Find Hotels with a Pool in The Loop, IL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 33 The Loop Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Radisson Blu Aqua Hotel Chicago
4.5 star property
8.4 out of 10, Very Good, (1424)
"Beautiful hotel in a great location. "
The price is NT$4,029
NT$5,722 total
includes taxes & fees
Dec 15 - Dec 16
Radisson Blu Aqua Hotel Chicago
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
" This hotel exceeded all my expectations! The location was perfect, with easy access to attractions, restaurants, and shopping. The room was clean, comfortable, and had amazing city views. The staff were friendly and attentive, making the stay even better. Great amenities, especially the bar! I’d definitely stay here again."
The price is NT$4,378
NT$6,091 total
includes taxes & fees
Nov 24 - Nov 25
Swissotel - Chicago
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is NT$4,199
NT$5,739 total
includes taxes & fees
Dec 22 - Dec 23
Palmer House a Hilton Hotel
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is NT$3,862
NT$5,484 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Chicago
Hyatt Place Chicago/Downtown - The Loop
3.0 star property
8.4 out of 10, Very Good, (1007)
"Let me start with the staff. They were excellent. Everyone was incredibly friendly and helpful. I liked the room, but there were a couple of issues. --The couch had large stains on the cushions. I honestly didn't feel comfortable sitting on it. --The bed is FIRM. If you like that then this is the place for you. I ended up laying on pillows to help. --Before making my reservation I called to make sure they have room service. They said yes. Upon my arrival I found out they do not. You have to...
The price is NT$3,277
NT$3,847 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Place Chicago/Downtown - The Loop
Renaissance Chicago Downtown Hotel
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Conveniently located, Great food and drinks, and very clean. "
The price is NT$5,232
NT$6,954 total
includes taxes & fees
Nov 24 - Nov 25
Renaissance Chicago Downtown Hotel
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2161)
"Food quality poor. Hashbrowns burnt and sausage overcooked. Other food ok. Did not try much else."
The price is NT$3,470
NT$4,073 total
includes taxes & fees
Nov 25 - Nov 26
La Quinta Inn & Suites by Wyndham Chicago Downtown
The Buckingham Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"Beautiful views of the city in a quiet, clean hotel. Great location. We will definitely go back!"
The price is NT$3,577
NT$4,655 total
includes taxes & fees
Nov 24 - Nov 25
The Buckingham Hotel
JW Marriott Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"The hotel and room were beautiful. The staff was very friendly. It was nice to have a workout facility, spa, pool and hot tub available. Very walkable location - easy access from both train stations, and within walking distance to many of the local attractions. "
The price is NT$5,817
NT$7,782 total
includes taxes & fees
Nov 25 - Nov 26
JW Marriott Chicago
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.
Don't see what you're looking for?
See all available properties in The Loop

Frequently asked questions

What's it like visiting The Loop?
If laying 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. While you’re here, you can explore sights such as Millennium Park and Michigan Avenue, and then relax and unwind poolside at one of the accommodations in The Loop that guests like for their pools.
What are some accommodations with pools in The Loop?
Hilton Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, a pool, and a health club. Hyatt Place Chicago/Downtown - The Loop: Hotel, 12-minute walk from Michigan Avenue. Offers 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. Provides a snack bar/deli, a pool, and buffet. Radisson Blu Aqua Hotel Chicago: Hotel, 5-minute walk from Michigan Avenue. Features a seasonal outdoor pool, an indoor pool, and a rooftop terrace. 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.
How many pool hotels will I find 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 like Millennium Park, Michigan Avenue, and Grant Park while you’re in The Loop. Surround yourself with nature at Lake Michigan 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.