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Hotels with Swimming Pool in Chicago, Illinois

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Check availability on Chicago Hotels with Swimming Pool

Our top choices for Chicago hotels with a pool

A swimming pool with a ceiling of lights, large windows, and potted plants.

1. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Amazing hotel, best location"
United States
Talia
The price is P32,858
P39,065 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, (5,222 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is P9,127
P10,851 total
includes taxes & fees
Nov 25 - Nov 26
L7 CHICAGO by LOTTE HOTELS
Exterior

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, (1,207 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is P7,047
P8,378 total
includes taxes & fees
Dec 10 - Dec 11
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, (673 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is P7,994
P9,504 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, (2,073 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is P29,034
P34,519 total
includes taxes & fees
Nov 22 - Nov 23
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 P21,339
P27,243 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, (4,374 reviews)
"Great hotel"
United States
Kristopher Joel
The price is P7,345
P8,732 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A hotel lobby with a bar area, a chandelier, and a reception desk.

8. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is P7,994
P9,504 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn Chicago Downtown/Loop
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

9. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,892 reviews)
"Great Location"
United States
Natasha
The price is P9,095
P12,696 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton
A rooftop terrace with a glass floor, offering a view of the city skyline.

10. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,688 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is P8,305
P11,668 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
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, (1,463 reviews)
"Enjoyed stay!"
United States
David
The price is P9,042
P10,750 total
includes taxes & fees
Nov 22 - Nov 23
Canopy by Hilton Chicago Central Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

12. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,508 reviews)
"Wonderful will stay again"
United States
Kristee
The price is P9,769
P13,860 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,688 reviews)
"Excellent hotel in a great location for everything"
United Kingdom
Andy
The price is P8,435
P12,043 total
includes taxes & fees
Nov 23 - Nov 24
The Royal Sonesta Chicago Downtown
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

14. 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, (1,000 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is P9,807
P11,660 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Chicago West Loop Fulton Market Area
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

15. 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, (1,218 reviews)
"Staff kind, clean room and good breakfast"
United States
Inés
The price is P8,215
P9,766 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites by Marriott Chicago Downtown/ River North
A modern lounge area with seating, a coffee table, and a view of the city at night.

16. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is P7,693
P9,146 total
includes taxes & fees
Nov 23 - Nov 24
Moxy Chicago Downtown
A modern hotel with a colorful awning and a glass facade.

17. 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, (1,287 reviews)
"Excellent location, friendly and professional staff."
United States
Heather
The price is P9,127
P10,851 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chicago Downtown River North
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 P12,526
P14,893 total
includes taxes & fees
Nov 26 - Nov 27
The LaSalle Chicago, Autograph Collection by Marriott
The entrance to Arlo Chicago with a clear sign displaying the address 168 N Michigan.

19. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,425 reviews)
"Perfect location, and every interaction with staff was wonderful!"
United States
Nancy
The price is P8,401
P11,965 total
includes taxes & fees
Dec 6 - Dec 7
Arlo Chicago
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

20. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,529 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is P13,613
P18,444 total
includes taxes & fees
Nov 24 - Nov 25
Loews Chicago Hotel
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 modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1601)
The price is P6,957
P8,271 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn & Suites Chicago Downtown
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Hotels with pools and hot tubs in Chicago

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1110)
The price is P6,902
P10,077 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Centric Chicago Magnificent Mile
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The hotel was clean, updated and a great location. Our complaints were we missed having a microwave and the beds were extremely hard. We also learned that we needed to turn off the fan on the furnace, because the room got extremely hot if left on."
Brittany 3-night trip
Posted 2 hours ago
Congress Plaza Hotel

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.