The Best Hotels with a Pool in Streeterville, IL from NT$6,875 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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Streeterville Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Streeterville hotels with a pool

1. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$7,643 total

includes taxes & fees

Sep 20 - Sep 21

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$7,153 total

includes taxes & fees

Sep 20 - Sep 21

3. 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$8,917 total

includes taxes & fees

Sep 20 - Sep 21

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$6,875 total

includes taxes & fees

Sep 27 - Sep 28

5. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$7,712 total

includes taxes & fees

Sep 27 - Sep 28

6. 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$9,851 total

includes taxes & fees

Sep 20 - Sep 21

7. 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$8,916 total

includes taxes & fees

Sep 30 - Oct 1

8. 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$10,534 total

includes taxes & fees

Sep 27 - Sep 28

View all properties

Choose what matters most at hotels with a pool in Streeterville

Breakfast included

4 stars

Top Streeterville Hotel Reviews

Sheraton Grand Chicago Riverwalk

8/10 Good

"The location was perfect but checking in was way too slow. Lack of front desk workers w long line is unacceptable for a hotel that expensive. Pool was nice."

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.

Explore a world of travel with Expedia

Flights to Chicago

Chicago Vacation Rentals

Book Hotels in Streeterville on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Streeterville Hotels with a Pool

Our top choices for Streeterville hotels with a pool