Find Hotels with a Pool in Chicago, IL from CA $138

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Our top choices for Chicago hotels with a pool

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,102 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is CA $117
CA $138 total
includes taxes & fees
Mar 1 - Mar 2
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,843 reviews)
The price is CA $132
CA $155 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,700 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is CA $135
CA $159 total
includes taxes & fees
Mar 2 - Mar 3
The Wade

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,329 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is CA $144
CA $169 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,692 reviews)
  • cleanliness
    Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is CA $151
CA $177 total
includes taxes & fees
Mar 5 - Mar 6
Embassy Suites by Hilton Chicago Downtown River North

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,869 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is CA $149
CA $175 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown South Loop

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,184 reviews)
  • cleanliness
    Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
The price is CA $150
CA $176 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Chicago Dwtn - The Mart by IHG

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,095 reviews)
  • cleanliness
    Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.
The price is CA $146
CA $212 total
includes taxes & fees
Mar 3 - Mar 4
Sentral Michigan Avenue

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,752 reviews)
The price is CA $156
CA $183 total
includes taxes & fees
Mar 5 - Mar 6
Courtyard by Marriott Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,369 reviews)
  • cleanliness
    Make a splash at this downtown Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.
The price is CA $128
CA $150 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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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Hotels with pools and free breakfast in Chicago

Hotels with pools and hot tubs in Chicago

4-star hotels with pools in 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.

Top Chicago Hotel Reviews

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 CA $138 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.
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. 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 travel package.
How can I save on a hotel in Chicago with Expedia?
Before booking your Chicago hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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.

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