TOP Hotels with Swimming Pool in Downtown Chicago, IL for 2026

Q: What are some hotels with pools in Downtown Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG : Hotel, 10-minute walk from Willis Tower. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop : Hotel, 2-minute walk from Grant Park. Provides a snack bar/deli, a pool and complimentary wireless Internet access. Hyatt Centric Chicago Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. The Ritz-Carlton, Chicago : Hotel steps from Water Tower Place. Offers a full-service spa, a pool and Smart televisions.

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Our top choices for Downtown Chicago hotels with a pool

1. The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

₹16,984 total

includes taxes & fees

27 Sept - 28 Sept

2. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

₹23,060 total

includes taxes & fees

27 Sept - 28 Sept

3. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.

₹27,016 total

includes taxes & fees

27 Sept - 28 Sept

4. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.

₹25,077 total

includes taxes & fees

27 Sept - 28 Sept

5. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.

₹20,470 total

includes taxes & fees

27 Sept - 28 Sept

6. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

₹22,228 total

includes taxes & fees

27 Sept - 28 Sept

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

7. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

₹23,131 total

includes taxes & fees

27 Sept - 28 Sept

Outdoor pool, pool cabanas (surcharge), pool umbrellas

8. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

₹24,483 total

includes taxes & fees

27 Sept - 28 Sept

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Choose what matters most at hotels with a pool in Downtown Chicago

Breakfast included

4 stars

Top Downtown Chicago Hotel Reviews

Hyatt Regency Chicago

8/10 Good

"Right in the middle of everything. Clean. Reasonably priced."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Outstanding experience in will plan to return every time im in Chicago"

Frequently asked questions

What's it like visiting Downtown Chicago?

If lounging next to a pool is your idea of a great holiday, you may want to consider lively Downtown Chicago, which offers 62 places to stay with pools. During your visit, you can explore sights such as Navy Pier and Soldier Field, and then take it easy poolside at one of the accommodation options in Downtown Chicago that guests like for their pools.

What are some hotels with pools in Downtown Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Provides a snack bar/deli, a pool and complimentary wireless Internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Offers a full-service spa, a pool and Smart televisions.

How many hotels with pools can I expect to find in Downtown Chicago?

Expedia's 62 hotels in Downtown Chicago give you a great choice for your poolside getaway.

What is there to see and do in Downtown Chicago?

Explore places such as Navy Pier, Michigan Avenue and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions such as Millennium Park and Chicago Cultural Center. Downtown Chicago appeals to visitors with its stunning river views, stunning architecture and top museums.

When is the best time to book a hotel with a pool in Downtown Chicago?

You may want to consider accommodation 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 what you want if you visit during the coldest months of January, February or December, when the average temperature is -1°C.

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