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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with Swimming Pools

Tonight
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Hotels with Swimming Pools in The Loop

Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1540)
"It’s always a great stay at the Radisson!! "
The price is S$315
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2482)
"Amazing Stay!"
The price is S$316
includes taxes & fees
19 Aug - 20 Aug
Swissotel - Chicago
Palmer House a Hilton Hotel
Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1799)
"What a wonderful place to stay"
The price is S$292
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel
Hilton Chicago
Relax by the large indoor pool surrounded by lounge chairs and lush greenery.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2012)
"Great stay! "
The price is S$340
includes taxes & fees
4 Aug - 5 Aug
Hilton Chicago
Hyatt Place Chicago/Downtown - The Loop
Relax by the pool, surrounded by comfortable lounge chairs and a decorative pattern on the walls.

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.6 out of 10, Excellent, (1044)
"We have a very nice stay"
The price is S$251
includes taxes & fees
10 Aug - 11 Aug
Hyatt Place Chicago/Downtown - The Loop
Renaissance Chicago Downtown Hotel
Relax by the pool surrounded by comfortable lounge chairs and lush greenery.

Renaissance Chicago Downtown Hotel

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Love this place!"
The price is S$392
includes taxes & fees
10 Aug - 11 Aug
Renaissance Chicago Downtown Hotel
La Quinta Inn & Suites by Wyndham Chicago Downtown
Experience the vibrant city at La Quinta Inn & Suites, offering a variety of rooms with city views.

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2447)
"It was a wonderful stay "
The price is S$251
includes taxes & fees
27 Jul - 28 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown
The Buckingham Hotel
Enjoy a panoramic city view from the comfort of this stylish room, featuring a cozy seating area with two armchairs and a small table.

The Buckingham Hotel

3.5 star property
9.0 out of 10, Wonderful, (1005)
"Great location, very clean, spacious, friendly staff."
The Buckingham Hotel
JW Marriott Chicago
Relax by the pool surrounded by blue mosaic tiles and lounge chairs.

JW Marriott Chicago

4.5 star property
9.2 out of 10, Wonderful, (1004)
"Great place to stay!"
The price is S$397
includes taxes & fees
22 Aug - 23 Aug
JW Marriott Chicago
Union League Club OF Chicago
Indoor pool

Union League Club OF Chicago

2.0 star property
Union League Club OF Chicago
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 The Loop Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Excellent room in excellent location!! I hadn’t been to Chicago for 20 years and have stayed in excellent hotels in the past. The Hyatt exceeded my expectations in every way! I will definitely book my stay with them the next time I am in Chicago for a visit!"
Anonymous traveller 2-night trip
Posted 6 hours ago
Hyatt Regency Chicago

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.