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 University of Illinois Chicago. 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

Outdoor pool, pool cabanas (surcharge), pool umbrellas

1. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

₹19,731 total

includes taxes & fees

30 Aug - 31 Aug

2. 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 city centre Chicago views.

₹15,326 total

includes taxes & fees

23 Aug - 24 Aug

3. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

₹19,718 total

includes taxes & fees

30 Aug - 31 Aug

4. The Wade

Downtown Chicago

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

₹19,114 total

includes taxes & fees

23 Aug - 24 Aug

5. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

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

₹22,884 total

includes taxes & fees

1 Sept - 2 Sept

6. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a holiday state of mind at Chicago's urban retreat with a sparkling indoor pool.

₹20,706 total

includes taxes & fees

9 Aug - 10 Aug

7. Sentral Michigan Avenue

Downtown Chicago

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

₹19,729 total

includes taxes & fees

31 Aug - 1 Sept

8. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Make a splash at this city centre Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.

₹17,254 total

includes taxes & fees

30 Aug - 31 Aug

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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

The Royal Sonesta Chicago Downtown

10/10 Excellent

"The location is fantastic. Very accessible to the CTA, the Riverwalk, and on the magnificent mile. The rooms were quiet and the beds super comfortable. I particularly liked the large bathroom with counter space and the rain shower."

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent

"Front desk staff Every front desk person was friendly and helpful Room Spacious and Recently updated Location Proximity to CTA is perfect or walkable to attractions, Grant Park etc Amenities 5 stars for on site washer dryer. First time I've ever seen this at a hotel"

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 65 places to stay with pools. During your visit, you can explore sights such as Michigan Avenue and Navy Pier, 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 University of Illinois Chicago. 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 65 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 Michigan Avenue, Navy Pier 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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Check availability on Downtown Chicago Hotels with Swimming Pool

Our top choices for Downtown Chicago hotels with a pool

1. DoubleTree by Hilton Chicago - Magnificent Mile

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