Find Hotels with a Pool in Downtown Chicago, IL

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Check availability on Downtown Chicago Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Downtown Chicago Hotels with a Pool

Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (949)
"Great location and cleanliness of rooms. Staff was extremely helpful "
The price is NT$6,171
NT$8,135 total
includes taxes & fees
Oct 7 - Oct 8
Sentral Michigan Avenue
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2845)
"Had a great stay!"
The price is NT$4,465
NT$5,242 total
includes taxes & fees
Nov 2 - Nov 3
Aloft Chicago Mag Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (4030)
"We definitely will stay there again place was very nice "
The price is NT$5,440
NT$6,386 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location, very clean, friendly staff!"
The price is NT$6,652
NT$7,809 total
includes taxes & fees
Oct 26 - Oct 27
The Hoxton Chicago
Level Chicago – Old Town
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (361)
"Great place to stay. Loved it!"
Level Chicago – Old Town
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1019)
"Great stay"
The price is NT$3,847
NT$4,516 total
includes taxes & fees
Nov 2 - Nov 3
Best Western River North Hotel
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.6 out of 10, Excellent, (5043)
"Overall a great stay - will be saying this place for future - Thanks"
The price is NT$5,060
NT$5,941 total
includes taxes & fees
Nov 4 - Nov 5
Embassy Suites by Hilton Chicago Downtown River North
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is NT$4,836
NT$5,677 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1998)
"Great property with great staff and amenities. "
The price is NT$5,267
NT$6,942 total
includes taxes & fees
Oct 30 - Oct 31
Palmer House a Hilton Hotel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (312)
"Great place will return "
Level Chicago Fulton Market
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

Top Downtown Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"The hotel was in a perfect location, it was safe and clean"
Michelle 2-night trip
Posted 4 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 64 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Navy Pier, 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. 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. 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. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool, and buffet.
How many hotels with pools are there in Downtown Chicago?
Expedia's 64 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.