Hotels with Swimming Pool in Chicago, Illinois

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Swimming Pool

This weekend
Next weekend

Our top choices for Chicago hotels with a pool

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,228 reviews)
"This location was fantastic! Right in the middle of everything we wanted to see in Chicago. "
United States
Ashlee
The price is P11,021
P12,938 total
includes taxes & fees
Apr 10 - Apr 11
Hyatt Place Chicago/Downtown - The Loop

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,020 reviews)
"Excellent stay overall"
United States
Emre
The price is P8,301
P9,745 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Chicago/Magnificent Mile Suites

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,918 reviews)
"Staff was very nice, rooms were clean, and location was next to everything we needed. "
United States
Keith
The price is P10,779
P14,773 total
includes taxes & fees
Apr 6 - Apr 7
InterContinental Chicago Magnificent Mile by IHG

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,214 reviews)
"Friendly staff, accommodations were excellent!"
United States
Larry
The price is P8,660
P10,165 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt House Chicago West Loop

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,856 reviews)
"Great hotel"
United States
Mark
The price is P22,481
P26,391 total
includes taxes & fees
Apr 5 - Apr 6
Trump International Hotel & Tower Chicago

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
"The stay was great "
United States
Cortasia
The price is P11,515
P13,517 total
includes taxes & fees
Apr 11 - Apr 12
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean Room, Friendly and attentive staff"
United States
Felix
The price is P10,113
P13,688 total
includes taxes & fees
Apr 4 - Apr 5
Renaissance Chicago Downtown Hotel

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"Clean room and great staff"
United States
Lon
The price is P10,360
P12,162 total
includes taxes & fees
Apr 4 - Apr 5
Hampton Inn Chicago West Loop Fulton Market Area

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (434 reviews)
"10/10 makes you feel at home. One of the best hotels I’ve ever stayed in."
United States
Henry
The price is P8,812
P11,838 total
includes taxes & fees
Apr 5 - Apr 6
Level Chicago Fulton Market

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,456 reviews)
"Was a great stay "
United States
Nicole
The price is P7,399
P8,685 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn & Suites Chicago Downtown
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.

Choose what matters most at hotels with a pool in Chicago

Hotels with pools and free breakfast in Chicago

Hotels with pools and hot tubs in Chicago

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

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 138 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Wrigley Field, 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. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Chicago Club Inn & Suites: Offers buffet, an indoor pool, and free self parking.
How many hotels with pools will I be able to find in Chicago?
Expedia's 138 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, Wrigley Field, and Naval Base Great Lakes 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.