The Loop Hotels with Swimming Pool

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with Swimming Pools

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Hotels with Swimming Pools in The Loop

The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location, very clean, friendly staff!"
The price is S$331
includes taxes & fees
26 Oct - 27 Oct
The Hoxton Chicago
Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (951)
"Great location and cleanliness of rooms. Staff was extremely helpful "
The price is S$345
includes taxes & fees
7 Oct - 8 Oct
Sentral Michigan Avenue
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1999)
"Great place to stay."
The price is S$295
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1019)
"Great stay"
The price is S$192
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (313)
"Great place will return "
The price is S$902
includes taxes & fees
12 Oct - 13 Oct
Level Chicago Fulton Market
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1046)
"Great location near lots of restaurants. "
The price is S$295
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2847)
"Had a great stay!"
The price is S$222
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
Hyatt Centric Chicago Magnificent Mile
Indoor pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1036)
"Great place to stay"
The price is S$319
includes taxes & fees
30 Oct - 31 Oct
Hyatt Centric Chicago Magnificent Mile
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2244)
"We loved this hotel it was beautiful and convenient . "
The price is S$316
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is S$241
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton 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.
View all properties

Top The Loop Hotel Reviews

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"I like everything about my overnight stay on this property."
Dennis 1-night trip
Posted 2 days ago
Club Quarters Hotel Wacker at Michigan, Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in The Loop?
Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool and complimentary wireless Internet access. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool and buffet.
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.