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Find Hotels with Pool in Chicago, IL

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Our top choices for Chicago hotels with a pool

1. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Very well located and the service at this hotel was truly 5 stars The high tea was exceptional as well"
United States
Ana
The price is £478
includes taxes & fees
22 Nov - 23 Nov
The Langham, Chicago

2. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is £553
includes taxes & fees
15 Nov - 16 Nov
The Peninsula Chicago

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,165 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is £115
includes taxes & fees
23 Nov - 24 Nov
L7 Chicago by LOTTE

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,075 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is £408
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (666 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is £119
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is £277
includes taxes & fees
24 Nov - 25 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

7. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 reviews)
"Wonderful will stay again"
United States
Kristee
The price is £164
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago

8. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,641 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is £146
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago

9. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,669 reviews)
"Clean room and great staff."
United States
Derrick K
The price is £142
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown

10. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,882 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is £149
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton

11. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,008 reviews)
"Great stay!"
United States
Miya
The price is £122
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North

12. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is £108
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown

13. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,425 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is £135
includes taxes & fees
25 Nov - 26 Nov
Arlo Chicago

14. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,220 reviews)
"Great stay"
United States
Keith
The price is £115
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North

15. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,289 reviews)
"Location is excellent."
United States
ana
The price is £128
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North

16. Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,182 reviews)
"Staff was great, great location"
United States
Glenn
The price is £124
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Chicago Downtown / River North

17. Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"The hotel was beautiful, walking distance to shopping and restaurants. The room and view was top tier. My next trip I’m definitely booking again."
United States
Stanford
The price is £181
includes taxes & fees
22 Nov - 23 Nov
Hotel EMC2, Autograph Collection

18. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is £119
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown/Loop

19. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,586 reviews)
"Great hotel"
United States
Tracy
The price is £97
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown

20. Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,167 reviews)
"Very clean and convenient location."
United States
Veronica
The price is £149
includes taxes & fees
23 Nov - 24 Nov
Level Chicago - River North
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.

Choose what matters most at hotels with a pool in Chicago

Hotels with pools and free breakfast in Chicago

4-star hotels with pools in Chicago

5-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.

Find out more about Chicago

Discover top Chicago attractions

The greater Chicago area is filled with diverse attractions that cater to adventurous travellers looking for memorable experiences. Begin your exploration at a vibrant lakeside park, where you can stroll along the scenic paths, enjoy outdoor art installations, or even partake in yoga sessions with stunning views of the skyline. For those who appreciate history, a visit to a captivating historic district offers charming architecture and unique boutiques that reflect the city's rich heritage. Art enthusiasts will be thrilled to discover a renowned museum district showcasing world-class exhibitions, perfect for immersing yourself in culture and creativity. If you're seeking excitement, consider a thrilling architectural boat tour that unveils the city's impressive skyline from the water, providing a unique perspective of its stunning buildings. Finally, wrap up your day in an energetic neighborhood filled with exceptional dining experiences, where you can savor local flavors and innovative cuisine. With a variety of high-quality accommodations in these dynamic areas, you’ll find the perfect place to unwind after a day of adventure, ensuring a delightful stay in the greater Chicago region.

Top Chicago Hotel Reviews

Frequently asked questions

What are the best hotels in Chicago with outdoor pools?
The Viceroy Chicago is a fantastic 4.5-star hotel, highly rated at 9.4, offering a resort-inclusive pool with comfy sun loungers, great for relaxing after a day of exploring. You'll also find lovely lake views from this hotel, which is situated right in a prime shopping district.

For those travelling with little ones, or simply seeking a vibrant setting, the Loews Chicago Hotel, another 4.5-star option with a 9.4 rating, boasts a delightful poolside bar. This hotel also offers suites, and many rooms provide stunning lake or river views.

If luxury is what you're after, the 5-star Nobu Hotel Chicago, with a 9.4 rating, provides a truly indulgent experience. While it features sun loungers by the pool, you can also unwind in a deep soaking bathtub or enjoy a rainfall showerhead in your room, complete with designer toiletries and plush bathrobes.

The InterContinental Chicago Magnificent Mile by IHG, a 4.5-star hotel with a 9.2 rating, offers a resort-inclusive pool and is part of the Historic Hotels of America collection, adding a touch of grandeur to your STAY. Its location in a shopping district is ideal for those who enjoy a spot of retail therapy.
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 £77 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?
Stay One Chicago, a 4-star property, offers the luxury of a private outdoor pool, superb for those seeking an exclusive swimming experience. Guests can also enjoy amenities such as pool cabanas, comfortable sun loungers, and a poolside bar, making for a truly relaxing and convenient STAY.

For families with little ones, having a private outdoor pool can be a real game-changer, providing a safe and intimate space for children to splash and play. The convenience of poolside service and comfortable seating also means parents can unwind whilst keeping an eye on their children.
Are there hotels in Chicago with outdoor pool cabanas or loungers?
The Holiday Inn Express & Suites Chicago Schaumburg by IHG, a 3.5-star hotel, offers complimentary pool cabanas and sun loungers for a relaxing outdoor experience. Guests frequently highlight the spacious and clean rooms, along with the delicious free breakfast.

For those seeking both cabanas and sun loungers, the 4-star DoubleTree by Hilton Chicago - Magnificent Mile is an excellent choice, also featuring a poolside bar for added convenience. This hotel is top for its fantastic location and friendly staff.

