The 16 Best Rooftop Pools in Chicago

Cindy's Rooftop

For those seeking a refreshing escape in the heart of the city, rooftop pools in Chicago offer the perfect solution. With stunning views and luxury amenities, these pools provide a one-of-a-kind experience for both locals and visitors alike.

Whether you're looking to relax poolside or take a dip in the water, there are a variety of options to choose from. From chic boutique hotels to trendy bars, there is something for everyone's taste and budget. Explore the list below to find the best rooftop pool in Chicago for your next escape!

  • City views
  • Cocktail service
  • Poolside cabanas
  • Luxury amenities
  • Event space

Discover the top rooftop pools in Chicago and start planning your next urban oasis getaway today!

Cindy's Rooftop

+1 312-792-3502

  • Monday: 11 AM–11 PM
  • Tuesday: 11 AM–11 PM
  • Wednesday: 11 AM–11 PM
  • Thursday: 11 AM–11 PM
  • Friday: 11 AM–12 AM
  • Saturday: 10 AM–12 AM
  • Sunday: 10 AM–11 PM

1. Cindy's Rooftop

4.5/5 (More than 4406 reviews)
12 S Michigan Ave, Chicago, IL 60603, United States
Restaurant

Information and Reviews

Cindy's Rooftop is a renowned restaurant located in Chicago with a stunning city view. They offer a variety of services and features, such as outdoor seating, dine-in options, fast service, a cozy fireplace, an extensive selection of beer, cocktails, and wine. Customers can enjoy lunch or dinner with friends or dine solo in a trendy atmosphere.

  • I cannot say enough great things about Cindy's. Every dish is carefully put together with good portion sizes and variety on the menu. High-quality and upscale dining experience.
  • Beautiful location with good service, tasty food, and a selection of mocktails for those who don't drink.
  • One of the best rooftops in Chicago with pricier cocktails but worth the quality. Amazing lunch options that never disappoint.
  • Great place to hang out and see Chicago views to the west. Good service, incredible building, and delicious breakfast items.
Soho House Chicago

+1 312-521-8000
Hours not available

2. Soho House Chicago

4.6/5 (More than 1573 reviews)
113-125 N Green St, Chicago, IL 60607, United States
Social club

Information and Reviews

Soho House Chicago is a premier Social club located in Chicago, IL. The club offers a variety of exclusive services and amenities for its members to enjoy. From beautifully designed spaces to top-notch dining options, Soho House Chicago is a go-to destination for those seeking a luxurious and sophisticated experience.

Customer reviews rave about the club's impeccable service, stylish decor, and delicious food offerings. Here are some key points summarizing their feedback:

  • Guests love the upscale and trendy atmosphere of the club
  • The staff is friendly, attentive, and always goes above and beyond to ensure a memorable experience
  • The food and drinks are top-notch, with a wide selection to choose from
  • The club's amenities, including valet parking and accessibility options, make it a convenient and comfortable place to visit

Experience the lavish charm of Soho House Chicago and indulge in a world-class social club experience like no other.

The Robey

+1 872-315-3050
Hours not available

3. The Robey

4.5/5 (More than 1078 reviews)
2018 W North Ave, Chicago, IL 60647, United States
Hotel

Information and Reviews

The Robey is a chic and historic hotel located in the heart of Chicago's Wicker Park neighborhood. With a rating of 4.5 stars from 1078 reviews, it is clear that guests have had exceptional experiences at this establishment. Some key points from customer reviews include:

  • Modern and clean rooms
  • Great customer service
  • Convenient location with access to shops and restaurants
  • Unique rooftop bar with stunning views of downtown Chicago

The Robey offers premium amenities such as rooftop bar, cafe, and pool. Guests have raved about the comfortable beds and the delicious food served at the hotel restaurant. Whether you are visiting for business or pleasure, The Robey ensures a memorable stay in the vibrant city of Chicago.

