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Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Chicago hotels with a pool

1. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
¥23,935
¥33,124 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

2. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
¥23,124
¥27,491 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Chicago/Magnificent Mile Suites

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
¥22,845
¥27,163 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile

4. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
¥22,837
¥27,150 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile

5. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
¥24,500
¥29,126 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Mag Mile

6. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
¥26,886
¥31,967 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop

7. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
  • Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room.
¥19,139
¥26,086 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown/Magnificent Mile

8. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
¥26,886
¥36,697 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile

9. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
¥23,684
¥28,157 total
includes taxes & fees
Aug 30 - Aug 31
The Wade

10. Best Western River North Hotel

Best Western River North Hotel
Downtown Chicago
  • Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.
¥21,501
¥25,563 total
includes taxes & fees
Aug 31 - Sep 1
Best Western River North Hotel
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
4 stars
5 stars
Water park

Hotels with pools and free breakfast in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
¥23,935
¥33,124 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
¥23,124
¥27,491 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Chicago/Magnificent Mile Suites

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
¥22,837
¥27,150 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
¥22,845
¥27,163 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
¥26,886
¥31,967 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
¥24,500
¥29,126 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Mag Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
¥25,960
¥30,863 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites Chicago Downtown

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
¥19,139
¥26,086 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Wade

The Wade
Downtown Chicago
¥23,684
¥28,157 total
includes taxes & fees
Aug 30 - Aug 31
The Wade

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
¥26,886
¥36,697 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile
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Hotels with pools and hot tubs in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
¥29,606
¥39,930 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
¥26,886
¥36,697 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
¥47,250
¥61,850 total
includes taxes & fees
Sep 6 - Sep 7
JW Marriott Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
¥99,431
¥118,216 total
includes taxes & fees
Sep 7 - Sep 8
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
¥91,198
¥108,426 total
includes taxes & fees
Sep 20 - Sep 21
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
¥88,056
¥104,691 total
includes taxes & fees
Aug 30 - Aug 31
Park Hyatt Chicago

Stay One Chicago

Stay One Chicago
Downtown Chicago
¥62,226
¥73,048 total
includes taxes & fees
Sep 22 - Sep 23
Stay One Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
¥23,526
¥27,617 total
includes taxes & fees
Sep 6 - Sep 7
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
¥43,527
¥59,502 total
includes taxes & fees
Sep 7 - Sep 8
The Hotel at Midtown
View all properties

4-star hotels with pools in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
¥23,935
¥33,124 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
¥27,576
¥37,516 total
includes taxes & fees
Sep 7 - Sep 8
Palmer House a Hilton Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
¥22,845
¥27,163 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
¥26,886
¥36,697 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
¥25,057
¥34,884 total
includes taxes & fees
Aug 31 - Sep 1
The Royal Sonesta Chicago River North

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
¥26,250
¥31,208 total
includes taxes & fees
Sep 7 - Sep 8
AC Hotels by Marriott Chicago Downtown

The Wade

The Wade
Downtown Chicago
¥23,684
¥28,157 total
includes taxes & fees
Aug 30 - Aug 31
The Wade

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
¥37,633
¥49,658 total
includes taxes & fees
Sep 7 - Sep 8
Radisson Blu Aqua Hotel Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
¥39,613
¥52,771 total
includes taxes & fees
Sep 7 - Sep 8
Sheraton Grand Chicago Riverwalk

Level Chicago - River North

Level Chicago - River North
Downtown Chicago
¥31,531
¥40,939 total
includes taxes & fees
Sep 7 - Sep 8
Level Chicago - 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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Room was very clean and had items such as coffee, shampoo and conditioner available.Staff was very helpful and friendly. Perfect location to engage with downtown and nearby activities such as Navy Pier and River Walk."
Shonda L 3-night trip
Posted less than an hour ago
Hyatt Regency Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Overall was pleased with the service and our room. No complaints!"
Kasey K 1-night trip
Posted less than an hour ago
Hyatt Regency McCormick Place Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Vhckkffififififfkfhhhbbbzndnfjjf"
William 3-night trip
Posted 1 hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"I liked that it was clean. I also liked conveniently located it is. What I struggled with was how old the property is. The doors were hard to close and ensure the deadbolt worked. The bathroom was dated and the toilet handle sticks. I wished for a microwave in the room as well."
DaWanda 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"."
Rashed 1-night trip
Posted 4 hours ago
InterContinental Chicago Magnificent Mile by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"The room were amazing the view that I had was so beautiful looking out my window of the water on the Riverwalk. Staff was super friendly and very helpful I will recommend 10/10 will stay again"
Sonsee 1-night trip
Posted 5 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"excellent stay! awesome staff!"
Mariah 4-night trip
Posted 11 hours ago
Crowne Plaza Chicago West Loop by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The hotel is literally located in the center of O’hare airport. You can pretty much get off or get on at either terminals 1, 2, or 3. We got a room upgrade too and that was cool. We had a nice and comfortable stay. I definitely recommend this hotel."
MARIA 1-night trip
Posted 23 hours ago
Hilton Chicago O'Hare Airport
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Nice place. Great location. One thing that did annoy me. They put a 100.00 hold on my card for every night I was there (three nights -300.00). I asked them when I would be reimbursed and they told me in 5-7 business days. I thought the purpose of giving them your CC was so they could charge the card at the end of the visits. Now they basically steal your money for the length of your visit. Here’s the math. They have 381 guest room. Assume they are full. Average length of stay is 3 night. 381x300 equals 114,300.00 that they get to hold for a week plus. Royal Sonesta is a chain of over 1000 hotels. Now they are holding 114m of our money (rough math). At a 9 % return, the parent company makes 10 million plus on our temporary invested. Kind of tired of getting screwed at every opportunity."
Kerry 3-night trip
Posted 1 day ago
The Royal Sonesta Chicago Downtown

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 145 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 University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Fashion Outlets of Chicago. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 145 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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