punch bowl are must-try drinks here.


Address: 122 W Monroe St, Chicago, IL 60603, United States

Website: Boleo

Opening hours: Wed - Thu: 4:30pm - 12am; Fri: 4:30pm - 1am; Sat: 5:30pm - 1am (closed from Sun - Tue)

Raise the roof in West Loop, Chicago

The rooftop bar trend is a growing one in Chicago and thanks to the amazing number of highrises in the city, rooftop bars springing up left, right, and centre here! And nowhere does is this trend more evident than in the West Loop area of Chicago. To have the best time here, remember to consult our list of the best rooftop bars in West Loop, Chicago.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Isha is a former corporate nobody. She lives a quiet life of travelling, writing, and minding her own business.

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