Hotels with Pool & Resorts in Chicago from NZ$189

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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
8.6 out of 10, Excellent, (2900)
"Had a wonderful stay! The hotel was very comfortable, clean, and relaxing. The staff were friendly and helpful, and the room was cozy and well-maintained. Would definitely stay here again!"
United States
Angel
The price is NZ$205
includes taxes & fees
7 Dec - 8 Dec
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
8.2 out of 10, Very good, (2730)
"Great food clean room friendly staff"
United States
MARINA
The price is NZ$235
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
8.8 out of 10, Excellent, (2140)
"Very nice hotel "
United States
Patrick
The price is NZ$202
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2299)
"Great staff. Great room."
United States
Monica
The price is NZ$272
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2235)
"My favorite place to stay when I go to Chicago! "
United States
Sara
The price is NZ$271
includes taxes & fees
14 Dec - 15 Dec
The Royal Sonesta Chicago River North
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
8.8 out of 10, Excellent, (3347)
"Great stay!"
United States
Shanell
The price is NZ$241
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1440)
"Clean room, courteous staff, great location and price!"
United States
Theresa
The price is NZ$214
includes taxes & fees
23 Nov - 24 Nov
The Wade
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1032)
"The room was fresh view was amazing"
United States
Katelyn
The price is NZ$290
includes taxes & fees
7 Dec - 8 Dec
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
8.8 out of 10, Excellent, (1992)
"Great hotel."
United States
Mario
The price is NZ$233
includes taxes & fees
12 Dec - 13 Dec
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
8.4 out of 10, Very good, (4158)
"Friendly staff, very comfortable room"
United States
Randall
The price is NZ$178
includes taxes & fees
25 Nov - 26 Nov
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 "
Joy 1-night trip
Posted 8 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 holiday, you might want to think about lively Chicago, which offers 124 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Navy Pier, 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. 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 should I expect 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 such as 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 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.