Hotels with Pool & Resorts in Chicago from NZ$327

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Check availability on Chicago Hotels with Pool

Best Chicago Hotels with Pool

Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1998)
"Wonderful historic property, we loved our stay in this beautiful hotel"
The price is NZ$424
includes taxes & fees
23 Oct - 24 Oct
Palmer House a Hilton Hotel
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beautiful hotel in a great location "
The price is NZ$466
includes taxes & fees
19 Oct - 20 Oct
The Hoxton Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2088)
"Great location and very nice staff!!"
The price is NZ$373
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2863)
"Had a great stay!"
The price is NZ$327
includes taxes & fees
5 Oct - 6 Oct
Aloft Chicago Mag Mile
Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (939)
"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "
The price is NZ$447
includes taxes & fees
5 Oct - 6 Oct
Sentral Michigan Avenue
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (308)
"The staff are super friendly and helpful. The amenities are amazing and it’s so close to Fulton market restaurants and markets. Will definitely stay again. "
Level Chicago Fulton Market
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2225)
"Very nice hotel "
The price is NZ$425
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
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, (2076)
"Beautiful place loved everything about this hotel"
The price is NZ$379
includes taxes & fees
30 Oct - 31 Oct
Homewood Suites by Hilton Chicago Downtown South Loop
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1049)
"Great location near lots of restaurants. "
The price is NZ$431
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.4 out of 10, Very good, (1335)
"Great place to stay"
The price is NZ$388
includes taxes & fees
30 Oct - 31 Oct
The Wade
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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Top Chicago Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
" Enjoyed stay Only issue was the lobby was out of coffee temporarily."
William 1-night trip
Posted 2 days ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 122 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. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a 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. Features 3 restaurants, an indoor 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 122 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.