LH Rooftop

+1 312-357-1200

  • Monday: 11 AM–12 AM
  • Tuesday: 11 AM–12 AM
  • Wednesday: 11 AM–12 AM
  • Thursday: 11 AM–12 AM
  • Friday: 11 AM–12 AM
  • Saturday: 11 AM–12 AM
  • Sunday: 11 AM–12 AM

4. LH Rooftop

4.3/5 (More than 3043 reviews)
85 E Wacker Dr 22nd Floor, Chicago, IL 60601, United States
Restaurant

Information and Reviews

LH Rooftop is a renowned restaurant located in Chicago, offering a variety of services and amenities. Customers can enjoy outdoor seating, takeaway, and dine-in options, making it a versatile choice for different dining preferences. The restaurant is also popular for dinner and solo dining, catering to a diverse customer base.

What sets LH Rooftop apart are its great beer selection, great cocktails, and great wine list, enhancing the overall dining experience. The atmosphere is described as cosy, romantic, and trendy, appealing to various tastes and preferences.

Customer reviews highlight the exceptional service, delicious food, and stunning views from the rooftop. Some key points from reviews include:

  • Stunning panoramic views from the rooftop
  • Delicious and flavorful dishes
  • Exceptional service from friendly staff
  • Great selection of cocktails and beverages

With a solid rating of 4.3 stars and a total of 3043 reviews, LH Rooftop continues to impress customers with its offerings. Whether you're looking for a romantic dinner spot or a trendy bar with a view, this restaurant has something for everyone.

The Up Room

+1 872-315-3060

  • Monday: 5 PM–12 AM
  • Tuesday: 5 PM–12 AM
  • Wednesday: 5 PM–12 AM
  • Thursday: 5 PM–12 AM
  • Friday: 5 PM–1 AM
  • Saturday: 5 PM–1 AM
  • Sunday: 5 PM–12 AM

5. The Up Room

4.6/5 (More than 434 reviews)
2018 W North Ave, Chicago, IL 60647, United States
Bar

Information and Reviews

The Up Room is a vibrant rooftop bar located in Chicago, offering a range of services for its guests to enjoy. With features like outdoor seating, fast service, great cocktails, a rooftop terrace with stunning views, and a cozy and trendy atmosphere, this bar ensures a memorable experience for every visitor.

Customer reviews rave about the exceptional service and high-quality drinks at The Up Room. Here are some key points from their reviews:

  • Impressed by the professionalism and creativity of the bartenders
  • Highly recommend trying the delicious cocktails with beautiful presentation
  • Stunning panoramic views of the city skyline

Visitors appreciate the attention to detail from the staff and the overall welcoming ambiance of the bar, making it a favorite spot for many. Whether it's enjoying a nightcap, meeting friends for drinks, or soaking in breathtaking views, The Up Room delivers a top-notch experience that keeps guests coming back for more.

ROOF on theWit

+1 312-239-9502

  • Monday: 2–10 PM
  • Tuesday: 4–11 PM
  • Wednesday: 4 PM–12 AM
  • Thursday: 4 PM–12 AM
  • Friday: 4 PM–2 AM
  • Saturday: 11:30 AM–2 AM
  • Sunday: 1–7 PM

6. ROOF on theWit

4.2/5 (More than 1795 reviews)
201 N State St 27th Floor, Chicago, IL 60601, United States
Bar

Information and Reviews

ROOF on theWit is a vibrant Bar located in Chicago, IL. They offer a range of services and features to ensure a memorable experience for their customers.

Customers have praised ROOF on theWit for the following key points:

  • Fast service
  • Great beer selection
  • Live music and performances
  • Trendy and upmarket atmosphere

The bar provides various options such as outdoor seating, takeaway, and dine-in services. They also have highlights like a great cocktail and wine list, making it a perfect spot for both locals and tourists alike. With wheelchair-accessible facilities and a diverse offering of food and drinks, ROOF on theWit caters to a wide range of preferences.

Experience the lively ambiance and delicious offerings at ROOF on theWit for a night to remember.

ROOF on theWit

+1 312-239-9502

  • Monday: 2–10 PM
  • Tuesday: 4–11 PM
  • Wednesday: 4 PM–12 AM
  • Thursday: 4 PM–12 AM
  • Friday: 4 PM–2 AM
  • Saturday: 11:30 AM–2 AM
  • Sunday: 1–7 PM

7. ROOF on theWit

4.2/5 (More than 1795 reviews)
201 N State St 27th Floor, Chicago, IL 60601, United States
Bar

Information and Reviews

ROOF on theWit is a trendy Bar located in Chicago, offering a range of service options including outdoor seating, takeaway, and dine-in. Customers can enjoy fast service and a great selection of beer, cocktails, and wine. The bar also features live music and performances, creating a vibrant atmosphere for both groups and tourists.

