Find Hotels with a Pool in Downtown Chicago, IL

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Check availability on Downtown Chicago Hotels with a Pool

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

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3449)
"Great hotel"
United States
Clara
The price is AED 419
AED 492 total
includes taxes & fees
24 Dec - 25 Dec
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

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2957)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is AED 283
AED 332 total
includes taxes & fees
17 Dec - 18 Dec
Aloft Chicago Mag Mile
Indoor pool
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, (2750)
"Great food clean room friendly staff"
United States
MARINA
The price is AED 311
AED 473 total
includes taxes & fees
6 Jan - 7 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1044)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AED 359
AED 529 total
includes taxes & fees
1 Jan - 2 January 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
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, (2035)
"room was good,location was perfect!"
United States
Kyan
The price is AED 360
AED 423 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1577)
"Rooms were very nice and staff was great"
United States
Nancy
The price is AED 547
AED 753 total
includes taxes & fees
21 Dec - 22 Dec
Sheraton Grand Chicago Riverwalk
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2179)
"Nice Hotel"
United States
Alan
The price is AED 328
AED 385 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1507)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
The price is AED 371
AED 435 total
includes taxes & fees
18 Dec - 19 Dec
The Wade
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2309)
"Wonderful customer service, great location! "
United States
Michelle
The price is AED 408
AED 596 total
includes taxes & fees
4 Jan - 5 January 2026
The Royal Sonesta Chicago River North
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1751)
"Clean and staff was courteous. "
United States
HANNAH
The price is AED 262
AED 307 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Garden Inn Chicago Downtown South Loop
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.
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Top Downtown Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Dpacious,clean,comfortable"
Elizabeth 1-night trip
Posted 15 hours ago
Hilton Chicago/Magnificent Mile Suites

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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.