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

Hotels with Pool & Resorts in Chicago from AU$160

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Check availability on Chicago Hotels with 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 AU$903
includes taxes & fees
6 Dec - 7 Dec
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 AU$251
includes taxes & fees
25 Nov - 26 Nov
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 AU$191
includes taxes & fees
10 Dec - 11 Dec
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 AU$220
includes taxes & fees
22 Nov - 23 Nov
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 AU$798
includes taxes & fees
22 Nov - 23 Nov
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 AU$630
includes taxes & fees
22 Nov - 23 Nov
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 AU$201
includes taxes & fees
23 Nov - 24 Nov
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 AU$220
includes taxes & fees
22 Nov - 23 Nov
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 AU$292
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

10. 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 AU$249
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

11. 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 AU$321
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.

12. 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 AU$276
includes taxes & fees
10 Dec - 11 Dec
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.

13. 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 AU$270
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Chicago West Loop Fulton Market Area
A modern lounge area with seating, a coffee table, and a view of the city at night.

14. 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 AU$210
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A modern hotel with a colorful awning and a glass facade.

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, (1,287 reviews)
"Excellent location, friendly and professional staff."
United States
Heather
The price is AU$251
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

16. 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 AU$226
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A rooftop terrace with a glass floor, offering a view of the city skyline.

17. 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 AU$270
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
The entrance to Arlo Chicago with a clear sign displaying the address 168 N Michigan.

18. 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 AU$277
includes taxes & fees
6 Dec - 7 Dec
Arlo Chicago
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

19. 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 AU$344
includes taxes & fees
26 Nov - 27 Nov
The LaSalle Chicago, Autograph Collection by Marriott
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 AU$424
includes taxes & fees
24 Nov - 25 Nov
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
Spa pool

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 AU$190
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown
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Hotels with pools and spa pools 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 AU$233
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric Chicago Magnificent Mile
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4-star hotels with pools in Chicago

A modern restaurant interior with a green wall, hanging lights, and a long dining area.
Hotel 505 River North

Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3015)
The price is AU$285
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North
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 holiday, you might want to think about lively Chicago, which offers 121 places to stay with pools. While you're visiting, you can explore attractions such as Soldier Field and Navy Pier, and then kick back and relax poolside at one of the accommodation options 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 should I expect 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 such as 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 theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
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. You can access metro transport 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.