Hotels with Pool & Resorts in Chicago from AU$136

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Check availability on Chicago Hotels with Pool

Best Chicago Hotels with Pool

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2912)
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 centre with city views offers 24-hour workout options.
The price is AU$169
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Mag Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent 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, (2743)
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 AU$193
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - 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, (2145)
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 energise in the fitness centre.
The price is AU$175
includes taxes & fees
24 Nov - 25 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
  • Indoor pool
  • Hot tub
8.4 out of 10, Very good, (2311)
Swimming enthusiasts relish the immaculate indoor pool, complemented by two spa pools 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 AU$235
includes taxes & fees
25 Nov - 26 Nov
Hilton Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade

The Wade

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very good, (1455)
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 AU$185
includes taxes & fees
24 Nov - 25 Nov
The Wade
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (1564)
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 city centre attractions.
The price is AU$313
includes taxes & fees
15 Dec - 16 Dec
Sheraton Grand Chicago Riverwalk
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers
voco Chicago Downtown - Riverwalk by IHG

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, (3376)
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 AU$208
includes taxes & fees
19 Dec - 20 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Hyatt Centric Chicago Magnificent Mile

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 spa pool, perfect complements to an invigorating workout in the state-of-the-art fitness centre. Steps from Chicago's Riverwalk and Millennium Park, this hotel combines aquatic tranquility with urban adventure.
The price is AU$251
includes taxes & fees
7 Dec - 8 Dec
Hyatt Centric Chicago Magnificent Mile
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (1767)
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 AU$291
includes taxes & fees
15 Dec - 16 Dec
Radisson Blu Aqua Hotel Chicago
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

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, (2004)
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 AU$201
includes taxes & fees
14 Dec - 15 Dec
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.
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Top Chicago Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great location. Fantastic staff. Breakfast was absolutely amazing. Only issue we had was insufficient bath towels and front desk resolved this quickly. I would gladly stay here again without a doubt"
Scott 2-night trip
Posted 4 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 109 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodation options 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 centre. 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 should I expect 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 such as 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 theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
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. You can access metro transport 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.