Search Hotels with Swimming Pool in Downtown Chicago

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Check availability on Downtown Chicago Hotels with Swimming Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Downtown Chicago Hotels with Swimming Pool

Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1045)
"Great Hotel!"
United States
Wendy
The price is ₹8,795
₹12,965 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2117)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,224
₹13,078 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Indoor pool, open 5:00 AM to 11:00 PM, pool 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, (3433)
"Great hotel"
United States
Clara
The price is ₹9,868
₹11,584 total
includes taxes & fees
7 Dec - 8 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2945)
"Great location and great staff!!"
United States
lynne
The price is ₹8,098
₹9,506 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aloft Chicago Mag 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, (2027)
"Great hotel."
United States
Mario
The price is ₹8,818
₹10,351 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5358)
"excellent hotel "
United States
Myounghee
The price is ₹8,486
₹9,962 total
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4219)
"Great location. "
United States
Rodger
The price is ₹7,343
₹8,620 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Outdoor pool, 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, (2177)
"Nice Hotel"
United States
Alan
The price is ₹8,042
₹9,441 total
includes taxes & fees
23 Dec - 24 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2297)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is ₹9,260
₹13,750 total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1501)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is ₹9,088
₹10,668 total
includes taxes & fees
6 Jan - 7 Jan 2026
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.
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Top Downtown Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Very clean room, courteous staff, and very safe!!"
Cynthia 2-night trip
Posted 18 hours ago
The Royal Sonesta Chicago Downtown

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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. 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 centre. 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 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.