Food & Drink

Raise the Bar: Discovering Chicago’s 15 Best Rooftop Hangouts

Chicago is a city well-known for its stunning skyline and impressive architecture. However, what truly sets it apart is the variety of rooftop bars that offer unparalleled views of the bustling city.

Whether you're a local or just visiting, rooftop bars are a must-visit experience that you don't want to miss.

From trendy lounges to laid-back spots, Chicago's rooftop bars offer something for everyone. Whether you're looking to sip on a classic cocktail or enjoy a cold beer while admiring the city's skyline, you're sure to find the perfect spot.

With so many different options to choose from, it can be challenging to decide which rooftop bar to visit. That's why we've put together a list of the best rooftop bars in Chicago that you won't want to miss.

If you're looking for a unique and memorable experience, you can't go wrong with a visit to one of Chicago's rooftop bars. With plenty of options to choose from, you're sure to find the perfect spot to enjoy a drink and take in the breathtaking views of the city.

Whether you're looking for a romantic evening with your significant other or a fun night out with friends, the best rooftop bars in Chicago have something for everyone. So sit back, relax, and enjoy the view – you won't be disappointed.

1. Cindy's Rooftop

Cindy's Rooftop
12 S Michigan Ave, Chicago, IL 60603 (Google Maps)

Cindy's Rooftop offers stunning views of the city and Lake Michigan.

The atmosphere is chic and the service is fantastic. The food is reasonably priced and delicious.

It's a popular spot, so booking in advance is recommended.

The rooftop bar/eatery is a highlight of the Chicago Athletic Association Hotel.

2. The Up Room

The Up Room
2018 W North Ave, Chicago, IL 60647 (Google Maps)

The Up Room is a chic rooftop bar with a unique skyline view of the city. Although it can be a little tricky to find, once you arrive, the phenomenal views and creative drink menu make it well worth the effort.

The attentive staff provide excellent service, making it a perfect spot for a date.

The prices are a little on the higher side, but the atmosphere and views are worth it.

The Up Room is an intimate 13th-floor lounge atop an art deco hotel, making it a great spot for those looking for a unique and sophisticated experience.

3. The J. Parker

The J. Parker
1816 N Clark St, Chicago, IL 60614 (Google Maps)

The J. Parker is a hip rooftop bar with amazing city views.

The handcrafted cocktails and light New American menu are a must-try.

The staff is friendly and professional, making for an incredible experience.

The swanky rooftop is perfect for a night out with friends or a special occasion.

4. Devereaux

1112 N State St 18th Floor, Chicago, IL 60610 (Google Maps)

Devereaux is a swanky rooftop bar with a New American menu and sweeping views. The outdoor pool adds to the great ambiance at night.

The house cocktails are creative and balanced, and most are available as a punch bowl for those looking to party.

The staff is helpful and attentive, and the service is great. The rooftop lounge is upscale, and the drink selection is okay.

The fire pits and seating around them are great for a nightcap with a view. The rooftop bar is a bit small, but it's worth going for the rooftop experience.

5. Sully's House

Sully's House
1501 N Dayton St, Chicago, IL 60642 (Google Maps)

Sully's House is a great neighborhood rooftop bar. It has a comfortable atmosphere, friendly staff, and good food options.

The bar is spacious and perfect for groups to hang out and watch sports. The rooftop patio is a nice place to relax and enjoy the weather.

The drink prices are reasonable and the beer selection is decent. The only downside is that parking can be a bit of a challenge in the area.

All in all, Sully's House is a great spot to grab a drink and hang out with friends.

6. Wrigley Rooftops

Wrigley Rooftops
1010 W Waveland Ave, Chicago, IL 60613 (Google Maps)

Wrigley Rooftops is a top-notch rooftop bar that offers a fantastic view of the surrounding area.

The staff is professional and the service is excellent. The facility is clean and well-maintained, making it a great venue for events.

The bar and grill offer a variety of food and drinks that are tasty and satisfying.

If you're looking for a great rooftop experience, Wrigley Rooftops is definitely worth checking out.

7. Apogee

2 W Erie St, Chicago, IL 60654 (Google Maps)

Apogee is a chic rooftop bar with a great atmosphere and stunning views. The upgraded decor and drink menu provide a relaxing experience.

The house specialty cocktails are impressive, and the small plates menu offers delicious food.

The staff is friendly and provides excellent service. The DJ booth adds to the fun vibe, making it a perfect spot for a night out.

The unique cocktails and whimsical drinkware are a must-try.

8. Rooftop at Nobu Hotel Chicago

Rooftop At Nobu Hotel Chicago
155 N Peoria St 11th Floot, Chicago, IL 60607 (Google Maps)

Rooftop at Nobu Hotel Chicago offers stunning views of the city and a limited but delicious bar menu.

