Find Hotels with a Pool in Downtown Chicago, IL

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Pick from 97 Downtown Chicago Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Radisson Blu Aqua Hotel Chicago
Pool
Radisson Blu Aqua Hotel Chicago
4.5 star property
8.4 out of 10, Very Good, (1424)
"The front office staff were excellent! "
The price is AED 455
AED 647 total
includes taxes & fees
15 Dec - 16 Dec
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
Pool
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
9.0 out of 10, Wonderful, (1779)
"Awesome "
The price is AED 500
AED 704 total
includes taxes & fees
25 Nov - 26 Nov
InterContinental Chicago Magnificent Mile, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Pool
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1733)
"Good location for what I'm doing"
The price is AED 361
AED 424 total
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Pool
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is AED 476
AED 651 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Hilton Chicago
Pool
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is AED 438
AED 622 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very Good, (2530)
"The room was very comfortable; the layout was nice. elevators were very fast. The breakfast was very good with the amount and selection of food. Happy hour was very nice with the drinks, but the food choice was rather poor. The bathroom needs to be updated as there was no fan, the tub looked old, the mirror's edges were worn. There was too much noise filtering from the abutting room, as well as through the vents."
The price is AED 426
AED 501 total
includes taxes & fees
10 Dec - 11 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hyatt Place Chicago/Downtown - The Loop
Pool
Hyatt Place Chicago/Downtown - The Loop
3.0 star property
8.4 out of 10, Very Good, (1007)
"Let me start with the staff. They were excellent. Everyone was incredibly friendly and helpful. I liked the room, but there were a couple of issues. --The couch had large stains on the cushions. I honestly didn't feel comfortable sitting on it. --The bed is FIRM. If you like that then this is the place for you. I ended up laying on pillows to help. --Before making my reservation I called to make sure they have room service. They said yes. Upon my arrival I found out they do not. You have to...
The price is AED 372
AED 436 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Chicago/Downtown - The Loop
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very Good, (3225)
"Great"
The price is AED 423
AED 496 total
includes taxes & fees
10 Dec - 11 Dec
Embassy Suites by Hilton Chicago Downtown River North
Hampton Inn Chicago Downtown/Magnificent Mile
Pool
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very Good, (1152)
"Great value, but not the fanciest place on the block. The breakfast was good. Everything was very clean. Great location."
The price is AED 328
AED 385 total
includes taxes & fees
27 Nov - 28 Nov
Hampton Inn Chicago Downtown/Magnificent Mile
The Royal Sonesta Chicago River North
Indoor pool
The Royal Sonesta Chicago River North
4.5 star property
9.0 out of 10, Wonderful, (1416)
"Loved it !! Everyone was soo nice !!"
The price is AED 481
AED 682 total
includes taxes & fees
28 Nov - 29 Nov
The Royal Sonesta Chicago River North
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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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 16 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?
Aloft Chicago Mag Mile: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, a pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Chicago: Hotel, 4-minute walk from State Street. Provides 2 restaurants, a pool, and a health club. 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. Hyatt Place Chicago/Downtown - The Loop: Hotel, 12-minute walk from Michigan Avenue. Offers a snack bar/deli, a pool, and complimentary wireless internet access.
How many hotels with pools are there in Downtown Chicago?
Expedia’s 16 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 Millennium Park while you’re in Downtown Chicago. Make a point to visit attractions like Grant 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.