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

Find Hotels with a Pool in Streeterville, IL from CA $216

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Check availability on Streeterville Hotels with a Pool

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

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,085 reviews)
The price is CA $194
CA $230 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Chicago Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.

2. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,330 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 CA $205
CA $243 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.

3. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,154 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 CA $201
CA $239 total
includes taxes & fees
Nov 12 - Nov 13
The Wade
An indoor swimming pool with lounge chairs and exercise equipment.

4. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,123 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is CA $239
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Centric Chicago Magnificent Mile
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

5. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,868 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is CA $310
CA $419 total
includes taxes & fees
Nov 13 - Nov 14
Sheraton Grand Chicago Riverwalk
A rooftop pool with lounge chairs and umbrellas, surrounded by high-rise buildings.

6. Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (479 reviews)
  • cleanliness
    Rooftop oasis with seasonal pool and bar at Chicago hotel, steps from Michigan Avenue attractions.
The price is CA $239
CA $284 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Grand Vacations Club Chicago Magnificent Mile
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

7. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,016 reviews)
The price is CA $227
CA $270 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Chicago/Magnificent Mile Suites
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

8. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
The price is CA $884
CA $1,051 total
includes taxes & fees
Nov 1 - Nov 2
The Peninsula Chicago
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

9. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Sleek indoor pool sanctuary makes for sublime escapes at this revitalized Michigan Avenue hotel.
The price is CA $742
CA $883 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Hotel Chicago
An indoor swimming pool with a high ceiling and skylight.

10. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Indulge in stylish aquatic bliss at this Michigan Avenue hotel with indoor pool sanctuary.
The price is CA $739
CA $879 total
includes taxes & fees
Nov 17 - Nov 18
The Ritz-Carlton, 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.
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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

Warwick Allerton - Chicago

8/10 Good
"The location was perfect as it was walking distance to many attractions and the river walk. The room was comfortable but a little outdated. I also found a few strands of hair when I first arrived, but everything was fairly clean. My main issue with the room was the loud AC. It was set to auto and would turn on and off throughout the night with a loud clicking noise. The staff were friendly and personable throughout my stay. For the reasonable cost and location, I would definitely recommend this hotel and will stay here in the future."
Zaira 3-night trip
Posted 7 hours ago
Warwick Allerton - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"The room was spacious and had a great view! The staff were fantastic! The upkeep of the room.... let's just say there was duct tape around one of the windows. The shower looked like grab bars were recently installed, poorly, the covers moved around, exposing the holes underneath that the covers didn't quite cover. And there were 2 showerheads with no indicators of fire the handle worked, and the first time I tried to use the shower, the floor got flooded. Luckily, the staff quickly brought more towels! Also, despite having frozen meals to buy in the convenience store, there was no microwave in the room. Overall, it was a good value for where it was, but a bit more attention to detail would bring it from good to great (although the staff are already there!)"
sierra 3-night trip
Posted 8 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

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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