The Best Hotels with a Pool in The Loop, IL from ₩229,780 in 2026

Q: What are some accommodations with pools in The Loop?

Congress Plaza Hotel : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. The Allegro Royal Sonesta Hotel Chicago Loop : Hotel, 3-minute walk from Grant Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. River Hotel : Hotel, 4-minute walk from Grant Park. Offers a seasonal outdoor pool, an indoor pool, and a 24-hour fitness center.

A river with yellow boats, a bridge, and tall buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on The Loop Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for The Loop hotels with a pool

1. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Swim year-round at the urban indoor pool oasis with sun loungers and downtown Chicago views.

₩229,780 total

includes taxes & fees

Aug 23 - Aug 24

2. Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

₩424,035 total

includes taxes & fees

Aug 23 - Aug 24

Outdoor pool, cabanas (surcharge), pool umbrellas

3. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

₩295,820 total

includes taxes & fees

Aug 30 - Aug 31

4. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

₩273,134 total

includes taxes & fees

Sep 1 - Sep 2

5. Hilton Chicago

Downtown Chicago

Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.

₩431,331 total

includes taxes & fees

Aug 30 - Aug 31

6. Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

₩295,793 total

includes taxes & fees

Aug 31 - Sep 1

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.

₩368,596 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

8. Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

₩416,746 total

includes taxes & fees

Sep 2 - Sep 3

View all properties

Choose what matters most at hotels with a pool in The Loop

Breakfast included

4 stars

Top The Loop Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Highly recommend if you are interested in staying historic place."

Fairmont Chicago at Millennium Park

10/10 Excellent

"The staff was so friendly and inviting! They offered me good recommendations for food and places to go! The room was clean and inviting with a gorgeous view of the park and near by buildings. As a solo traveler, I was happy to be close to points of interest like Millenium ParkNext time I am in Chicago, I would love to stay here again!"

Frequently asked questions

What are some accommodations with pools in The Loop?

Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. The Allegro Royal Sonesta Hotel Chicago Loop: Hotel, 3-minute walk from Grant Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. River Hotel: Hotel, 4-minute walk from Grant Park. Offers a seasonal outdoor pool, an indoor pool, and a 24-hour fitness center.

What is there to see and do in The Loop?

Explore places like 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 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in The Loop on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on The Loop Hotels with a Pool

Our top choices for The Loop hotels with a pool