Downtown Chicago Hotel with Pool

  • 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 Downtown Chicago Hotel with Pool

Next weekend
In two weeks

Our top choices for Downtown Chicago hotels with a pool

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,065 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is HK$711
HK$835 total
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,271 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is HK$1,051
HK$1,429 total
includes taxes & fees
21 Feb - 22 Feb
Palmer House a Hilton Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,270 reviews)
"amazing stay"
United States
Anani
The price is HK$698
HK$820 total
includes taxes & fees
10 Feb - 11 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,070 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is HK$860
HK$1,238 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Centric Chicago Magnificent Mile

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,650 reviews)
"Great place to stay"
United States
suleman
The price is HK$961
HK$1,128 total
includes taxes & fees
5 Feb - 6 Feb
voco Chicago Downtown - Riverwalk by IHG

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,708 reviews)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is HK$791
HK$928 total
includes taxes & fees
8 Feb - 9 Feb
Courtyard by Marriott Chicago Magnificent Mile

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,428 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is HK$888
HK$1,293 total
includes taxes & fees
4 Feb - 5 Feb
The Royal Sonesta Chicago River North

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,066 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is HK$857
HK$1,235 total
includes taxes & fees
2 Feb - 3 Feb
Sentral Michigan Avenue

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,346 reviews)
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is HK$666
HK$782 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,642 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is HK$852
HK$1,000 total
includes taxes & fees
4 Feb - 5 Feb
The Wade
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.

Choose what matters most at hotels with a pool in Downtown Chicago

Top Downtown Chicago Hotel Reviews

Frequently asked questions

What's it like visiting Downtown Chicago?
If lounging next to a pool is your idea of a great holiday, you may want to consider lively Downtown Chicago, which offers 39 places to stay with pools. During your visit, you can explore sights such as Michigan Avenue and Wrigley Field, and then take it easy poolside at one of the accommodation options in Downtown Chicago that guests like for their pools.
What are some hotels with pools in Downtown 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. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool and complimentary wireless Internet access. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool and buffet. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Features a full-service spa, a pool and Smart 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 centre.
How many hotels with pools can I expect to find in Downtown Chicago?
Expedia's 39 hotels in Downtown Chicago give you a great choice for your poolside getaway.
What is there to see and do in Downtown Chicago?
Explore places such as Michigan Avenue, Navy Pier and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions such as Millennium Park and Dave & Buster's. Downtown Chicago appeals to visitors with its stunning river views, stunning architecture and top museums.
When is the best time to book a hotel with a pool in Downtown Chicago?
You may want to consider accommodation that offers an outdoor pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is -1°C.

Explore a world of travel with Expedia