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

Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Chicago hotels with a pool

1. 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.
$198 nightly
$236 total
Sep 8 - Sep 9
Total with taxes and fees
Palmer House a Hilton Hotel

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago

3. 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.
$161 nightly
$191 total
Sep 7 - Sep 8
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

5. 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.
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton 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.
$163 nightly
$194 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile

7. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
$157 nightly
$187 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown

8. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
  • Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room.
$153 nightly
$182 total
Aug 31 - Sep 1
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile

9. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

10. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
  • Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
$259 nightly
$308 total
Sep 7 - Sep 8
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
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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

Hilton Chicago

Hilton Chicago
Downtown Chicago
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
$161 nightly
$191 total
Sep 7 - Sep 8
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
$180 nightly
$214 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
$163 nightly
$194 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$157 nightly
$187 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
AC Hotels by Marriott Chicago Downtown

The Wade

The Wade
Downtown Chicago
$149 nightly
$177 total
Aug 9 - Aug 10
Total with taxes and fees
The Wade

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$205 nightly
$244 total
Aug 31 - Sep 1
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
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Hotels with pools and hot tubs in Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$205 nightly
$244 total
Aug 31 - Sep 1
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

Hilton Chicago

Hilton Chicago
Downtown Chicago
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
$309 nightly
$367 total
Sep 6 - Sep 7
Total with taxes and fees
JW Marriott Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$549 nightly
$653 total
Aug 23 - Aug 24
Total with taxes and fees
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$536 nightly
$637 total
Aug 23 - Aug 24
Total with taxes and fees
Waldorf Astoria Chicago

Stay One Chicago

Stay One Chicago
Downtown Chicago
$383 nightly
$450 total
Sep 8 - Sep 9
Total with taxes and fees
Stay One Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$554 nightly
$658 total
Aug 23 - Aug 24
Total with taxes and fees
Park Hyatt Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
$125 nightly
$146 total
Aug 23 - Aug 24
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$341 nightly
$400 total
Aug 9 - Aug 10
Total with taxes and fees
The Hotel at Midtown
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Was fine for a two night stay. Probably wouldn’t have booked if I had known the bathroom door was see through though. Not everyone is staying alone or sharing a room with someone they are comfortable with seeing almost everything through the door. So would not book again."
Emma 2-night trip
Posted 16 hours ago
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"The hotel was great and in a perfect spot to everything in walking distance, the only issue was my key kept not working for the room but they did gladly switched it out for a new one."
RaKima 3-night trip
Posted 16 hours ago
Eurostars Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Really nice place to stay! Everything is near by and within walking distance!"
andy 5-night trip
Posted 22 hours ago
The Chicago Hotel Collection - 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 $182 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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