Find Hotels with a Pool in Chicago, IL

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Chicago Hotels with a Pool

This weekend
Next weekend

Top Chicago Hotels with a Pool

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2959)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
$86 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2333)
"We had a great stay and will be back again."
United States
Amber
$131 nightly
The price is $154
Dec 20 - Dec 21
Total with taxes and fees
Hilton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4231)
"Great location. "
United States
Rodger
$84 nightly
The price is $99
Dec 9 - Dec 10
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3425)
"Great hotel"
United States
Clara
$103 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1498)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$95 nightly
The price is $112
Dec 7 - Dec 8
Total with taxes and fees
The Wade

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1043)
"Great Hotel!"
United States
Wendy
$123 nightly
The price is $144
Dec 7 - Dec 8
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2171)
"Great stay "
United States
Melinda
$93 nightly
The price is $110
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2767)
"Great food clean room friendly staff"
United States
MARINA
$112 nightly
The price is $132
Dec 23 - Dec 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
$126 nightly
The price is $148
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2295)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
$130 nightly
The price is $152
Dec 7 - Dec 8
Total with taxes and fees
The Royal Sonesta Chicago River North
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Top Chicago Hotel Reviews

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. 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. 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.

Explore a world of travel with Expedia