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, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago : Hotel, 2-minute walk from Grant Park. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Travelodge by Wyndham Downtown Chicago : Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hyatt Regency McCormick Place Chicago : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.

A cityscape with tall buildings, including a prominent skyscraper with a spire.

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Our top choices for South Loop hotels with a pool

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

1. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

CA $314 total

includes taxes & fees

Sep 10 - Sep 11

An indoor swimming pool with lounge chairs and potted plants.

2. Hilton Chicago

Downtown Chicago

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

CA $367 total

includes taxes & fees

Sep 10 - Sep 11

A rooftop pool with lounge chairs and a view of the cityscape.

3. Wabash 4BR - Pool, Free In & Out Parking 1

Downtown Chicago

CA $577 total

includes taxes & fees

Sep 22 - Sep 23

A rooftop pool with lounge chairs, a view of the city skyline, and a sign that reads 'ROOSEVELT UNIVERSITY'.

4. Wabash 4BR - Pool, Free In & Out Parking 2

Downtown Chicago

CA $489 total

includes taxes & fees

Sep 13 - Sep 14

A rooftop pool with lounge chairs and a city skyline in the background.

5. Wabash 4BR - Pool, Free In & Out Parking 4

Downtown Chicago

CA $568 total

includes taxes & fees

Sep 10 - Sep 11

A modern indoor swimming pool with clear glass walls, a poolside seating area with chairs, and large windows offering views of the outside.

6. 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 $403 total

includes taxes & fees

Sep 23 - Sep 24

7. Home2 Suites by Hilton Chicago McCormick Place

Near South Side

CA $468 total

includes taxes & fees

Sep 23 - Sep 24

A modern indoor swimming pool with clear glass walls, a seating area with chairs and red vases, and large windows offering a view of the city.

8. Hilton Garden Inn Chicago McCormick Place

Near South Side

CA $392 total

includes taxes & fees

Sep 10 - Sep 11

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

Breakfast included

4 stars

Top South Loop Hotel Reviews

Congress Plaza Hotel

8/10 Good

"Excellent location, very clean and comfortable room."

Hilton Chicago

10/10 Excellent

"No complaint about Hilton Chicago. Huge hotel with lots of travelers. has extra fees for amenties that I have to pay, which was fine since the pricing was very reasonable in the first place. Others than sleeping at night, my wife and I spend all of time enjoying our visit in Chicago. Hilton was a very nice place to stay for a few days."

Frequently asked questions

What are some hotels with pools in South Loop?

Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago: Hotel, 2-minute walk from Grant Park. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Travelodge by Wyndham Downtown Chicago: Hotel, 8-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hyatt Regency McCormick Place Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.

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.

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Our top choices for South Loop hotels with a pool