Find Hotels with a Pool in Downtown Chicago, IL

  • 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 Hotels with a Pool

Our top choices for Downtown Chicago hotels with a pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,683 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NT$3,111
NT$3,652 total
includes taxes & fees
Mar 1 - Mar 2
The Wade

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,306 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is NT$4,742
NT$6,352 total
includes taxes & fees
Feb 26 - Feb 27
Palmer House a Hilton Hotel

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
"Wonderful location and staff was top notch."
United States
M Kim
The price is NT$5,270
NT$7,133 total
includes taxes & fees
Feb 27 - Feb 28
Renaissance Chicago Downtown Hotel

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,603 reviews)
"Great staff great room "
United States
Jose
The price is NT$5,625
NT$7,710 total
includes taxes & fees
Feb 27 - Feb 28
Sheraton Grand Chicago Riverwalk

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NT$2,703
NT$3,173 total
includes taxes & fees
Mar 1 - Mar 2
Aloft Chicago Mag Mile

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again ."
United States
Niobe
The price is NT$5,500
NT$7,562 total
includes taxes & fees
Feb 27 - Feb 28
JW Marriott Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,322 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is NT$3,067
NT$3,600 total
includes taxes & fees
Feb 26 - Feb 27
DoubleTree by Hilton 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, (3,684 reviews)
"Great place to stay"
United States
suleman
The price is NT$3,495
NT$4,102 total
includes taxes & fees
Mar 1 - Mar 2
voco Chicago Downtown - Riverwalk by IHG

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,442 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is NT$3,844
NT$5,523 total
includes taxes & fees
Feb 26 - Feb 27
The Royal Sonesta Chicago River North

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,171 reviews)
"Great stay "
United States
Allyson
The price is NT$6,568
NT$8,633 total
includes taxes & fees
Mar 5 - Mar 6
Viceroy Chicago
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 relaxing by the pool is your idea of a great vacation, you might want to think about lively Downtown Chicago, which offers 49 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and United Center, and then unwind poolside at one of the accommodations 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. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Provides a full-service spa, a pool, and Smart TVs. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. 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.
How many hotels with pools are there in Downtown Chicago?
Expedia's 49 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 like Michigan Avenue, Navy Pier, and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions like Millennium Park and Chicago Children's Museum. Downtown Chicago appeals to visitors with its beautiful 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 a place to stay that offers an outdoor if you'll be visiting in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.

Explore a world of travel with Expedia