Chicago Hotel with Pool

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

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotel with Pool

This weekend
Next weekend

Top Chicago Hotel with Pool

Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
"Had a great stay!"
United States
Josh
The price is HK$839
HK$985 total
includes taxes & fees
25 Nov - 26 Nov
Aloft Chicago Mag Mile
The Wade
4.5 star property
8.4 out of 10, Very good, (1401)
"Great place to stay"
United States
Adam
The price is HK$863
HK$1,013 total
includes taxes & fees
23 Nov - 24 Nov
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2117)
"Great stay "
United States
Melinda
The price is HK$802
HK$941 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very good, (2051)
"Great place to stay."
United States
Ron
The price is HK$852
HK$1,194 total
includes taxes & fees
25 Nov - 26 Nov
Palmer House a Hilton Hotel
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3285)
"Great location, staff very attentive. Hotel was clean and close to riverwalk and downtown "
United States
Rocio
The price is HK$1,010
HK$1,186 total
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Radisson Blu Aqua Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1742)
"Excellent Location and beautiful views from the rooms!"
United States
Christina
The price is HK$1,087
HK$1,478 total
includes taxes & fees
23 Nov - 24 Nov
Radisson Blu Aqua Hotel Chicago
Hyatt Centric Chicago Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (1029)
"Great Hotel!"
United States
Wendy
The price is HK$987
HK$1,387 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric Chicago Magnificent Mile
Hyatt Place Chicago/Downtown - The Loop
3.0 star property
8.8 out of 10, Excellent, (1091)
"Great stay would recommend "
United States
Reese
The price is HK$855
HK$1,003 total
includes taxes & fees
25 Nov - 26 Nov
Hyatt Place Chicago/Downtown - The Loop
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.6 out of 10, Excellent, (5174)
"We enjoyed our stay, great location for walking around downtown. "
United States
Tami
The price is HK$984
HK$1,155 total
includes taxes & fees
16 Nov - 17 Nov
Embassy Suites by Hilton Chicago Downtown River North
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
8.8 out of 10, Excellent, (1978)
"Very Nice Hotel in a great location."
United States
Stephen
The price is HK$901
HK$1,058 total
includes taxes & fees
26 Nov - 27 Nov
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.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

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 121 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. 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. 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. Four Points by Sheraton Chicago O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access.
How many hotels with pools should I expect to find in Chicago?
Expedia's 121 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.