Hotels with Pool & Resorts in Chicago from NZ$196

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Chicago hotels with a pool

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

1. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,015 reviews)
  • cleanliness
    Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.
The price is NZ$352
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

2. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,585 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is NZ$206
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

3. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,419 reviews)
  • cleanliness
    World-class indoor pool in city centre offers lap swimming and family fun at this luxury hotel.
The price is NZ$455
includes taxes & fees
10 Dec - 11 Dec
InterContinental Chicago Magnificent Mile by IHG
An indoor swimming pool with a skylight, tiled floor, and poolside seating.

4. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,601 reviews)
  • cleanliness
    Splash into city centre luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is NZ$233
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

5. 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, (5,978 reviews)
  • cleanliness
    Slip into a holiday state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is NZ$263
includes taxes & fees
24 Nov - 25 Nov
Embassy Suites by Hilton Chicago Downtown River North
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,060 reviews)
The price is NZ$216
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
An indoor swimming pool with lounge chairs and exercise equipment.

7. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,110 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, spa pool haven, and 24-hour fitness centre.
The price is NZ$286
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric Chicago Magnificent Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,089 reviews)
The price is NZ$234
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott Chicago Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,306 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is NZ$240
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

10. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,535 reviews)
  • cleanliness
    Make a splash at this city centre Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.
The price is NZ$196
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Chicago Downtown/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.
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Spa pool

Hotels with pools and free breakfast in Chicago

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1601)
The price is NZ$233
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown
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Hotels with pools and spa pools in Chicago

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1110)
The price is NZ$286
includes taxes & fees
23 Nov - 24 Nov
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

Top Chicago Hotel Reviews

A swimming pool with a ceiling of lights, large windows, and potted plants.
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago

10/10 Excellent

👍
Australia
zoe
Reviewed June 22, 2025
The Langham, Chicago

Frequently Asked Questions

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

Expedia's 121 hotels in Chicago give you a great choice for your poolside getaway.

What's it like visiting Chicago?

If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 121 places to stay with pools. While you're visiting, you can explore attractions such as Soldier Field and Navy Pier, and then kick back and relax poolside at one of the accommodation options in Chicago that guests like for their pools.

What are some hotels with pools in 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Features a snack bar/deli, a pool and complimentary wireless Internet access. Chicago Club Inn & Suites: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool and free self parking.

What is there to see and do in Chicago?

Explore places such as Soldier Field, Navy Pier and Wrigley Field while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theatre scene and stunning architecture in Chicago.

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

You may want to think about accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

What's the best way to travel around Chicago?

Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.

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