Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Compare Chicago Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1418)
"The view was amazing, the room was beautiful and clean. Beautiful dinning room as well, happy they had a Starbucks inside too. Staff was very welcoming and offered to help us out with anything we needed. Loved that the elevator only worked with the hotel key card. Doors closed and only allowed entry to those with hotel key cards, which made me feel safe. "
The price is NT$4,652
NT$6,462 total
includes taxes & fees
Feb 9 - Feb 10
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
Indoor pool

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 star property
9.0 out of 10, Wonderful, (1775)
"Great location and appearance but rooms are a bit outdated. Pool is awesome but it smelled like urine and was not clear"
The price is NT$4,982
NT$6,896 total
includes taxes & fees
Jan 27 - Jan 28
InterContinental Chicago Magnificent Mile, an IHG Hotel
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
6.6 out of 10, (1005)
"Overall Good,would like to stay there again"
The price is NT$2,638
NT$3,006 total
includes taxes & fees
Feb 11 - Feb 12
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1937)
"Our stay was created as a Business and Pleasure affair! Husband had a Business Christmas Party at Shedd, and Wifey, just needed a place to chill, eat, and watch the UT OSU playoff game in style... ( hubby was jealous!) Was very pleased with the room, very large, with a gorgeous Navy Pier view, and a great relaxing chair with comfy footstool to watch the game and gaze out the expansive window to gaze at a Winter White Navy Pier and Lake Michigan! Although, needing some food, not wanting to...
The price is NT$4,986
NT$6,815 total
includes taxes & fees
Feb 17 - Feb 18
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel
Indoor pool

Holiday Inn Chicago - Schaumburg, an IHG Hotel

3.5 star property
8.4 out of 10, Very Good, (999)
"Quiet!"
The price is NT$3,475
NT$3,995 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Chicago - Schaumburg, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1780)
"Great choice. Great location! "
The price is NT$3,003
NT$3,525 total
includes taxes & fees
Jan 29 - Jan 30
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1598)
"Great hotel looked amazing. Well cared for great staff."
The price is NT$4,555
NT$6,167 total
includes taxes & fees
Jan 24 - Jan 25
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1625)
"Got charged a late fee when I didn’t check out late. "
The price is NT$4,577
NT$6,340 total
includes taxes & fees
Jan 24 - Jan 25
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1018)
"Old remote with only regular tv channels. Not much for the kids to watch! I got a kick out of the older clock radio with CD player. Check in lady was super nice and the room is nice"
The price is NT$3,408
NT$3,919 total
includes taxes & fees
Feb 2 - Feb 3
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore, an IHG Hotel
Indoor pool

Holiday Inn Chicago North Shore, an IHG Hotel

3.0 star property
7.4 out of 10, Good, (1103)
"Great!"
The price is NT$3,113
NT$3,564 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn Chicago North Shore, an IHG Hotel
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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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 50 places to stay with pools. While you’re here, you can explore attractions like Michigan Avenue and Millennium Park, 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. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool, and complimentary wireless internet access. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.
How many hotels with pools will I be able to find in Chicago?
Expedia’s 50 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, Millennium Park, and Navy Pier while you’re in Chicago. Surround yourself with nature at Maggie Daley 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.