Hotels with Pool & Resorts in Downtown Chicago from NZ$255

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Check availability on Downtown Chicago Hotels with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Best Downtown Chicago Hotels with Pool

The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful hotel in a great location "
The price is NZ$442
includes taxes & fees
26 Oct - 27 Oct
The Hoxton Chicago
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, (2844)
"Had a great stay!"
The price is NZ$290
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
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, (2076)
"Great hotel"
The price is NZ$321
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
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, (4019)
"We definitely will stay there again place was very nice "
The price is NZ$363
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1015)
"It was a great stay"
The price is NZ$255
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.6 out of 10, Excellent, (5025)
"Really enjoyed our stay!!"
The price is NZ$388
includes taxes & fees
2 Nov - 3 Nov
Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (2005)
"Great property with great staff and amenities. "
The price is NZ$427
includes taxes & fees
23 Oct - 24 Oct
Palmer House a Hilton Hotel
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1044)
"Great location near lots of restaurants. "
The price is NZ$393
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
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, (2053)
"Beautiful place loved everything about this hotel"
The price is NZ$385
includes taxes & fees
2 Nov - 3 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (945)
"Near everything great amenities "
The price is NZ$443
includes taxes & fees
5 Oct - 6 Oct
Sentral Michigan Avenue
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 Downtown Chicago Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Very helpful staff. Happy stay!"
Wayne 1-night trip
Posted 1 day ago
Hotel Felix River North/Magnificent Mile

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 64 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?
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. 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. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool and buffet.
How many hotels with pools can I expect to find in Downtown Chicago?
Expedia's 64 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 Dave & Buster's. 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.