The 16 Best Rooftop Pools in Chicago

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!
- 1. Cindy's Rooftop
- 2. Soho House Chicago
- 3. The Robey
- 4. LH Rooftop
- 5. The Up Room
- 6. ROOF on theWit
- 7. ROOF on theWit
- 8. IO Godfrey Rooftop Lounge
- 9. Cabana Club
- 10. Cerise Rooftop
- 11. Aire Rooftop Bar Chicago
- 12. Upstairs at The Gwen
- 13. Rooftop at Nobu Hotel Chicago
- 14. Sky Terrace Rooftop Lounge
- 15. River North Stunning Views Pool Fitness Washer Dryer
- 16. LOFT W/ POOL & ROOFTOP DECK

- 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
Information and Reviews
- 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.

2. Soho House Chicago
Information and Reviews
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.

3. The Robey
Information and Reviews
- 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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
- 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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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!

- 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
Information and Reviews
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.

- 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
Information and Reviews
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!

- 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
Information and Reviews
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.

15. River North Stunning Views Pool Fitness Washer Dryer
Information and Reviews
- 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.

16. LOFT W/ POOL & ROOFTOP DECK
Information and Reviews
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.
Related Services