The Best Hotels with a Pool in Streeterville, IL from NT$3,906 in 2026

Q: 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.

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

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

1. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$4,426 total

includes taxes & fees

Nov 23 - Nov 24

A modern indoor swimming pool with blue seating and a view of the city through large windows.

2. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

NT$4,228 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

3. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.

NT$5,702 total

includes taxes & fees

Nov 24 - Nov 25

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

4. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

NT$3,906 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with lounge chairs and exercise equipment.

5. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.

NT$5,204 total

includes taxes & fees

Nov 25 - Nov 26

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

6. The Peninsula Chicago

Downtown Chicago

NT$24,137 total

includes taxes & fees

Nov 1 - Nov 2

A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

7. Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

NT$7,685 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

8. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$4,554 total

includes taxes & fees

Nov 24 - Nov 25

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Choose what matters most at hotels with a pool in Streeterville

Breakfast included

4 stars

Top Streeterville Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Great location and staff was wonderful"

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 6 places to stay with pools. While you're here, you can explore sights such as Navy Pier and Soldier 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 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 6 hotels in Streeterville for your poolside break.

What is there to see and do in Streeterville?

Explore places like Navy Pier, Michigan Avenue, 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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Our top choices for Streeterville hotels with a pool