The Loop Hotel Guide - Hotels with Pool in The Loop, Chicago

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top The Loop Hotels with Pool

Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1415)
"Rooms very nice with spectacular city view. Staff was very nice and helpful. Perfect lap pool and gym. Super close to Millennium Park."
The price is €168
includes taxes & fees
17 Dec - 18 Dec
Radisson Blu Aqua Hotel Chicago
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1930)
"Staff is amazing. "
The price is €170
includes taxes & fees
15 Dec - 16 Dec
Swissotel - Chicago
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very good, (1520)
"I recently had the pleasure of staying at this wonderful hotel, and I can't recommend it enough! The location is unbeatable, just a short walk from the Art Institute of Chicago and the iconic Cloud Gate sculpture, also known as 'The Bean.' The hotel itself was charming and comfortable, with spacious rooms that provided a perfect retreat after a day of exploring the city. The staff was incredibly friendly and accommodating, making me feel right at home. I loved starting my day with a delicious...
The price is €167
includes taxes & fees
1 Jan - 2 Jan 2025
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1484)
"Great experience. Very friendly and helpful staff. Room was clean and well kept. Great city view."
The price is €161
includes taxes & fees
22 Dec - 23 Dec
Hilton Chicago
Hyatt Place Chicago/Downtown - The Loop
Indoor pool

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.4 out of 10, Very good, (1000)
"It's an amazing location, close to subway and River walks"
The price is €113
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Chicago/Downtown - The Loop
Renaissance Chicago Downtown Hotel
Pool

Renaissance Chicago Downtown Hotel

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Room was ok. Tub was peeling, tv kept turning off, and do NOT make a reservation with the onsite restaurant and pay the reservation fee. Apparently the servers are not aware of reservations and they kept telling me I was wrong and to pay my bill. I had to go to the hotel management to get the restaurant manager, who told me I was wrong until I provided the reservation email and they finally found my reservation number in their tablet. Also my original server never checked on us after food was...
The price is €202
includes taxes & fees
22 Dec - 23 Dec
Renaissance Chicago Downtown Hotel
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2184)
"I didn’t like the fact the property didn’t have its own parking. I didn’t like the fact of a charge of a security deposit."
The price is €110
includes taxes & fees
15 Dec - 16 Dec
La Quinta Inn & Suites by Wyndham Chicago Downtown
The Buckingham Hotel
Point of interest

The Buckingham Hotel

3.5 star property
8.8 out of 10, Excellent, (1000)
"It was in a great location and just off the subway, so easy transport from airport to the place and also walkable."
The price is €136
includes taxes & fees
15 Dec - 16 Dec
The Buckingham Hotel
JW Marriott Chicago
Indoor pool

JW Marriott Chicago

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Really nice hotel"
The price is €236
includes taxes & fees
20 Dec - 21 Dec
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.
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 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?
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. Renaissance Chicago Downtown Hotel: Hotel steps from Chicago Theatre. Provides 2 bars, a pool and a snack bar/deli.
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, Millennium Park 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 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.