  • Great beer selection
  • Fast service
  • Trendy atmosphere
  • Live music

With a rating of 4.2 based on 1795 reviews, ROOF on theWit is a popular spot for locals and visitors alike. Whether you're looking for a quick drink, a delicious meal, or a lively night out, this bar has something for everyone. Don't miss out on the opportunity to experience this top-rated establishment in the heart of Chicago.

IO Godfrey Rooftop Lounge

+1 312-374-1830

  • Monday: Closed
  • Tuesday: 2 PM–12 AM
  • Wednesday: 2 PM–12 AM
  • Thursday: 2 PM–12 AM
  • Friday: 12 PM–2 AM
  • Saturday: 11 AM–2 AM
  • Sunday: 11 AM–8 PM

8. IO Godfrey Rooftop Lounge

4.1/5 (More than 1186 reviews)
127 W Huron St, Chicago, IL 60654, United States
Lounge

Information and Reviews

IO Godfrey Rooftop Lounge is a trendy and upmarket Lounge located in Chicago, offering a range of amenities such as outdoor seating, delivery, and takeaway. With an impressive rating of 4.1, this establishment is known for its fast service, great cocktails, and rooftop seating. Customers have praised the great wine list and the overall ambiance of the place.

Some key points from customer reviews:

  • This is the place to go for amazing food and exceptional service. The server, Jeanna, went above and beyond to ensure a wonderful experience.
  • Impressive menu with delicious options including a $25 charcuterie board and a $16 Caesar salad.
  • Super cool vibes, expertly cooked food, and a remarkable rooftop view make this place unforgettable.
  • Great place for Sunday brunch with amazing French toast and a chill atmosphere, perfect for enjoying football on the big screen.
Cabana Club

+1 872-315-3083

  • Monday: 11 AM–10 PM
  • Tuesday: 11 AM–10 PM
  • Wednesday: 11 AM–10 PM
  • Thursday: 11 AM–10 PM
  • Friday: 11 AM–11 PM
  • Saturday: 11 AM–11 PM
  • Sunday: 11 AM–10 PM

9. Cabana Club

4.3/5 (More than 355 reviews)
1616 N Milwaukee Ave, Chicago, IL 60647, United States
Cocktail bar

Information and Reviews

Cabana Club is a popular cocktail bar located in Chicago, IL. Known for its fast service, great cocktails, and rooftop seating, it offers a unique and enjoyable experience for all guests. The establishment provides various services and amenities, including outdoor seating, dine-in options, and wheelchair-accessible seating for those in need.

Customer reviews have praised Cabana Club for several key points, including:

  • Delicious cocktails
  • Beautiful rooftop views
  • Friendly and attentive staff

With a rating of 4.3 based on 355 reviews, Cabana Club continues to be a top choice for locals and tourists alike. Experience the vibrant atmosphere and top-notch service that this cocktail bar has to offer.

Cerise Rooftop

+1 312-940-4774

  • Monday: 4–10 PM
  • Tuesday: 4–10 PM
  • Wednesday: 4–10 PM
  • Thursday: 4 AM–12 AM
  • Friday: 4 PM–2 AM
  • Saturday: 4 PM–2 AM
  • Sunday: 4–10 PM

10. Cerise Rooftop

4.1/5 (More than 840 reviews)
203 N Wabash Ave 26th floor, Chicago, IL 60601, United States
Bar

Information and Reviews

Cerise Rooftop offers a unique experience in downtown Chicago, boasting a scenic rooftop location with stunning views of the city. This bar provides a range of services, including outdoor seating and dine-in options. Customers can enjoy a variety of beers, cocktails, and food while taking in the lively atmosphere.

Some key points from customer reviews include:

  • Beautiful rooftop with well-made and delicious drinks, excellent service, and killer views.
  • Atmospheric rooftop bar with tasty cocktails and great city views - a fantastic venue for gatherings.
  • While the views are impressive, overcrowding during busy times can lead to limited menu options and higher prices.
  • Super cute rooftop bar with friendly staff, good drinks, and delicious food options.

