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

Find Hotels with a Pool in Chicago, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Chicago Hotels with a Pool

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Chicago hotels with a pool

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
NT$5,464
NT$7,445 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

2. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
  • Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
NT$5,602
NT$7,620 total
includes taxes & fees
Sep 7 - Sep 8
Palmer House a Hilton Hotel

3. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
NT$5,190
NT$6,170 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Chicago Downtown River North

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
NT$5,190
NT$6,170 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago/Magnificent Mile Suites

5. 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.
NT$5,190
NT$6,170 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Chicago - Magnificent 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.
NT$5,815
NT$6,913 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop

7. 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.
NT$5,136
NT$6,107 total
includes taxes & fees
Aug 30 - Aug 31
Aloft by Marriott Chicago Mag Mile

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NT$5,330
NT$6,337 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile

9. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
  • A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.
NT$4,652
NT$5,918 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn & Suites Chicago - Downtown by IHG

10. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
  • Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
NT$7,398
NT$9,947 total
includes taxes & fees
Sep 7 - Sep 8
Sheraton Grand Chicago Riverwalk
View all properties

Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
4 stars
Spa

Hotels with pools and free breakfast in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
NT$5,464
NT$7,445 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
NT$5,190
NT$6,170 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
NT$5,190
NT$6,170 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
NT$5,815
NT$6,913 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
NT$5,136
NT$6,107 total
includes taxes & fees
Aug 30 - Aug 31
Aloft by Marriott Chicago Mag Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
NT$5,325
NT$6,331 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Chicago Downtown

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NT$5,330
NT$6,337 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
NT$5,330
NT$6,337 total
includes taxes & fees
Sep 7 - Sep 8
AC Hotels by Marriott Chicago Downtown

The Wade

The Wade
Downtown Chicago
NT$5,459
NT$6,491 total
includes taxes & fees
Aug 23 - Aug 24
The Wade

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
NT$5,815
NT$7,874 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile
View all properties

Hotels with pools and hot tubs in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
NT$5,464
NT$7,445 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
NT$5,815
NT$7,874 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
NT$9,013
NT$11,868 total
includes taxes & fees
Sep 6 - Sep 7
JW Marriott Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
NT$18,026
NT$21,431 total
includes taxes & fees
Aug 23 - Aug 24
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
NT$17,299
NT$20,567 total
includes taxes & fees
Aug 16 - Aug 17
Waldorf Astoria Chicago

Stay One Chicago

Stay One Chicago
Downtown Chicago
NT$13,746
NT$16,136 total
includes taxes & fees
Sep 1 - Sep 2
Stay One Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
NT$17,880
NT$21,258 total
includes taxes & fees
Aug 23 - Aug 24
Park Hyatt Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
NT$4,026
NT$4,726 total
includes taxes & fees
Aug 23 - Aug 24
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
NT$8,916
NT$12,173 total
includes taxes & fees
Aug 11 - Aug 12
The Hotel at Midtown
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"I definitely enjoyed my stay. Everything from the clean and updated rooms to the amazing staff and services"
Lorenzo 1-night trip
Posted 1 hour ago
Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Have stayed here a few times now and always clean and convenient location to what I’m doing in Chicago. Parking is easy ($57 a day). Never have a problem with noise. Will stay again."
Constance 1-night trip
Posted 4 hours ago
Crowne Plaza Chicago West Loop by IHG
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"This was my first time staying at this hotel and honestly it was a 10/10 for me. It was very easy to get to and finding the room wasn’t too difficult. The hotel staff were friendly and helpful."
Heidi Garcia 3-night trip
Posted 4 hours ago
Club Quarters Hotel, Central Loop, Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"As a whole the property and staff were great. I thought the breakfast was a little over priced though. Food certainly wasn’t bad but paying almost $30 a person for a breakfast buffet I expected a bit more variety and options. Selection variety wise it felt a step up from what similar hotels have offered as complimentary. However that’s a minor gripe to an otherwise great experience."
Zachary 2-night trip
Posted 7 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Beautiful hotel close to everything . Old well maintained Easy to work with staff. The front door valet Jose was perfect. Helpful every time we needed him The only complaint is the parking. The lot was already full and the parking staff at the lot were unhelpful at best. Had to go back to front door man for help. This lot is open to the public as well as the hotel users. If there is a big event nearby plan to park else where"
Scott K 1-night trip
Posted 8 hours ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The hotel is located in walking distance of the Magnificent Mile. The property is modern and eclectic. The views are wonderful. The hotels restaurants was good. The staff were helpful with accommodations. I would personally recommend this hotel. The bilingual staff is highly appreciated. The beet salad was surprisingly scrumptious. The clerk name James was very personable and helpful. "
Tammie 2-night trip
Posted 13 hours ago
Eurostars Magnificent Mile

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 144 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 steps from Rosemont Theatre. 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 144 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 United Center 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.

Explore a world of travel with Expedia