Book the Best Hotels with POOL in South Loop in 2026

Q: What are some hotels with pools in South Loop?

Congress Plaza Hotel : Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago : Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Regency McCormick Place Chicago : Aparthotel, 4-minute walk from State Street. Provides a 24-hour fitness center, an indoor pool, and kitchens. Travelodge by Wyndham Downtown Chicago : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Homewood Suites by Hilton Chicago Downtown South Loop : Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

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 South Loop Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Loop hotels with a pool

Hilton Chicago

Downtown Chicago

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

CA $435 total

includes taxes & fees

Jun 30 - Jul 1

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

CA $250 total

includes taxes & fees

Jul 2 - Jul 3

Sentral Michigan Avenue

Downtown Chicago

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

CA $331 total

includes taxes & fees

Jul 6 - Jul 7

Hampton Inn Chicago McCormick Place

Near South Side

Dive into a refreshing Chicago escape at this hotel with an indoor pool, steps from Wintrust Arena and McCormick Place.

CA $256 total

includes taxes & fees

Jul 6 - Jul 7

Home2 Suites by Hilton Chicago McCormick Place

Near South Side

CA $262 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Garden Inn Chicago McCormick Place

Near South Side

CA $263 total

includes taxes & fees

Jul 6 - Jul 7

Palmer House a Hilton Hotel

Downtown Chicago

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

CA $412 total

includes taxes & fees

Jul 2 - Jul 3

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

CA $379 total

includes taxes & fees

Jul 2 - Jul 3

View all properties

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

Breakfast included

4 stars

Top South Loop Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Good spot. Nice staff. Great location."

Best Western Grant Park Hotel

6/10 Okay

"This was a last minute add on to a business event in the city. The reviews made us think it would be nicer than any best western but no. The property is in poor outdated condition and while the room looked better than expected, I have never woken up so sore. The pillows offered zero support and the pain kept me up all night. Though I will say the room was clean. If you just need a bed, do it. The staff was fabulous!"

Hyatt Regency O'Hare Chicago

8/10 Good

"The property was well maintained, and the location was excellent. Kim and Liz provided outstanding customer service throughout my stay—they were professional, welcoming, and truly made a positive impact. They deserve recognition for their exceptional work. Unfortunately, my experience at the Red Bar & Lounge was very disappointing. About 15 minutes after opening, the “Not Open” sign was still displayed. When I asked if they were open, a staff member on her cellphone briefly replied yes and returned to her phone. I seated myself and waited nearly 10 minutes as the only guest in the restaurant. During that time, no one greeted me, offered a menu, or took a drink order, while staff remained gathered behind the bar talking and using their phones. I eventually left and reported the issue to the manager. I had a similar experience at the Starbucks downstairs, where the employee appeared focused on her cellphone while assisting customers. These interactions gave the impression that guest service was not a priority and could easily discourage repeat business. Aside from these service issues, my stay was very enjoyable. The wooded park next to the property and the nearby entertainment options were wonderful amenities. With better attention to customer service in these areas, this would have been an exceptional stay."

Frequently asked questions

What are some hotels with pools in South Loop?

Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Regency McCormick Place Chicago: Aparthotel, 4-minute walk from State Street. Provides a 24-hour fitness center, an indoor pool, and kitchens. Travelodge by Wyndham Downtown Chicago: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in South Loop?

Explore places like Soldier Field and Lake Michigan while you're in South Loop. Make a point to visit attractions like Grant Park and Field Museum of Natural History. South Loop appeals to visitors with its beautiful lakeside setting, top museums, and array of dining options.

When is the best time to book a hotel with a pool in South Loop?

You may want to think about a place to stay that has an outdoor pool if you're planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 31°F.

Explore a world of travel with Expedia

Things to do in Chicago

Book Hotels in South Loop on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on South Loop Hotels with a Pool