Whether patrons seek a vibrant setting for socializing or a tranquil spot to appreciate the cityscape, Cerise Rooftop offers an enticing blend of ambiance and hospitality. Soak in the sights, savor the flavors, and create memorable moments at this trendy establishment.

Aire Rooftop Bar Chicago

+1 773-598-8324

  • Monday: 3:30–10 PM
  • Tuesday: 6–11 PM
  • Wednesday: 6–11 PM
  • Thursday: 6–11 PM
  • Friday: 6 PM–12 AM
  • Saturday: 3 PM–12 AM
  • Sunday: 4–9 PM

11. Aire Rooftop Bar Chicago

4.1/5 (More than 449 reviews)
100 W Monroe St Floor 24, Chicago, IL 60603, United States
Bar

Information and Reviews

Aire Rooftop Bar Chicago is a stunning rooftop destination in Chicago that offers a memorable experience for all who visit. With a rating of 4.1, guests can expect a top-notch bar with a range of services and features. Some of the highlights include fast service, great cocktails, a fantastic wine list, live music, live performances, and of course, rooftop seating to enjoy the beautiful views of the city.

Here are a few summarized customer reviews:

  • We went for a music performance and had a great rooftop experience. The neon sign in front of the hotel indicates if it's open or closed, which is helpful. The rooftop itself is fantastic.
  • The tacos were delicious, the drinks were strong, and the atmosphere and service were amazing. Perfect for celebrating special occasions.
  • The drinks are good, the food choices are decent. The rooftop view is beautiful, but there are concerns about restroom accessibility. Hope they can improve this.
  • Perfect for meeting friends, chatting, and chilling. Great wait staff, good drinks, and tasty appetizers. A definite return destination.

With an array of service options like outdoor seating and dine-in, as well as food and drink offerings such as beer, cocktails, and happy-hour specials, Aire Rooftop Bar is a must-visit spot for locals and tourists alike. Don't miss out on this elevated experience!

Upstairs at The Gwen

+1 872-271-6010

  • Monday: 7 AM–11 PM
  • Tuesday: 7 AM–11 PM
  • Wednesday: 7 AM–11 PM
  • Thursday: 7 AM–11 PM
  • Friday: 7 AM–1 AM
  • Saturday: 7 AM–1 AM
  • Sunday: 7 AM–11 PM

12. Upstairs at The Gwen

4.0/5 (More than 307 reviews)
521 N Rush St 5th Floor, Chicago, IL 60611, United States
Cocktail bar

Information and Reviews

Upstairs at The Gwen offers a unique experience in the heart of Chicago. With its rooftop seating, patrons can enjoy great cocktails while taking in the stunning city views. The venue caters to various needs and preferences, providing options like outdoor seating and dine-in services.

Customers have praised the restaurant for its delectable food and delightful drinks. Some key points from their reviews include:

  • Spectacular food and delicious drinks
  • Inviting ambiance with dazzling city views
  • Attentive service and warm fire pits
  • Reasonable prices and impeccable cleanliness

Overall, guests have enjoyed their time at Upstairs at The Gwen and appreciated the friendly staff and cozy atmosphere. This is a spot worth visiting for a memorable dining experience in Chicago.

Rooftop at Nobu Hotel Chicago

+1 312-779-8800

  • Monday: 5–10 PM
  • Tuesday: Closed
  • Wednesday: 5–10 PM
  • Thursday: 5–10 PM
  • Friday: 5–11 PM
  • Saturday: 11:30 AM–2:30 PM
  • Sunday: 11:30 AM–2:30 PM

13. Rooftop at Nobu Hotel Chicago

4.1/5 (More than 140 reviews)
155 N Peoria St 11th Floor, Chicago, IL 60607, United States
Restaurant

Information and Reviews

Rooftop at Nobu Hotel Chicago is a stunning restaurant located in Chicago, offering a range of service options such as outdoor seating, takeaway, and dine-in. Guests can enjoy highlights like a cozy fireplace, great cocktails, an impressive wine list, and rooftop seating with a trendy atmosphere. Known for their delicious dinner offerings, this establishment caters to a diverse crowd, including groups and tourists.

