The Best Hotels with a Pool in Streeterville, IL from NT$5,592 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, 2-minute walk from Michigan Avenue. Offers a full-service spa, a pool, and Smart TVs.

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Our top choices for Streeterville hotels with a pool

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

NT$9,345 total

includes taxes & fees

May 8 - May 9

The Peninsula Chicago

Downtown Chicago

NT$23,457 total

includes taxes & fees

May 25 - May 26

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$7,310 total

includes taxes & fees

May 11 - May 12

The Ritz-Carlton, Chicago

Downtown Chicago

Indulge in stylish aquatic bliss at this Michigan Avenue hotel with indoor pool sanctuary.

NT$15,763 total

includes taxes & fees

May 25 - May 26

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

Aloft 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$5,592 total

includes taxes & fees

May 10 - May 11

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$5,835 total

includes taxes & fees

May 10 - May 11

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$7,269 total

includes taxes & fees

May 25 - May 26

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$5,909 total

includes taxes & fees

May 26 - May 27

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Choose what matters most at hotels with a pool in Streeterville

Breakfast included

4 stars

Top Streeterville Hotel Reviews

Millennium Hotel Knickerbocker Chicago

8/10 Good

"Clean with good security. Lots of fees though."

The Chicago Hotel Collection - Magnificent Mile

6/10 Okay

"I thank them for giving us a bigger room when they messed up on our reservation they had a live band downstairs if you want to go downstairs and chill It was quiet upstairs couldn't hear other people and to the mornings they start slamming doors but other than that It was nice me and my kids enjoyed and my husband"

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 Navy Pier 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 8 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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