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

Streeterville Hotel with Pool

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Our top choices for Streeterville hotels with a pool

Indoor pool

1. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, 4929, (4,929 reviews)
The price is HK$1,560
HK$1,854 total
includes taxes & fees
1 Oct - 2 Oct
Hilton Chicago/Magnificent Mile Suites
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

2. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, 3364, (3,364 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is HK$1,514
HK$1,800 total
includes taxes & fees
20 Sept - 21 Sept
Aloft by Marriott Chicago Mag Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, 2580, (2,580 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is HK$1,433
HK$1,704 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

4. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, 1130, (1,130 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 HK$1,663
HK$2,210 total
includes taxes & fees
27 Sept - 28 Sept
Hyatt Centric Chicago Magnificent Mile
Indoor pool

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, 2054, (2,054 reviews)
The price is HK$1,608
HK$1,912 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

6. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, 2073, (2,073 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 HK$1,561
HK$1,856 total
includes taxes & fees
20 Sept - 21 Sept
The Wade
Indoor pool

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, 3010, (3,010 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is HK$1,941
HK$2,538 total
includes taxes & fees
27 Sept - 28 Sept
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Seasonal outdoor pool, pool loungers

8. 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, 468, (468 reviews)
  • cleanliness
    Rooftop oasis with seasonal pool and bar at Chicago hotel, steps from Michigan Avenue attractions.
The price is HK$1,859
HK$2,210 total
includes taxes & fees
30 Sept - 1 Oct
Hilton Grand Vacations Club Chicago Magnificent Mile
Fitness facility

9. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, 1844, (1,844 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is HK$2,580
HK$3,347 total
includes taxes & fees
25 Sept - 26 Sept
Sheraton Grand Chicago Riverwalk
Indoor pool

10. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, 1002, (1,002 reviews)
The price is HK$5,883
HK$6,994 total
includes taxes & fees
20 Sept - 21 Sept
The Peninsula 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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Nice view. Really didn’t like the energy from the guy that checked my son and I in. Breakfast was included with our stay. But, he didn’t give us the voucher that was needed my son had to go get it. It was his 21st Birthday and I wanted him to stay somewhere nice"
Termeka 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

What's it like visiting Streeterville?
If spending time by the pool is your idea of the perfect getaway, you may want to explore 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 accommodation options 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 centre. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Offers a full-service spa, a pool and Smart televisions.
How many pool hotels will I be able to find in Streeterville?
Expedia has 6 hotels in Streeterville for your poolside break.
What is there to see and do in Streeterville?
Explore places such as Navy Pier, Michigan Avenue and Lake Michigan while you're in Streeterville. Make a point to visit attractions such as 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 that has an outdoor pool if you plan to visit in the warmest months of July, August or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is -1°C.

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