Families looking for a touch of luxury will appreciate the 4.5-star Radisson Blu Aqua Hotel Chicago, which provides free pool cabanas and sun loungers. This hotel is praised for its beautiful, clean rooms and exceptional service, and it's also a great option if you're looking for suites or executive rooms.

While not exclusively an outdoor pool, the 3-star Great Wolf Lodge Illinois is a fantastic option for families with children, boasting a free water park with waterslides and pool cabanas. This lodge is particularly popular for its clean rooms and amazing staff, though it's a bit further out, about 45.3 km from Chicago O'Hare International Airport.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Viceroy Chicago, a superb 4.5-star hotel with a traveller rating of 9.4, offers an inviting outdoor pool complete with sun loungers, great for a relaxing dip while enjoying stunning lake views. You'll also appreciate the premium bedding and designer toiletries, ensuring a luxurious STAY.

For those who appreciate breathtaking waterfront vistas, the Loews Chicago Hotel, another 4.5-star gem with a 9.4 rating, boasts incredible lake and river views from its outdoor pool area, which also features a poolside bar for ultimate convenience. This hotel offers spacious suites, premium bedding, and designer toiletries, making it a truly comfortable and stylish choice.

The Ritz-Carlton, Chicago, a magnificent 5-star hotel rated 9.2, provides an exquisite outdoor pool experience with captivating lake views. Here, you'll find an array of luxurious touches, including rainfall showerheads, champagne service, designer toiletries, and plush bathrobes, all designed to elevate your stay. It's also conveniently located with shopping options both on-site and nearby.

If you're looking for a hotel with fantastic river views, the Renaissance Chicago Downtown Hotel, a 4-star establishment with a 9.2 rating, features an outdoor pool area with sun loungers where you can take in the picturesque surroundings. The hotel also offers executive rooms with club level lounge access, 24-hour room service, and premium bedding for an enhanced experience.

Families looking for a hotel with great amenities will find the Sheraton Grand Chicago Riverwalk, a 4-star hotel with an 8.6 rating, to be an excellent choice. While it has an indoor pool, it's worth noting for its fantastic location on the Riverwalk, offering lovely water views.
Which Chicago hotels offer poolside service for food and drinks?
The Loews Chicago Hotel, a 4.5-star establishment with a fantastic 9.4 review score, offers a delightful poolside bar, great for enjoying refreshments while soaking up the sun. Its prime location in a shopping district, with stunning lake and river views, adds to its allure, and guests consistently praise the friendly and helpful staff.

For those who appreciate a chic atmosphere, The Hoxton, Chicago, a 4-star hotel rated 9.2, also provides a poolside bar, ensuring your drinks and snacks are never far away. This hotel is also pet-friendly, so your furry friends can join in the fun, and guests often highlight the convenient location and super friendly staff.

Another excellent option is The Robey, Chicago, a Member of Design Hotels, a 3.5-star hotel with a 9.2 rating, where you can unwind with poolside service and sun loungers. Travellers frequently comment on the beautiful, clean rooms and the attentive staff.

The Hilton Grand Vacations Club Chicago Magnificent Mile, a 3.5-star hotel with a 9.2 rating, ensures you won't go thirsty by the pool, offering poolside bar service and comfortable sun loungers. This hotel is particularly appealing to families, as it provides free cots, and guests love the spacious, clean rooms and the amazing, convenient location.

Finally, The Hotel at Midtown, a 4-star hotel with a 9.0 rating, features a poolside bar, allowing you to enjoy food and drinks without leaving the pool area.
Are there hotels with outdoor pools that are close to Chicago Riverwalk?
The Loews Chicago Hotel is a fantastic 4.5-star option, boasting a delightful poolside bar where you can relax and enjoy the stunning lake and river views. With its prime location in a shopping district, it offers both convenience and luxury, including premium bedding and designer toiletries for a truly comfortable STAY. Our customers consistently praise the friendly and helpful staff, as well as the comfortable and clean rooms, all contributing to its excellent review rating of 9.4.

For those who appreciate chic design and stunning vistas, the Viceroy Chicago, also a 4.5-star hotel, provides elegant pool sun loungers and offers magnificent lake views. This hotel spoils guests with premium bedding and Egyptian cotton sheets, ensuring a restful night's sleep. Valet parking is available, and its location within a vibrant shopping district adds to its appeal. Travellers rate it highly at 9.4, often commenting on the beautiful, clean rooms and the overall excellent service.

If you're seeking a 5-star experience, the Nobu Hotel Chicago presents a luxurious escape with deep soaking bathtubs and rainfall showerheads in every room, along with plush bathrobes and designer toiletries. Guests can enjoy the comfort of pool sun loungers, and the hotel offers covered and secured valet parking for added convenience. With a stellar review rating of 9.4, customers frequently highlight the amazing and friendly staff, as well as the fantastic rooms.

The InterContinental Chicago Magnificent Mile by IHG, a 4.5-star hotel, is another excellent choice, particularly for families or those seeking spacious rooms, as it offers suites. As a Historic Hotel of America, it blends classic charm with modern amenities, including bathrobes and Egyptian cotton sheets. Located in a bustling shopping district, this hotel boasts a gorgeous pool that guests absolutely love, contributing to its impressive 9.2 review rating.

For a more budget-friendly yet highly-rated option, the Hampton Inn & Suites Chicago Downtown, a 3-star hotel, provides complimentary buffet breakfast, making mornings incredibly convenient for families. Guests can enjoy the pool with sun loungers, and the hotel is known for its spacious and clean rooms.
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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