The Loop Hotels with Swimming Pool

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with Swimming Pools

Top Hotels with Swimming Pools in The Loop

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1784)
"Love this hotel"
The price is S$305
includes taxes & fees
4 Aug - 5 Aug
Palmer House a Hilton Hotel

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Excellent location and great vibe. "
The price is S$299
includes taxes & fees
10 Aug - 11 Aug
The Hoxton Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1014)
"Great parking!"
The price is S$188
includes taxes & fees
27 Jul - 28 Jul
Best Western River North Hotel

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
8.8 out of 10, Excellent, (1702)
"The entire stay was great. "
The price is S$251
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Chicago Dwtn - The Mart by IHG

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1026)
"Nice hotel "
The price is S$292
includes taxes & fees
27 Jul - 28 Jul
Hyatt Centric Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3528)
"Very pleasant place to stay "
The price is S$272
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

AC Hotels by Marriott Chicago Downtown

4.0 star property
8.8 out of 10, Excellent, (1008)
"My big family & I rented 4 rooms and we were all happy with the accommodations. Very good location!!!"
The price is S$260
includes taxes & fees
7 Aug - 8 Aug
AC Hotels by Marriott Chicago Downtown

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1988)
"Great stay! "
The price is S$314
includes taxes & fees
4 Aug - 5 Aug
Hilton Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1911)
"I loved the room pool view, the restaurants & the location "
The price is S$293
includes taxes & fees
6 Aug - 7 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1011)
"Nice place to stay"
The price is S$243
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn & Suites Chicago - Downtown by IHG
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.

Frequently asked questions

What's it like visiting The Loop?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about lively The Loop, which has 8 places to stay with pools. During your trip, you can explore sights such as Millennium Park and Michigan Avenue, and then unwind poolside at one of the accommodation options in The Loop that guests like for their pools.
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.
How many pool hotels are there in The Loop?
Expedia has 8 hotels in The Loop for your poolside break.
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.