Hotels with Swimming Pool in Chicago, Illinois

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Check availability on Chicago Hotels with Swimming Pool

Top Chicago Hotels with Swimming Pool

Indoor pool, open 7:00 AM to 10:00 PM, sun 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, (2899)
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 P5,842
P6,859 total
includes taxes & fees
Dec 7 - Dec 8
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, (2729)
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 P5,004
P7,607 total
includes taxes & fees
Dec 9 - Dec 10
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Outdoor 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, (2140)
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 P5,759
P6,760 total
includes taxes & fees
Nov 23 - Nov 24
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, (2299)
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 P6,243
P9,060 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Chicago
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
9.2 out of 10, Wonderful, (2235)
Sink into luxurious pool loungers at the inviting indoor sanctuary after exploring nearby Michigan Avenue. Featuring a 24-hour fitness center, on-site restaurant, and terrace, this hotel perfectly combines aquatic relaxation with urban adventure.
The price is P6,079
P9,024 total
includes taxes & fees
Dec 14 - Dec 15
The Royal Sonesta Chicago River North
Indoor pool, open 5:00 AM to 11:00 PM, sun 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, (3347)
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 P6,846
P8,036 total
includes taxes & fees
Nov 27 - Nov 28
voco Chicago Downtown - Riverwalk by IHG
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade

The Wade

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (1440)
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 P6,079
P7,136 total
includes taxes & fees
Nov 23 - Nov 24
The Wade
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, (1032)
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 P6,787
P9,700 total
includes taxes & fees
Dec 7 - Dec 8
Hyatt Centric Chicago Magnificent Mile
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, (1992)
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 P6,610
P7,759 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (4158)
Pool enthusiasts revel in year-round swimming at this urban retreat's indoor aquatic haven. Just steps from Michigan Avenue and Millennium Park, guests enjoy Weber Grill dining, convenient shopping, and spacious accommodations.
The price is P5,052
P5,930 total
includes taxes & fees
Nov 25 - Nov 26
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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Top Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Amazing hotel "
Silvano 3-night trip
Posted 12 hours ago
Hilton Chicago/Magnificent Mile Suites

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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 124 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Navy Pier, 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. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Chicago?
Expedia's 124 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, Navy Pier, and Wrigley Field while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. 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.