A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Hotels with a Pool

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Chicago hotels with a pool

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

1. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
The price is NT$17,149
NT$20,388 total
includes taxes & fees
Dec 6 - Dec 7
The Langham, Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

2. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,197 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NT$4,763
NT$5,663 total
includes taxes & fees
Nov 22 - Nov 23
L7 CHICAGO by LOTTE HOTELS
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,221 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is NT$3,656
NT$4,347 total
includes taxes & fees
Dec 9 - Dec 10
Hilton Vacation Club Hotel Blake Chicago
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

4. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (669 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is NT$4,172
NT$4,960 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn Chicago Downtown Magnificent Mile
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,079 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is NT$15,153
NT$18,015 total
includes taxes & fees
Nov 15 - Nov 16
Trump International Hotel & Tower Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is NT$11,137
NT$14,218 total
includes taxes & fees
Nov 22 - Nov 23
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.

7. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,370 reviews)
"Great hotel"
United States
Kristopher Joel
The price is NT$3,811
NT$4,531 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A hotel with a classic facade, large windows, and flags.

8. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is NT$4,172
NT$4,960 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn Chicago Downtown/Loop
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

9. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,222 reviews)
"Great stay"
United States
Keith
The price is NT$4,287
NT$5,097 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites by Marriott Chicago Downtown/ River North
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

10. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,896 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is NT$5,529
NT$7,550 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

11. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,462 reviews)
"Enjoyed stay!"
United States
David
The price is NT$4,719
NT$5,611 total
includes taxes & fees
Nov 22 - Nov 23
Canopy by Hilton Chicago Central Loop
A modern lounge area with seating, a coffee table, and a view of the city at night.

12. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Nice cozy room. Good location, with bar and food on site."
United States
Emrick
The price is NT$3,992
NT$4,746 total
includes taxes & fees
Nov 23 - Nov 24
Moxy Chicago Downtown
A high-rise building with a modern architectural design, surrounded by other tall buildings and a clear sky.

13. Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,183 reviews)
"Staff was great, great location"
United States
Glenn
The price is NT$4,599
NT$5,468 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Chicago Downtown / River North
A rooftop terrace with a glass floor, offering a view of the city skyline.

14. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,662 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is NT$4,335
NT$6,090 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
A modern lobby with a reception desk, seating area, and a fireplace.

15. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,284 reviews)
"Location is excellent."
United States
ana
The price is NT$4,764
NT$5,663 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chicago Downtown River North
A cityscape with modern high-rise buildings, a river, and a boat.

16. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,504 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NT$5,099
NT$7,234 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

17. 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, (1,004 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is NT$5,145
NT$6,117 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Chicago West Loop Fulton Market Area
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

18. The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (407 reviews)
"Very convenient, Moderna and friendly / helpful staff."
United States
Jason
The price is NT$6,538
NT$7,772 total
includes taxes & fees
Nov 26 - Nov 27
The LaSalle Chicago, Autograph Collection by Marriott
A cityscape with tall buildings, a river, and a bridge.

19. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,681 reviews)
"Excellent hotel"
Canada
Frédéric
The price is NT$4,238
NT$6,090 total
includes taxes & fees
Dec 8 - Dec 9
The Royal Sonesta Chicago Downtown
A corridor with ornate black metal railings and a patterned carpet.

20. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,189 reviews)
"Great stay"
United States
RaeQuan
The price is NT$5,493
NT$7,505 total
includes taxes & fees
Nov 22 - Nov 23
Staypineapple, An Iconic Hotel, The 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.
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub

Hotels with pools and free breakfast in Chicago

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3530)
The price is NT$3,546
NT$5,181 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
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Hotels with pools and hot tubs in Chicago

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3530)
The price is NT$3,546
NT$5,181 total
includes taxes & fees
Nov 27 - Nov 28
Hilton 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.
View all properties

Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Room was great, as expected and toiletries are always a treat."
Scot 1-night trip
Posted less than an hour 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 121 places to stay with pools. While you're here, you can explore attractions like Soldier Field 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?
Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Features a snack bar/deli, a pool, and complimentary wireless internet access. Chicago Club Inn & Suites: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool, and free self parking.
How many hotels with pools will I be able to find in Chicago?
Expedia's 121 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Soldier Field, 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.

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