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

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chicago hotels with a pool

1. 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.
$149 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
The Wade

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$236 nightly
$281 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Chicago

3. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$195 nightly
$232 total
Sep 27 - Sep 28
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

4. 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.
$253 nightly
$301 total
Oct 1 - Oct 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

5. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
$254 nightly
$302 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

6. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
$190 nightly
$226 total
Sep 27 - Sep 28
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile

7. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
  • Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$203 nightly
$241 total
Oct 1 - Oct 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

9. 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.
$227 nightly
$270 total
Sep 27 - Sep 28
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

10. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
  • Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
$317 nightly
$377 total
Oct 2 - Oct 3
Total with taxes and fees
Palmer House a Hilton Hotel
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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

The Wade

The Wade
Downtown Chicago
$149 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
The Wade

Hilton Chicago

Hilton Chicago
Downtown Chicago
$236 nightly
$281 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Chicago

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$195 nightly
$232 total
Sep 27 - Sep 28
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$254 nightly
$302 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$253 nightly
$301 total
Oct 1 - Oct 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
$215 nightly
$256 total
Sep 27 - Sep 28
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop

Marriott Chicago O'Hare

Marriott Chicago O'Hare
O'Hare
$179 nightly
$210 total
Oct 16 - Oct 17
Total with taxes and fees
Marriott Chicago O'Hare

Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
$125 nightly
$147 total
Sep 27 - Sep 28
Total with taxes and fees
Fairfield Inn and Suites by Marriott Chicago Midway Airport

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
$228 nightly
$271 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn & Suites Chicago Medical District UIC
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Hotels with pools and hot tubs in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
$236 nightly
$281 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$254 nightly
$302 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
$162 nightly
$190 total
Oct 4 - Oct 5
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$354 nightly
$416 total
Sep 24 - Sep 25
Total with taxes and fees
The Hotel at Midtown

Stay One Chicago

Stay One Chicago
Downtown Chicago
$328 nightly
$385 total
Sep 28 - Sep 29
Total with taxes and fees
Stay One Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$675 nightly
$803 total
Oct 4 - Oct 5
Total with taxes and fees
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$723 nightly
$859 total
Oct 1 - Oct 2
Total with taxes and fees
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$675 nightly
$803 total
Oct 18 - Oct 19
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"."
Liam 2-night trip
Posted 1 hour ago
Eurostars Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"10/10 From outside service to the inside service"
Danikka 1-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Rooms are large and very clean. Has a refrigerator, but no microwave."
Diane 2-night trip
Posted 7 hours ago
Hilton Chicago
The Wade

The Wade

10/10 Excellent
"The room was very clean. Great staff. Very accommodating and quick. Great hotel in a great area. Good views of the Lake"
Richard 5-night trip
Posted 8 hours ago
The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"Stayed in a junior suite !! Very nice until the A/C broke (97* outside) had to drag all of our stuff back to the lobby just to get another room !! When, they should have come up and given us the key to the new room !! Next (2) days in the the room we had no hot water in the morning to take a shower so the next three days were cold showers in the morning (very annoying). I would love to stay there again but I’m not so sure."
Dawn 1-night trip
Posted 10 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location! Everything you need was at the hotel."
Angela 3-night trip
Posted 12 hours ago
Hyatt Regency Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"The hotel needs remodeling, but it was truly a wonderful stay. We had a comfortable bed, an air conditioned room, and the most helpful staff. It would have been nice to have more updated elevators, and for the breakfast to be with real plates, cups, and utensils. But otherwise, we really enjoyed the centralized location and comfortable suite."
Priscilla 3-night trip
Posted 13 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

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 $177 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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