Customer reviews highlight several key points:

  • A patron enjoyed the miso black cod but found the seating and view lacking
  • Another customer recommended the black cod lettuce wraps and off-menu salmon sashimi served in olive oil and ponzu sauce
  • One reviewer appreciated the cocktails and service at the rooftop but felt the dishes could be improved
  • Another visitor praised the lamb chops, sashimi, and cocktails while noting the high quality of the food

With a rating of 4.1 and 140 reviews, Rooftop at Nobu Hotel Chicago offers a unique dining experience with delectable dishes, refreshing beverages, and a captivating ambiance. Visit their website for more information or call +1 312-779-8800 to make a reservation today!

Sky Terrace Rooftop Lounge

+1 312-335-5444

  • Monday: 3–9 PM
  • Tuesday: 3–9 PM
  • Wednesday: 3–9 PM
  • Thursday: 3–9 PM
  • Friday: 3–10 PM
  • Saturday: 3–10 PM
  • Sunday: 12–8 PM

14. Sky Terrace Rooftop Lounge

3.3/5 (More than 23 reviews)
233 E Ontario St, Chicago, IL 60611, United States
Restaurant

Information and Reviews

Sky Terrace Rooftop Lounge offers a unique experience in the heart of Chicago. With outdoor seating and a rooftop seating area, guests can enjoy great cocktails and a fantastic wine list while taking in stunning city views. This restaurant is popular for both dinner and solo dining, creating a versatile atmosphere for various occasions.

Customer reviews highlight the comfortable rooftop bar setting with good city views and a comfortable ambiance. While some mention that the food is sub-par, the drinks are spot on. Prices may be on the higher side, but the quality of drinks makes it worth it. A reviewer notes the need for better sustainability practices regarding paper straws. Another guest praises the friendly staff, the fun and sociable atmosphere, and suggests adding music and extending operating hours.

  • Ambiance and views are top-notch.
  • Drinks are excellent, with a great wine list and cocktails.
  • Service is friendly and attentive.
  • Food quality may vary, with room for improvement in this area.
River North Stunning Views Pool Fitness Washer Dryer

+1 312-242-1625
Website not available
Hours not available

15. River North Stunning Views Pool Fitness Washer Dryer

0.0/5 (More than 0 reviews)
360 W Hubbard St, Chicago, IL 60654, United States
Hotel

Information and Reviews

River North Stunning Views Pool Fitness Washer Dryer offers a luxurious stay in the heart of Chicago. Guests can enjoy breathtaking views, a refreshing pool, state-of-the-art fitness facilities, and the convenience of a washer and dryer in each room. With a focus on exceptional service and top-notch amenities, this hotel is the perfect choice for travelers looking for a memorable experience.

  • Guests rave about the stunning views from the rooms
  • The pool and fitness center are well-maintained and offer a great workout experience
  • The in-room washer and dryer are a convenient feature that sets this hotel apart

Experience the best that Chicago has to offer at River North Stunning Views Pool Fitness Washer Dryer and make your stay truly unforgettable.

LOFT W/ POOL & ROOFTOP DECK

+1 773-824-1664
Website not available
Hours not available

16. LOFT W/ POOL & ROOFTOP DECK

0.0/5 (More than 0 reviews)
1020 W Lawrence Ave #418, Chicago, IL 60640, United States
Serviced apartment

Information and Reviews

LOFT W/ POOL & ROOFTOP DECK is a premier serviced apartment located in Chicago, IL. The property offers luxurious accommodations with a rooftop deck and pool for guests to enjoy. With a focus on comfort and style, this apartment is perfect for travelers looking for a top-notch experience.

Customers have raved about their stay at LOFT W/ POOL & ROOFTOP DECK, highlighting the following key points:

  • Amazing rooftop deck with stunning views
  • Luxurious and comfortable accommodations
  • Convenient location in the heart of Chicago

Experience the ultimate in comfort and relaxation at LOFT W/ POOL & ROOFTOP DECK. Book your stay today and see why customers can't stop talking about this incredible serviced apartment.

Map of Rooftop Pools in Chicago

Explore Chicago's skyline from above by visiting one of the city's many rooftop pools. As temperatures rise in the Windy City, these luxurious oases offer the perfect place to cool off while taking in stunning views of the city. Check out the map below to find the closest rooftop pool to you and start planning your urban escape.

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