Find Hotels with a Pool in Streeterville, IL from CA $165

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Streeterville Hotels with a Pool

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Streeterville Hotels with a Pool

The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very good, (1138)
"It was a very relaxing stay and amazing view!"
The price is CA $165
CA $193 total
includes taxes & fees
Sep 1 - Sep 2
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1944)
"Very pleasant stay!"
The price is CA $220
CA $258 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Relax by the pool surrounded by comfortable seating and lush greenery.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2775)
"We love our stay here !"
The price is CA $169
CA $198 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile
Sheraton Grand Chicago Riverwalk
Enjoy a scenic view of the river from this balcony, which features a treadmill and stationary bike for a workout.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1406)
" Great stay, helpful staff, perfectly located. "
The price is CA $282
CA $372 total
includes taxes & fees
Aug 24 - Aug 25
Sheraton Grand Chicago Riverwalk
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Best place we have stayed in Chicago in a long time. "
The price is CA $220
CA $299 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Centric Chicago Magnificent Mile
Loews Chicago Hotel
Relax by the pool surrounded by lush greenery and a vibrant mural.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1525)
"This is a nice hotel in a great neighborhood. "
The price is CA $275
CA $367 total
includes taxes & fees
Aug 17 - Aug 18
Loews Chicago Hotel
Courtyard by Marriott Chicago Magnificent Mile
Relax by the pool surrounded by lounge chairs and tables.

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1493)
"Very nice place to stay in the city"
The price is CA $229
CA $269 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Chicago Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Relax by the rectangular pool surrounded by lounge chairs and tables.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2709)
"Wonderful place to stay definitely will return"
The price is CA $241
CA $318 total
includes taxes & fees
Aug 24 - Aug 25
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hilton Grand Vacations Club Chicago Magnificent Mile
Relax by the infinity pool surrounded by lounge chairs and umbrellas.

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
9.2 out of 10, Wonderful, (271)
"walkable to many desireable places."
The price is CA $293
CA $344 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Grand Vacations Club Chicago Magnificent Mile
The Ritz-Carlton, Chicago
Swimmers can enjoy a spacious pool area with multiple lanes and lane dividers, surrounded by comfortable seating and lounge spaces.

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is CA $638
CA $749 total
includes taxes & fees
Sep 1 - Sep 2
The Ritz-Carlton, 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

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

10/10 Excellent
"The wait staff in the restaurant areas were awesome. So friendly and helpful!"
Conrad 4-night trip
Posted 11 hours ago
Hyatt Centric Chicago Magnificent Mile

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?
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 steps from Water Tower Place. Offers 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.