Hotels with Pool & Resorts in Chicago from NZ$250

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Check availability on Chicago Hotels with Pool

Best Chicago Hotels with Pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3649)
"Great stay. "
The price is NZ$302
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown South Loop
Pool

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1614)
"Perfect for a 2 night stay, reasonable rate at a great location."
The price is NZ$250
includes taxes & fees
3 Sept - 4 Sept
Hilton Garden Inn Chicago Downtown South Loop
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.2 out of 10, Very good, (1165)
"Awesome place to stay"
The price is NZ$298
includes taxes & fees
1 Sept - 2 Sept
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1972)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is NZ$314
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1839)
"Nice place to stay"
The price is NZ$384
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel
Homewood Suites by Hilton Chicago Downtown South Loop
Pool

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2005)
"Was a great location just a few blocks from the beach. "
The price is NZ$258
includes taxes & fees
2 Sept - 3 Sept
Homewood Suites by Hilton Chicago Downtown South Loop
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2059)
"Enjoyed our stay. Great location."
The price is NZ$325
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1028)
"Great location "
The price is NZ$250
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2785)
"We love our stay here !"
The price is NZ$274
includes taxes & fees
24 Aug - 25 Aug
Aloft Chicago Mag Mile
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, pool loungers

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"We had a great stay!"
The price is NZ$283
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Chicago West Loop Fulton Market Area
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.

Top Chicago Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"I liked this hotel, the rooms are cleaning and beautiful, the staff is nice, and the hotel is located near amazing restaurants, cafes, and tourist places."
Lilian 3-night trip
Posted 16 hours ago
Hotel Felix River North/Magnificent Mile

Frequently asked questions

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 49 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue 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?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a pool and complimentary wireless Internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre.
How many hotels with pools should I expect to find in Chicago?
Expedia's 49 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places such as Michigan Avenue, 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.