Hotels with Swimming Pool in Chicago, Illinois

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Check availability on Chicago Hotels with Swimming Pool

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Chicago Hotels with Swimming Pool

The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very Good, (1154)
"It was a very relaxing stay and amazing view!"
The price is P6,922
P8,125 total
includes taxes & fees
Sep 1 - Sep 2
The Wade
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Relax by the pool surrounded by comfortable seating and city views.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3631)
"Great stay. "
The price is P8,355
P9,808 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1955)
"Very pleasant stay!"
The price is P9,260
P10,870 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Relax by the pool surrounded by comfortable seating and lush greenery.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2784)
"We love our stay here !"
The price is P7,102
P8,337 total
includes taxes & fees
Aug 17 - Aug 18
Aloft Chicago Mag Mile
Palmer House a Hilton Hotel
Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1827)
"Nice place to stay"
The price is P10,086
P13,294 total
includes taxes & fees
Aug 21 - Aug 22
Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown South Loop
Relax by the pool with expansive city views.

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1613)
"Perfect for a 2 night stay, reasonable rate at a great location."
The price is P7,960
P9,345 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Chicago Downtown South Loop
The Hoxton Chicago
Relax by the rooftop pool with a stunning city view, surrounded by comfortable lounge chairs and a small table.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent location and great vibe. "
The price is P12,156
P14,270 total
includes taxes & fees
Aug 17 - Aug 18
The Hoxton Chicago
Best Western River North Hotel
Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1030)
"Good budget hotel"
The price is P7,169
P8,415 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
Sheraton Grand Chicago Riverwalk
Enjoy a scenic view of the river from this balcony, which features a treadmill and stationary bike for a workout.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1415)
" Great stay, helpful staff, perfectly located. "
The price is P11,816
P15,616 total
includes taxes & fees
Aug 24 - Aug 25
Sheraton Grand Chicago Riverwalk
Homewood Suites by Hilton Chicago Downtown South Loop
Relax by the pool with expansive city views.

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2003)
"Was a great location just a few blocks from the beach. "
The price is P8,108
P9,518 total
includes taxes & fees
Aug 24 - Aug 25
Homewood Suites by Hilton Chicago Downtown South Loop
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great customer service "
Renee 1-night trip
Posted 16 hours ago
Fairmont Chicago at Millennium Park

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 48 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Navy Pier, and then kick back and relax poolside at one of the accommodations 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 center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 48 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like 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 theater 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 a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.
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. Take advantage of metro transit 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.