Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Top Chicago Hotels with a Pool

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2915)
Dive into relaxation at the inviting indoor pool, perfectly complementing days spent exploring nearby Millennium Park and Navy Pier. Sun loungers provide comfortable respite, while the fitness center with city views offers 24-hour workout options.
The price is NT$3,027
NT$3,553 total
includes taxes & fees
Nov 24 - Nov 25
Aloft Chicago Mag Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.2 out of 10, Very Good, (2747)
Aquatic enthusiasts splash year-round in the indoor pool, open from 6:00 AM to 10:00 PM daily. Located near Chicago Riverwalk and Millennium Park, guests enjoy complimentary breakfast before exploring nearby shopping and dining attractions.
The price is NT$2,846
NT$4,256 total
includes taxes & fees
Dec 9 - Dec 10
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (2138)
Poolside bliss awaits with shaded cabanas, comfortable loungers, and refreshing cocktails from the bar. After swimming, guests can explore Michigan Avenue's attractions, dine at HotHouse restaurant, or energize in the fitness center.
The price is NT$3,045
NT$3,574 total
includes taxes & fees
Nov 25 - Nov 26
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Chicago

4.0 star property
Downtown Chicago
  • Indoor pool
  • Hot tub
8.4 out of 10, Very Good, (2305)
Swimming enthusiasts relish the immaculate indoor pool, complemented by two hot tubs and a sauna in the recently renovated wellness area. Beyond aquatic pleasures, this historic hotel boasts Irish cuisine and proximity to Grant Park's attractions.
The price is NT$3,297
NT$4,785 total
includes taxes & fees
Dec 20 - Dec 21
Hilton Chicago

The Wade

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (1461)
Sparkling waters beckon in the sleek indoor pool, a serene oasis amid Chicago's urban energy. Guests appreciate the 5:00 AM to 11:00 PM access, perfect for refreshing dips before exploring Navy Pier or after fitness classes at the 24-hour gym.
The price is NT$3,214
NT$3,773 total
includes taxes & fees
Nov 24 - Nov 25
The Wade

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (1563)
Aquatic enthusiasts revel in the indoor pool complemented by sun loungers for post-swim relaxation. Positioned along Chicago Riverwalk, this centrally located hotel offers easy access to Millennium Park, dining venues, and downtown attractions.
The price is NT$4,649
NT$6,394 total
includes taxes & fees
Dec 15 - Dec 16
Sheraton Grand Chicago Riverwalk

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (3377)
Swimmers delight in the spacious indoor pool with glass roof, accessing refreshing waters from early morning until late evening. After laps, guests unwind on comfortable loungers or detoxify in the sauna before dining at the riverside restaurant.
The price is NT$3,620
NT$4,249 total
includes taxes & fees
Dec 19 - Dec 20
voco Chicago Downtown - Riverwalk by IHG

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (1037)
Bubbling relaxation awaits in the pristine indoor pool and soothing hot tub, perfect complements to an invigorating workout in the state-of-the-art fitness center. Steps from Chicago's Riverwalk and Millennium Park, this hotel combines aquatic tranquility with urban adventure.
The price is NT$3,588
NT$5,129 total
includes taxes & fees
Dec 7 - Dec 8
Hyatt Centric Chicago Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (1770)
Splash into aquatic bliss at both indoor and seasonal outdoor pools complete with complimentary cabanas and sun loungers. This luxury hotel offers basketball courts, FireLake restaurant, and sits within walking distance of Chicago Riverwalk and Millennium Park.
The price is NT$4,361
NT$5,929 total
includes taxes & fees
Dec 16 - Dec 17
Radisson Blu Aqua Hotel Chicago

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (2007)
Dive into the warm indoor pool at this riverfront Chicago hotel, open from 5:00 AM to 11:00 PM daily. Recently renovated rooms showcase stunning skyline vistas, while kayaking adventures and riverside dining await just steps away.
The price is NT$3,495
NT$4,103 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Chicago Dwtn - The Mart by IHG
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

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Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 109 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool, and buffet. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Chicago?
Expedia's 109 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Michigan Avenue, Wrigley Field, and Naval Base Great Lakes while you're in Chicago. Surround yourself with nature at Millennium Park and Lake Michigan. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.
When is the best time to book a hotel with a pool in Chicago?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.
What's the best way to travel around Chicago?
Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.