The Best Hotels with a Pool in Streeterville, IL from NT$6,184 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

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

NT$6,510 total

includes taxes & fees

Aug 23 - Aug 24

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$8,351 total

includes taxes & fees

Aug 30 - Aug 31

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$6,693 total

includes taxes & fees

Aug 30 - Aug 31

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

NT$6,184 total

includes taxes & fees

Aug 30 - Aug 31

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$8,468 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

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$7,280 total

includes taxes & fees

Aug 16 - Aug 17

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$7,121 total

includes taxes & fees

Aug 30 - Aug 31

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Rooftop oasis with seasonal pool and bar at Chicago hotel, steps from Michigan Avenue attractions.

NT$8,474 total

includes taxes & fees

Aug 10 - Aug 11

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Choose what matters most at hotels with a pool in Streeterville

Breakfast included

4 stars

Top Streeterville Hotel Reviews

Warwick Allerton - Chicago

10/10 Excellent

"Great location. Valet is free and great response time"

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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