The staff is attentive and friendly, and the atmosphere is perfect for a date night or drinks with friends.

The yellowtail jalapeno and hakima cocktail are must-tries. While prices are steep, the quality of the food and drinks is top-notch.

Covid protocols are in place, and outdoor seating is available for warmer weather. A great spot for a night out in the city.

9. Cerise Rooftop

Cerise Rooftop
203 N Wabash Ave 26th floor, Chicago, IL 60601 (Google Maps)

Cerise Rooftop is a rooftop bar with breathtaking views of the city. The bar has a great vibe, with techno funk music on Thursdays.

The staff is friendly and attentive, and the service is good despite post-pandemic staffing issues. Prices are reasonable for the atmosphere and view.

The food and drinks are great, with the hot mess express being a standout cocktail. It's recommended to make a reservation to ensure seating outside.

The rooftop bar also doubles as a nightclub, with late-night drinking and dancing. Cerise Rooftop is a cool and hip venue that's definitely worth checking out.

10. Streeterville Social

Streeterville Social
455 N Park Dr, Chicago, IL 60611 (Google Maps)

Streeterville Social is a rooftop bar located in Chicago. This stylish gathering spot offers elevated American eats and cocktails.

The largest rooftop lounge in the city, Streeterville Social boasts great views and a relaxed atmosphere. The bar staff is knowledgeable and takes pride in making great drinks.

While the food is a bit pricey, the creative menu offers bold and sophisticated flavors. Happy hour specials are available, making it a great place to unwind after work.

The patio is smaller than expected but offers a nice place to hang out with friends. Streeterville Social is a must-visit rooftop bar for anyone looking for a chill place to grab a drink and enjoy the city views.

11. Aire Rooftop Bar Chicago

Aire Rooftop Bar Chicago
100 W Monroe St Floor 24, Chicago, IL 60603 (Google Maps)

Aire Rooftop Bar Chicago offers amazing views and great drinks. The atmosphere is quieter, allowing for comfortable conversation.

The friendly staff serves a nice selection of appetizers at reasonable prices.

The limited selection of spirits is made up for by the variety of seating options, including tables, high tops, loungy seating, and a small bar.

The rooftop bar offers ample seating of multiple varieties, as well as fire pits and a light menu.


1 W Wacker Dr, Chicago, IL 60601 (Google Maps)

RAISED is a chic rooftop bar with amazing views of the city skyline and river. The ambiance is great with a live guitarist playing cool music.

The bartenders are friendly, but getting their attention for a drink can be a challenge.

The food is delicious with grilled skirt steaks and parmesan rosemary frites being a must-try. The drinks lack punch, but the creative cocktail menu makes up for it.

The seating is limited, and the place can get crowded. The prices are on the higher side, but it's worth the splurge for a night out in the Loop.

13. ROOF on theWit

Roof On Thewit
201 N State St 27th Floor, Chicago, IL 60601 (Google Maps)

ROOF on theWit is a trendy rooftop bar that offers stunning views of the city skyline. This summer hotspot is located on the 27th floor of a hotel.

The bar serves upmarket cocktails and has a small outdoor space with a handful of tables. The indoor area is dimly lit, and music is playing, which adds to the ambiance.

The staff is friendly and accommodating. The bar has a limited food menu, but the sushi rolls are highly recommended.

The rooftop lounge turns into a fun hangout with a DJ at night. If you're looking for a swanky rooftop bar to enjoy drinks with friends, ROOF on theWit is definitely worth a visit.

14. VU Rooftop Bar

Vu Rooftop Bar
133 E Cermak Rd, Chicago, IL 60616 (Google Maps)

VU Rooftop Bar boasts breathtaking views of the city skyline and is a must-visit for those looking for an upscale rooftop experience.

With indoor and outdoor seating, there's plenty of space to relax and enjoy the view. The staff is attentive and the drinks are expertly crafted.

The New American fare is delicious and reasonably priced. Reservations are recommended to secure a spot at this popular spot.

Whether it's for a date or a night out with friends, VU Rooftop Bar is the perfect spot for a memorable evening.

15. Whiskey Business

Whiskey Business
1367 N Milwaukee Ave, Chicago, IL 60622 (Google Maps)

Whiskey Business is a rooftop bar with a chill atmosphere and loungy furniture. The outdoor big screens are perfect for watching a game or movie nights.

Although reservations are strongly enforced, they are worth it for the awesome environment. The rooftop offers a beach vibe with fake grass carpet and unobstructed views of the sky.

The food is typical bar fare, but the unexpected fluff fries and buffalo fry platter are beyond delicious.

The drinks are great, especially the Whiskey Business cocktails. The service is prompt and friendly, making it a highly recommended hangout spot.