Streeterville Hotel with Pool

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Check availability on Streeterville Hotel with Pool

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Streeterville Hotel with Pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Relax by the pool surrounded by comfortable seating and city views.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3627)
"Great stay. "
The price is HK$1,128
HK$1,324 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Hoxton Chicago
Relax by the rooftop pool with a stunning city view, surrounded by comfortable lounge chairs and a small table.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent location and great vibe. "
The price is HK$1,641
HK$1,926 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Best Western River North Hotel
Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1027)
"Good budget hotel"
The price is HK$967
HK$1,136 total
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1953)
"Very pleasant stay!"
The price is HK$1,250
HK$1,467 total
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Relax by the pool surrounded by comfortable seating and lush greenery.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2778)
"We love our stay here !"
The price is HK$958
HK$1,125 total
includes taxes & fees
17 Aug - 18 Aug
Aloft Chicago Mag Mile
The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very good, (1147)
"It was a very relaxing stay and amazing view!"
The price is HK$934
HK$1,097 total
includes taxes & fees
1 Sept - 2 Sept
The Wade
Sheraton Grand Chicago Riverwalk
Enjoy a scenic view of the river from this balcony, which features a treadmill and stationary bike for a workout.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1410)
" Great stay, helpful staff, perfectly located. "
The price is HK$1,595
HK$2,107 total
includes taxes & fees
24 Aug - 25 Aug
Sheraton Grand Chicago Riverwalk
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Best place we have stayed in Chicago in a long time. "
The price is HK$1,248
HK$1,696 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Centric Chicago Magnificent Mile
Loews Chicago Hotel
Relax by the pool surrounded by lush greenery and a vibrant mural.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1510)
"This is a nice hotel in a great neighborhood. "
The price is HK$1,562
HK$2,083 total
includes taxes & fees
1 Sept - 2 Sept
Loews Chicago Hotel
Courtyard by Marriott Chicago Magnificent Mile
Relax by the pool surrounded by lounge chairs and tables.

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1492)
"Very nice place to stay in the city"
The price is HK$1,295
HK$1,520 total
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Chicago Magnificent Mile
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.

Top Streeterville Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"For the price this is a great place to stay at in downtown Chicago. Check in and check out was easy. If you’re looking for something "
Allison 2-night trip
Posted 11 hours ago
Congress Plaza Hotel

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 5 places to stay with pools. While you're here, you can explore sights such as Michigan Avenue and Millennium Park, 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 5 hotels in Streeterville for your poolside break.
What is there to see and do in Streeterville?
Explore places such as Michigan Avenue, Navy Pier 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.