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Find Hotels with Pool in Chicago, IL

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Check availability on Chicago Hotels with Pool

Tonight
18 Sept - 19 Sept
Tomorrow
19 Sept - 20 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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.
£177
includes taxes & fees
20 Sept - 21 Sept
The Wade

2. 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.
£160
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Chicago West Loop Fulton Market Area

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
£180
includes taxes & fees
27 Sept - 28 Sept
Hilton Chicago/Magnificent Mile Suites

4. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
£174
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago 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 centre.
£211
includes taxes & fees
27 Sept - 28 Sept
Hyatt Centric Chicago Magnificent Mile

6. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.
£196
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Downtown - The Loop

7. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into city centre luxury at this Hampton Inn with stylish indoor pool and river proximity.
£195
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Chicago Downtown

8. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
  • Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
£195
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Chicago Dwtn - The Mart by IHG

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
Aloft by Marriott Chicago Mag Mile

10. 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.
£195
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Chicago

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
£160
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Chicago West Loop Fulton Market Area

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
£174
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
£196
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Downtown - The Loop

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
£180
includes taxes & fees
27 Sept - 28 Sept
Hilton Chicago/Magnificent Mile Suites

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
£211
includes taxes & fees
27 Sept - 28 Sept
Hyatt Centric Chicago Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
£195
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

The Wade

The Wade
Downtown Chicago
£177
includes taxes & fees
20 Sept - 21 Sept
The Wade

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
£195
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Chicago Downtown

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
£195
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Chicago Dwtn - The Mart by IHG

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
£193
includes taxes & fees
27 Sept - 28 Sept
Embassy Suites by Hilton Chicago Downtown River North
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4-star hotels with pools in Chicago

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
£275
includes taxes & fees
20 Sept - 21 Sept
InterContinental Chicago Magnificent Mile by IHG

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
£226
includes taxes & fees
27 Sept - 28 Sept
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
£392
includes taxes & fees
16 Oct - 17 Oct
Renaissance Chicago Downtown Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
£195
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Chicago

Hilton Chicago
Downtown Chicago
£205
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
£311
includes taxes & fees
26 Sept - 27 Sept
Sheraton Grand Chicago Riverwalk

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
£275
includes taxes & fees
20 Sept - 21 Sept
Radisson Blu Aqua Hotel Chicago

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
The Royal Sonesta Chicago River North

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
£367
includes taxes & fees
3 Oct - 4 Oct
JW Marriott Chicago

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
£185
includes taxes & fees
27 Sept - 28 Sept
AC Hotels by Marriott Chicago Downtown
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5-star hotels with pools in Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
£464
includes taxes & fees
4 Oct - 5 Oct
Trump International Hotel & Tower Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
£453
includes taxes & fees
20 Sept - 21 Sept
Nobu Hotel Chicago

The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
£601
includes taxes & fees
4 Oct - 5 Oct
The Peninsula Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
£581
includes taxes & fees
4 Oct - 5 Oct
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
£642
includes taxes & fees
1 Oct - 2 Oct
Waldorf Astoria Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
£566
includes taxes & fees
18 Oct - 19 Oct
The Ritz-Carlton, Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
£561
includes taxes & fees
4 Oct - 5 Oct
Four Seasons Hotel Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
£601
includes taxes & fees
18 Oct - 19 Oct
Park Hyatt Chicago

The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
£597
includes taxes & fees
4 Oct - 5 Oct
The St. Regis 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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great room in a world class city and the amenities were on point."
Tom 2-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Really great stay and experience"
Whitney 2-night trip
Posted 2 hours ago
Hyatt Regency Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Overall this was a great hotel. The room was clean and all staff were friendly. My only complaints were how much light was still allowed into the room even with the curtains closed and since it's an older building sound carried quite a bit more from room to room than I was expecting."
Bryan 4-night trip
Posted 3 hours ago
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"I enjoyed my stay. Nice hotel and nice staff"
Whitney 2-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Wade

The Wade

10/10 Excellent
"."
MariaChristina 3-night trip
Posted 1 day ago
The Wade
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"The staff is fantastic, everyone was kind and helpful. The rooms were clean and met all expectations."
Jonathan 2-night trip
Posted 1 day ago
Hampton Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

