Find Hotels with a Pool in Streeterville, IL

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Pick from 30 Streeterville Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

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 SAR 511
SAR 720 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 SAR 369
SAR 434 total
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
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 SAR 436
SAR 512 total
includes taxes & fees
10 Dec - 11 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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 SAR 339
SAR 398 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Chicago Downtown/Magnificent Mile
Sheraton Grand Chicago Riverwalk
Pool
Sheraton Grand Chicago Riverwalk
4.0 star property
8.2 out of 10, Very Good, (1301)
"Amazing location. Beautiful hotel. Excellent service."
The price is SAR 597
SAR 795 total
includes taxes & fees
22 Dec - 23 Dec
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Pool
Loews Chicago Hotel
4.5 star property
9.4 out of 10, Exceptional, (1430)
"They told me they don't do room upgrades "
The price is SAR 522
SAR 732 total
includes taxes & fees
16 Dec - 17 Dec
Loews Chicago Hotel
Omni Chicago Hotel
Exterior
Omni Chicago Hotel
4.5 star property
9.0 out of 10, Wonderful, (1370)
"My favorite hotel in Chicago."
The price is SAR 568
SAR 789 total
includes taxes & fees
26 Nov - 27 Nov
Omni Chicago Hotel
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
8.8 out of 10, Excellent, (1172)
"Staff very helpful and great with recommendations. Only negative is the impossibility of avoiding city noise (sirens mostly) but that’s to be expected given it’s great location "
The price is SAR 385
SAR 452 total
includes taxes & fees
26 Nov - 27 Nov
Courtyard by Marriott Chicago Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Pool
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (1798)
"Good staff"
The price is SAR 405
SAR 476 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Chicago/Magnificent Mile Suites
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
Pool
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
3.0 star property
8.2 out of 10, Very Good, (1000)
"Older hotel and bathroom was not as clean as it could be…hair in corners."
The price is SAR 377
SAR 443 total
includes taxes & fees
28 Nov - 29 Nov
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
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 Streeterville?
If laying by the pool is your idea of the perfect getaway, you may want to consider lively Streeterville, which offers 5 places to stay with pools. While you’re here, you can explore sights such as Michigan Avenue and Millennium Park, and then relax poolside at one of the accommodations in Streeterville that guests like for their pools.
What are some hotels with pools in Streeterville?
Aloft Chicago Mag Mile: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Provides a full-service spa, a pool, and Smart TVs.
How many pool hotels will I find in Streeterville?
Expedia has 5 hotels in Streeterville for your poolside break.
What is there to see and do in Streeterville?
Explore places like Michigan Avenue, Navy Pier, and Lake Michigan while you’re in Streeterville. Make a point to visit attractions like Ohio Street Beach and Chicago Children’s Museum. Streeterville appeals to visitors with its beautiful lakeside setting, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Streeterville?
You may want to think about a place to stay with an outdoor swimming pool if you’re planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.