The Loop Hotels with Swimming Pool

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Check availability on The Loop Hotels with Swimming Pools

Our top choices for The Loop hotels with a pool

Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,682 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is S$147
includes taxes & fees
4 Mar - 5 Mar
The Wade
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,303 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is S$255
includes taxes & fees
28 Feb - 1 Mar
Palmer House a Hilton Hotel
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,864 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is S$126
includes taxes & fees
26 Feb - 27 Feb
Hilton Garden Inn Chicago Downtown South Loop
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,319 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is S$145
includes taxes & fees
26 Feb - 27 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,086 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is S$200
includes taxes & fees
22 Feb - 23 Feb
Sentral Michigan Avenue
Fitness facility

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,601 reviews)
"Great staff great room "
United States
Jose
The price is S$310
includes taxes & fees
28 Feb - 1 Mar
Sheraton Grand Chicago Riverwalk
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,088 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is S$147
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
Indoor pool

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again ."
United States
Niobe
The price is S$304
includes taxes & fees
28 Feb - 1 Mar
JW Marriott Chicago
Seasonal outdoor pool

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
"Amazing, I loved my stay"
United States
Valerie
The Hoxton Chicago
Indoor pool, pool loungers

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Wonderful location and staff was top notch."
United States
M Kim
The price is S$285
includes taxes & fees
28 Feb - 1 Mar
Renaissance Chicago Downtown Hotel
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 The Loop

Breakfast included
4 stars

Top The Loop Hotel Reviews

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"Room was spotless, Front desk crew is courteous, and the Palm staff were excellent! Overall stay was wonderful! We will be back again!"
Rem 1-night trip
Posted 1 day ago
Swissotel - Chicago

Frequently asked questions

What are some accommodation options with pools in The Loop?
Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Hilton Chicago: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. The Royal Sonesta Chicago Downtown: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool and complimentary wireless Internet access.
What is there to see and do in The Loop?
Explore places such as Michigan Avenue and Lake Michigan while you're in The Loop. Surround yourself with nature at Millennium Park and Grant Park. The Loop appeals to visitors with its array of dining options, stunning architecture and top museums.
When is the best time to book a hotel with a pool in The Loop?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is -1°C.

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