Find Hotels with a Pool in The Loop, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with a Pool

Our top choices for The Loop hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2950)
"Great location and great staff!!"
United States
lynne
The price is NT$2,527
NT$2,966 total
includes taxes & fees
Jan 4 - 2026/1/5
Aloft Chicago Mag Mile
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3455)
"Great value and location"
United States
Kelly
The price is NT$3,288
NT$3,860 total
includes taxes & fees
Dec 14 - Dec 15
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, Very Good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is NT$2,446
NT$3,787 total
includes taxes & fees
Dec 23 - Dec 24
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2180)
"Nice Hotel"
United States
Alan
The price is NT$2,787
NT$3,272 total
includes taxes & fees
Dec 24 - Dec 25
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2135)
"Loved and enjoyed our stay"
United States
Luis
The price is NT$3,452
NT$4,832 total
includes taxes & fees
Dec 24 - Dec 25
Palmer House a Hilton Hotel
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1045)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,048
NT$4,493 total
includes taxes & fees
Jan 6 - 2026/1/7
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4233)
"Clean room, very friendly staff and great location "
United States
Marcia
The price is NT$2,620
NT$3,076 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2033)
"room was good,location was perfect!"
United States
Kyan
The price is NT$3,056
NT$3,587 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Chicago Dwtn - The Mart by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop

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, (1752)
"Clean and staff was courteous. "
United States
HANNAH
The price is NT$2,220
NT$2,606 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown South Loop
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1577)
"Rooms were very nice and staff was great"
United States
Nancy
The price is NT$4,648
NT$6,392 total
includes taxes & fees
Dec 21 - Dec 22
Sheraton Grand Chicago Riverwalk
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.
View all properties

Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Courteous staff"
Finnikka 2-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in The Loop?
Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: 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 like Michigan Avenue and Lake Michigan while you're in The Loop. Surround yourself with nature at Millennium Park and Maggie Daley 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 if you plan to visit in the warmest months of July, August, or June when the average temperature is 70°F. Lodging 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 31°F.