A busy city street with tall buildings, a bus, and cars.

Downtown Chicago Hotel with Pool

  • 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 Downtown Chicago Hotel with Pool

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Downtown Chicago hotels with a pool

Indoor pool

1. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (6,011 reviews)
  • cleanliness
    Slip into a holiday state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is HK$1,394
HK$1,657 total
includes taxes & fees
1 Sept - 2 Sept
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

2. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,961 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is HK$1,168
HK$1,389 total
includes taxes & fees
9 Aug - 10 Aug
The Wade
Outdoor pool, pool cabanas (surcharge), pool umbrellas

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,544 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is HK$1,260
HK$1,498 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,704 reviews)
The price is HK$1,364
HK$1,621 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Chicago/Magnificent Mile Suites
Indoor pool

5. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,235 reviews)
  • cleanliness
    Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.
The price is HK$1,186
HK$1,622 total
includes taxes & fees
31 Aug - 1 Sept
Sentral Michigan Avenue
Meeting facility

6. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,533 reviews)
  • cleanliness
    Splash into city centre luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is HK$1,344
HK$1,598 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Chicago Downtown
Indoor pool

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,953 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is HK$1,393
HK$1,887 total
includes taxes & fees
9 Aug - 10 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

8. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,041 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is HK$1,718
HK$2,285 total
includes taxes & fees
2 Sept - 3 Sept
Radisson Blu Aqua Hotel Chicago
Indoor pool

9. The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,764 reviews)
  • cleanliness
    Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.
The price is HK$1,521
HK$2,060 total
includes taxes & fees
31 Aug - 1 Sept
The Royal Sonesta Chicago River North
Indoor pool

10. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,124 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is HK$1,427
HK$1,930 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Centric Chicago Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

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

Breakfast included
4 stars

Top Downtown Chicago Hotel Reviews

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.

Explore a world of travel with Expedia