Find hotels with pools in Near South Side, Chicago from $139

Check availability on Near South Side Hotels with a Pool

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Aug 30 - Aug 31
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Top Near South Side Hotels with a Pool

Our top choices for Near South Side hotels with a pool

DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2026)
"Overall a nice place to stay."
$168 nightly
The price is $198
Sep 2 - Sep 3
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Great place abd staff!"
$229 nightly
The price is $269
Sep 1 - Sep 2
Total with taxes and fees
The Hoxton Chicago
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1041)
"Its a really nice place ,very pleased. "
$118 nightly
The price is $139
Sep 2 - Sep 3
Total with taxes and fees
Best Western River North Hotel
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.2 out of 10, Wonderful, (1017)
"Great place to stay especially with the price! "
$219 nightly
The price is $257
Sep 1 - Sep 2
Total with taxes and fees
Hyatt Regency McCormick Place Chicago
Hampton Inn Chicago McCormick Place
Indoor pool

Hampton Inn Chicago McCormick Place

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Love the location."
$149 nightly
The price is $175
Sep 2 - Sep 3
Total with taxes and fees
Hampton Inn Chicago McCormick Place
Home2 Suites by Hilton Chicago McCormick Place
Indoor pool, sun loungers

Home2 Suites by Hilton Chicago McCormick Place

3.0 star property
9.0 out of 10, Wonderful, (673)
"Beds were very comfortable and the rooms were well equipped. "
$168 nightly
The price is $198
Sep 2 - Sep 3
Total with taxes and fees
Home2 Suites by Hilton Chicago McCormick Place
Hilton Garden Inn Chicago McCormick Place
Indoor pool

Hilton Garden Inn Chicago McCormick Place

3.0 star property
8.6 out of 10, Excellent, (1007)
"Great stay"
$159 nightly
The price is $186
Sep 2 - Sep 3
Total with taxes and fees
Hilton Garden Inn Chicago McCormick Place
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1024)
"Perfect location"
$189 nightly
The price is $222
Sep 1 - Sep 2
Total with taxes and fees
Hyatt House Chicago West Loop
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2743)
"Great location!"
$203 nightly
The price is $238
Sep 23 - Sep 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3803)
"Great place to stay "
$155 nightly
The price is $182
Sep 2 - Sep 3
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/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 Near South Side Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Near South Side?
The Wade: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions. Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Palmer House a Hilton Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club.
What is there to see and do in Near South Side?
Explore places like Soldier Field and Lake Michigan while you're in Near South Side. Surround yourself with nature at Grant Park and Burnham Park. Travelers love Near South Side for its array of dining options.
When is the best time to book a hotel with a pool in Near South Side?
You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

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