What are the best hotels in Chicago with outdoor pools?
Loews Chicago Hotel is a fantastic choice for travellers seeking a blend of luxury and convenience, featuring a stunning outdoor pool complemented by a poolside bar where you can unwind with a refreshing drink. Rated 9.4 by guests, this 4.5-star hotel is known for its friendly and helpful staff, as well as its comfortable and clean rooms. With views of the river and easy access to the shopping district, it's an ideal spot for families looking to explore the city while enjoying top amenities.Another excellent option is the Viceroy Chicago, also rated 9.4, offering a chic outdoor pool experience with sun loungers for relaxing afternoons. Guests rave about the beautiful and clean rooms, and the staff's excellent service makes every stay feel special. Conveniently located in a vibrant shopping district, this 4.5-star hotel combines comfort with style, making it superb for those who want both adventure and relaxation.For those in search of an upscale experience, Nobu Hotel Chicago stands out with its luxurious outdoor pool and impeccable service. With a superb rating of 9.4, this 5-star hotel provides guests with premium amenities, including deep soaking bathtubs and designer toiletries. The friendly staff and fantastic room quality ensure a memorable stay, making it ideal for families looking to indulge during their trip.Kasa River North Chicago, rated 9.6, offers a more casual yet equally appealing option with its rooftop terrace and outdoor pool. Families will appreciate the well-equipped kitchen facilities and free Wi-Fi, superb for those who enjoy a cozy feel while traveling. The friendly front desk staff and fantastic amenities further enhance the overall experience.Lastly, the Hampton Inn & Suites Chicago Downtown, with a rating of 9.2, provides a budget-friendly option featuring a warm outdoor pool and complimentary breakfast. Families will love the spacious rooms and the welcoming atmosphere, making it a great choice for a fun-filled Chicago getaway.Each of these hotels not only offers outdoor pools but also a range of amenities that cater to families and adventurous travellers alike.
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 £160 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.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Loews Chicago Hotel is a fantastic option for travellers seeking an outdoor pool with stunning scenic views. This 4.5-star hotel not only offers a refreshing poolside bar for leisurely afternoons but also features breathtaking river and lake views that guests rave about. With a remarkable traveller rating of 9.4, visitors frequently praise the friendly and helpful staff, the comfortable and clean rooms, and the overall excellent service.Another great choice is the Viceroy Chicago, also rated at 4.5 stars and boasting a beautiful outdoor pool area. Guests enjoy lounging on the sun loungers while soaking in picturesque lake views. With a traveller score of 9.4, it's no surprise that many reviews highlight the hotel's great location and the excellent quality of service provided by the friendly staff.For those who prefer a central location, the Renaissance Chicago Downtown Hotel offers an inviting outdoor pool with lovely river views. This 4-star hotel holds a solid traveller rating of 9.2, with many guests praising the helpful staff and the quality of food and drinks available on-site.Finally, The Ritz-Carlton, Chicago stands out as a luxurious 5-star option, featuring an outdoor pool with captivating lake views that guests find exceptional. With a traveller rating of 9.2, this hotel is known for its beautiful rooms and outstanding service, making it a worthy choice for a memorable stay.
Are there hotels in Chicago with outdoor pool cabanas or loungers?
The DoubleTree by Hilton Chicago - Magnificent Mile is a fantastic choice for travellers seeking an outdoor oasis in the heart of the city. With a rating of 8.8 from guests, this 4-star hotel features a delightful outdoor pool equipped with cabanas, sun loungers, and a poolside bar, making it an ideal spot for relaxation after a day of exploring. Guests rave about the hotel's friendly staff and the cleanliness of the rooms, which enhances the overall experience.For those looking for a family-friendly option, the Holiday Inn Express & Suites Chicago Schaumburg by IHG also shines with its outdoor pool that includes free cabanas and sun loungers. Rated 9.0 by travellers, this hotel offers a spacious and convenient stay, complemented by a complimentary buffet breakfast that is both delicious and satisfying.The Radisson Blu Aqua Hotel Chicago offers a touch of luxury with its resort-style outdoor pool, complete with free cabanas and sun loungers. Guests appreciate the beautiful and clean rooms, along with exceptional service, earning the hotel a great rating of 8.6.Lastly, families can enjoy a fun-filled stay at the Great Wolf Lodge Illinois, which features both indoor and outdoor pools, along with cabanas. With a rating of 8.6, this hotel is well-loved for its clean rooms and amazing water park, ensuring that everyone in the family has a blast.
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 comfort and convenience near the airport, just 1.1 miles away from Chicago, IL (MDW-Midway Intl.). This 4-star hotel not only has an inviting space with its friendly staff but also features a delightful outdoor pool where families can unwind and soak up the sun.In addition to the inviting pool area, you'll find plenty of amenities designed to enhance your stay. Guests rave about the clean and spacious rooms, equipped with essentials such as free Wi-Fi and complimentary toiletries. Families traveling with young children will appreciate the availability of cribs at no extra charge, ensuring a straightforward experience.Moreover, the hotel provides a 24-hour airport shuttle service, making it incredibly convenient for those arriving or departing from the airport. Self-parking is also free, adding to the overall value of your stay.
Which Chicago hotels offer poolside service for food and drinks?
The Loews Chicago Hotel is a fantastic choice for travellers seeking a refreshing poolside experience. This 4.5-star hotel boasts a poolside bar where guests can indulge in delicious food and drinks while enjoying the sun-drenched atmosphere. Rated 9.4 by visitors, it's praised for its friendly staff, comfortable rooms, and excellent service, making it a reliable option for travellers.Another great option is The Robey, Chicago, a Member of Design Hotels. With a traveller review score of 9.2, this 3.5-star hotel also features a poolside bar that enhances the overall experience for guests looking to relax by the water. Visitors love the beautiful, clean rooms and the attentive staff, ensuring that your time spent poolside is both enjoyable and convenient.Hilton Grand Vacations Club Chicago Magnificent Mile is yet another hotel to consider, offering a poolside bar alongside spacious rooms and convenient amenities. Guests appreciate the great location and friendly service here, contributing to its rating of 9.2.For a stylish, urban vibe, The Hoxton Chicago stands out with its poolside bar and a score of 9.0. This 4-star hotel not only provides a lively option but also features friendly staff and comfortable, super clean rooms, making it a delightful option for families wanting to unwind.Lastly, The Hotel at Midtown combines leisure with fitness, offering a poolside bar as well. This 4-star property, rated 9.0, is known for its beautiful rooms and fantastic amenities, ensuring that both relaxation and fun are on the agenda for your stay.
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 with an outdoor pool in Chicago for you.
How can I save on a hotel in Chicago with Expedia?
Before booking your Chicago hotel, remember to join One Key™, Expedia's free travel rewards programme. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a hotel in Chicago as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. 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 travel package. *Savings vary and are not available on all flight and hotel bookings.

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