A waterfront promenade with a historic building featuring two towers and a large arched entrance.

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Our top choices for Streeterville hotels with a pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,944 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is NT$5,476
NT$6,510 total
includes taxes & fees
Aug 23 - Aug 24
The Wade

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,973 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
The price is NT$6,225
NT$8,351 total
includes taxes & fees
Aug 30 - Aug 31
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,680 reviews)
The price is NT$5,629
NT$6,693 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago/Magnificent Mile Suites

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,538 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is NT$5,201
NT$6,184 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,124 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
The price is NT$6,313
NT$8,468 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Centric Chicago Magnificent Mile

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,325 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is NT$6,124
NT$7,280 total
includes taxes & fees
Aug 16 - Aug 17
Aloft by Marriott Chicago Mag Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,010 reviews)
The price is NT$5,989
NT$7,121 total
includes taxes & fees
Aug 30 - Aug 31
Courtyard by Marriott Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (433 reviews)
  • cleanliness
    Rooftop oasis with seasonal pool and bar at Chicago hotel, steps from Michigan Avenue attractions.
The price is NT$7,127
NT$8,474 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Grand Vacations Club Chicago Magnificent Mile

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,756 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is NT$9,033
NT$11,894 total
includes taxes & fees
Aug 9 - Aug 10
Sheraton Grand Chicago Riverwalk

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
The price is NT$20,234
NT$24,057 total
includes taxes & fees
Aug 9 - Aug 10
The Peninsula 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.

Choose what matters most at hotels with a pool in Streeterville

Top Streeterville Hotel Reviews

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 8 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Navy Pier, 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 8 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.

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