Find Hotels with a Pool in Streeterville, IL

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Check availability on Streeterville Hotels with a Pool

Our top choices for Streeterville hotels with a pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AED 360
AED 530 total
includes taxes & fees
2 Jan - 3 January 2026
Hyatt Centric Chicago Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is AED 273
AED 429 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2967)
"Great location and great staff!!"
United States
lynne
The price is AED 279
AED 328 total
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2200)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is AED 328
AED 385 total
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1524)
"Great staff and great location. "
United States
Joe
The price is AED 371
AED 435 total
includes taxes & fees
21 Dec - 22 Dec
The Wade

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1603)
"Great stay!!"
United States
Adrian
The price is AED 359
AED 421 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Chicago Magnificent Mile

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1580)
"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

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (326)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
The price is AED 573
AED 673 total
includes taxes & fees
17 Dec - 18 Dec
Hilton Grand Vacations Club Chicago Magnificent Mile

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1005)
"Excellent service throughout the hotel"
United States
Karen
The price is AED 1,621
AED 1,902 total
includes taxes & fees
16 Jan - 17 January 2026
The Peninsula Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1002)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is AED 1,543
AED 1,811 total
includes taxes & fees
11 Jan - 12 January 2026
Four Seasons Hotel Chicago
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.

Top Streeterville Hotel Reviews

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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 11 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Wrigley Field, 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?
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. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.
How many pool hotels will I find in Streeterville?
Expedia has 11 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.