Find Hotels with a Pool in Downtown Chicago, IL

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Hotels with a Pool

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Downtown Chicago hotels with a pool

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3522)
"Really nice hotel"
United States
Saulius
The price is ₩167,233
₩196,316 total
includes taxes & fees
Jan 25 - Jan 26, 2026
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2990)
"Great place to stay"
United States
Elisha
The price is ₩123,983
₩145,543 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile
Indoor pool
Hyatt Centric 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, (1057)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is ₩141,283
₩208,164 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hyatt Centric Chicago Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2208)
"It was a beautiful stay "
United States
Donald
The price is ₩122,945
₩144,324 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1541)
"Great staff and great location. "
United States
Joe
The price is ₩134,074
₩157,390 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Wade
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2762)
"Excellent place to stay "
United States
Teniesha
The price is ₩119,254
₩182,306 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2186)
"Excellent stay, we loved it "
United States
Melani
The price is ₩189,146
₩258,081 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Palmer House a Hilton Hotel
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1583)
"Rooms were very nice and staff was great"
United States
Nancy
The price is ₩214,807
₩295,411 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sheraton Grand Chicago Riverwalk
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (4282)
"Amazing staff and perfect location "
United States
Brandi
The price is ₩112,305
₩131,837 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2069)
"Really nice rooms at a good rate "
United States
Madelyn
The price is ₩154,258
₩181,082 total
includes taxes & fees
Jan 15 - Jan 16, 2026
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.
View all properties

Price trends for hotels in Downtown Chicago

Less expensive
More expensive
Next month
January
October
₩172,279
Month
Price
January
₩172,279
February
₩179,404
March
₩256,430
April
₩277,721
May
₩470,853
June
₩507,636
July
₩424,797
August
₩414,111
September
₩599,032
October
₩628,918
November
₩447,187
December
₩246,003
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago.

Top Downtown Chicago Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Excellent stay, we loved it "
Melani 2-night trip
Posted 4 hours ago
Palmer House a Hilton Hotel

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 39 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Wrigley Field, 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. 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. 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.
How many hotels with pools are there 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 like Michigan Avenue, Navy Pier, and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions like Millennium Park and Dave & Buster's. 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.