A river with a yellow boat, surrounded by tall buildings and a bridge.

Find Hotels with a Pool in Chicago, IL

Check availability on Chicago Hotels with a Pool

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Oct 7 - Oct 8
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Oct 8 - Oct 9
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Oct 9 - Oct 11
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Oct 16 - Oct 18

Our top choices for Chicago hotels with a pool

A rooftop terrace with a glass floor, offering a view of the city skyline.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A bar area with a marble countertop, bar stools, and a variety of bottles.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

1. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
$184 nightly
$219 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Riu Plaza Chicago
An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A large, historic building with a central courtyard surrounded by trees.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$190 nightly
$226 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$161 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
$148 nightly
$201 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.

6. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
$129 nightly
$151 total
Nov 2 - Nov 3
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with lounge chairs and a no diving sign.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
$179 nightly
$212 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A rooftop terrace with green seating, a round table, and a view of city buildings.
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A modern interior with wooden flooring, black furniture, and large windows offering city views.

8. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
$256 nightly
$304 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel 505 River North
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

9. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
The Wade
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large floor-to-ceiling windows offering a city view.

10. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
  • Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.
$461 nightly
$548 total
Nov 1 - Nov 2
Total with taxes and fees
Trump International Hotel & Tower Chicago
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
Spa
4 stars

Hotels with pools and free breakfast in Chicago

A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$190 nightly
$226 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person sitting by a window with a cityscape view.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern hotel with a corner location, large windows, and a green awning.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$139 nightly
$166 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$129 nightly
$151 total
Nov 2 - Nov 3
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern hotel lobby with a large sign reading "THE WADE," a spacious area with a patterned floor, large windows offering views, and potted plants.

The Wade

The Wade
Downtown Chicago
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
The Wade
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$132 nightly
$157 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
An outdoor seating area with modern furniture and potted plants.
A modern interior with a staircase, glass railings, and a visible restaurant area.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
$263 nightly
$312 total
Oct 31 - Nov 1
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
An indoor swimming pool with lounge chairs and a no diving sign.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$179 nightly
$212 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A bathroom with a toilet, a shower with a glass door, and a framed artwork on the wall.
A bar area with multiple seating arrangements and a variety of liquor bottles.
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
$144 nightly
$171 total
Nov 2 - Nov 3
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
An outdoor seating area with a glass table, orange cushions, and potted plants.
A modern building with a large glass facade and a river in front.
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
$269 nightly
$320 total
Oct 31 - Nov 1
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
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Hotels with pools and hot tubs in Chicago

A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$190 nightly
$226 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
An indoor swimming pool with lounge chairs and exercise equipment.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$211 nightly
$251 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
$152 nightly
$179 total
Oct 30 - Oct 31
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$299 nightly
$351 total
Nov 1 - Nov 2
Total with taxes and fees
The Hotel at Midtown
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$522 nightly
$621 total
Nov 1 - Nov 2
Total with taxes and fees
The Langham, Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$584 nightly
$695 total
Nov 1 - Nov 2
Total with taxes and fees
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
A modern hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.
A modern living room with a sectional sofa, a round coffee table, a glass-top dining table, and a large window offering a city view.

Stay One Chicago

Stay One Chicago
Downtown Chicago
$344 nightly
$404 total
Oct 18 - Oct 19
Total with taxes and fees
Stay One Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A woman sitting by a window with a city view, holding a cup and saucer.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$536 nightly
$637 total
Nov 1 - Nov 2
Total with taxes and fees
Park Hyatt Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Everything was good , tv remote was not working it was broken. Also, their coffee maker was dirty."
Aishwarya 2-night trip
Posted 19 hours ago
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great stay for a few days. Very convenient location and close to the train. Rooftop bars are also great, shout out to the staff"
Joel 3-night trip
Posted 20 hours ago
The Chicago Hotel Collection - Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"No fridge and pretty thin walls but a good property"
Avery 2-night trip
Posted 22 hours ago
Club Quarters Hotel, Central Loop, Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Absolutely loved it! Staff were all so nice and helpful. So closed to everything! River walk, The Bean, Chicago theater, Hello Kitty cafe, London House rooftop, Michigan Ave, you can also get The Wendella boat tour just walking distance as well, definitely staying here again!"
Wendy 3-night trip
Posted 23 hours ago
Sports Illustrated Resorts Chicago

Frequently asked questions

How much does a hotel with outdoor pool in Chicago cost?
Enjoy staying in a hotel in Chicago with an outdoor pool. You can find a great deal from $151 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Chicago that have private outdoor pools?
The Hyatt Regency McCormick Place Chicago, a well-rated 4-star hotel with a traveller score of 9.2, offers a great experience with its private outdoor pool. Guests often praise the hotel's excellent location and spacious, clean lobby that sets a welcoming tone for their stay.This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Loews Chicago Hotel is an excellent choice for travellers seeking outdoor pools paired with stunning views. This 4.5-star property boasts an impressive outdoor pool that overlooks the Chicago skyline, making it a great spot to relax after a day of exploration. Guests rave about the friendly and helpful staff, alongside the comfortable and clean rooms that feature luxurious amenities like premium bedding and designer toiletries. With a review score of 9.4, this hotel ensures a delightful stay in the heart of the city.Another fantastic option is the Viceroy Chicago, also rated 4.5 stars and sharing that same high traveller rating of 9.4. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike.For those who prefer a touch of luxury, The Ritz-Carlton, Chicago stands out with its 5-star rating and a review score of 9.2. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago.Lastly, the Renaissance Chicago Downtown Hotel, rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure.
Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)?
The DoubleTree by Hilton Chicago Midway Airport is a fantastic choice for travellers seeking a hotel with an outdoor pool near MDW. This 4-star hotel not only features a refreshing outdoor pool, but also offers sun loungers for those who want to relax and soak up the sun. Guests rave about the friendly staff and the clean, comfortable rooms, making it a popular spot for families and solo travellers alike.Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay.With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City.
Which Chicago hotels offer poolside service for food and drinks?
Loews Chicago Hotel is a fantastic option for travellers seeking delightful poolside service. This 4.5-star hotel, rated an impressive 9.4 by guests, features a stylish poolside bar where you can enjoy refreshing drinks and snacks while soaking in the sun. Guests rave about the friendly and helpful staff, and the hotel's location near the vibrant shopping district adds to its appeal.Another excellent choice is The Robey, Chicago, a Member of Design Hotels. With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike.For those looking for a convenient location, Hilton Grand Vacations Club Chicago Magnificent Mile also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions.The Hoxton Chicago is another delightful option, featuring a poolside bar and a traveller rating of 9.0. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay.Lastly, The Hotel at Midtown, with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity.
Is it cheaper to book flights and a Chicago hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chicago for you.

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