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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
20 Sep - 21 Sep
Tomorrow
21 Sep - 22 Sep
Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct

Our top choices for Chicago hotels with a pool

Indoor pool
Premium bedding, down comforters, pillowtop beds, in-room safe
Lobby lounge
Bar (on property)

1. 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.
SAR 560
SAR 665 total
includes taxes & fees
27 Sep - 28 Sep
The Wade
Indoor pool
LCD TV
Lobby lounge
Exterior

2. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
  • Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
SAR 675
SAR 802 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool
42-inch flat-screen TV with cable channels, TV, pay movies
Ballroom
Exterior

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
SAR 763
SAR 907 total
includes taxes & fees
27 Sep - 28 Sep
Hilton Chicago/Magnificent Mile Suites
Indoor pool
Premium bedding, in-room safe, desk, blackout drapes
Exterior
Lobby

4. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
SAR 732
SAR 871 total
includes taxes & fees
27 Sep - 28 Sep
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool
Bar (on property)
Business center
Bar (on property)

5. 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.
SAR 796
SAR 1,058 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Fitness facility
Room, 1 King Bed with Sofa bed, Corner | In-room safe, desk, laptop workspace, soundproofing
Reception

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.
SAR 826
SAR 983 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Place Chicago/Downtown - The Loop
Meeting facility
Lobby
Lobby
Free daily buffet breakfast

7. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
SAR 860
SAR 1,023 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn & Suites Chicago Downtown
Indoor pool
Exterior
Bar (on property)
Lobby

8. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
  • Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
SAR 804
SAR 1,067 total
includes taxes & fees
27 Sep - 28 Sep
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Fitness facility
Lobby
Exterior

9. 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.
SAR 762
SAR 906 total
includes taxes & fees
27 Sep - 28 Sep
Aloft by Marriott Chicago Mag Mile
Outdoor pool, cabanas (surcharge), pool umbrellas
Exterior
Exterior
Lobby

10. 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.
SAR 860
SAR 1,023 total
includes taxes & fees
21 Sep - 22 Sep
DoubleTree by Hilton Chicago - Magnificent Mile
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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

Exterior
Lobby
Indoor pool
Lobby lounge

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
SAR 675
SAR 802 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn Chicago West Loop Fulton Market Area
Premium bedding, in-room safe, desk, blackout drapes
Exterior
Breakfast and lunch served
Reception

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
SAR 732
SAR 871 total
includes taxes & fees
27 Sep - 28 Sep
Courtyard by Marriott Chicago Magnificent Mile
Exterior
Lobby sitting area
Reception
Fitness facility

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
SAR 826
SAR 983 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Place Chicago/Downtown - The Loop
Exterior
Ballroom
View from room
42-inch flat-screen TV with cable channels, TV, pay movies

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
SAR 763
SAR 907 total
includes taxes & fees
27 Sep - 28 Sep
Hilton Chicago/Magnificent Mile Suites
Exterior
Bar (on property)
Business center
LCD TV, pay movies

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
SAR 796
SAR 1,058 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Centric Chicago Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas
Exterior
Exterior
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
SAR 860
SAR 1,023 total
includes taxes & fees
21 Sep - 22 Sep
DoubleTree by Hilton Chicago - Magnificent Mile
Room service - dining
Bar (on property)
Premium bedding, down comforters, pillowtop beds, in-room safe
Exterior

The Wade

The Wade
Downtown Chicago
SAR 560
SAR 665 total
includes taxes & fees
27 Sep - 28 Sep
The Wade
Lobby
Exterior
Lobby
One Bedroom Corner Suite, Two Queen Beds, Non-Smoking | Living area | 49-inch LCD TV with cable channels, TV

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
SAR 860
SAR 1,023 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn & Suites Chicago Downtown
Exterior
Bar (on property)
Restaurant
Lobby

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
SAR 804
SAR 1,067 total
includes taxes & fees
27 Sep - 28 Sep
Holiday Inn Chicago Dwtn - The Mart by IHG
Lobby
Lobby
Exterior
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
SAR 815
SAR 969 total
includes taxes & fees
27 Sep - 28 Sep
Embassy Suites by Hilton Chicago Downtown River North
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Hotels with pools and hot tubs in Chicago

Exterior
Bar (on property)
Business center
LCD TV, pay movies

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
SAR 796
SAR 1,058 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Centric Chicago Magnificent Mile
Exterior
Property amenity
Interior detail
Premium bedding, pillowtop beds, in-room safe, desk

Hilton Chicago

Hilton Chicago
Downtown Chicago
SAR 795
SAR 1,055 total
includes taxes & fees
27 Sep - 28 Sep
Hilton Chicago
Lounge
Reception
1 bedroom, pillowtop beds, in-room safe, desk
1 bedroom, pillowtop beds, in-room safe, desk

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
SAR 643
SAR 755 total
includes taxes & fees
27 Sep - 28 Sep
Renaissance Chicago O'Hare Suites Hotel
Exterior
Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk
Suite, City View | Living area | 65-inch LED TV with cable channels
Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk

Stay One Chicago

Stay One Chicago
Downtown Chicago
SAR 1,106
SAR 1,298 total
includes taxes & fees
30 Sep - 1 Oct
Stay One Chicago
Interior detail
Deluxe Room, 2 Queen Beds | Bathroom | Rainfall showerhead, designer toiletries, hair dryer, bathrobes
Exterior
Hallway

The Hotel at Midtown

The Hotel at Midtown
Bucktown
SAR 1,045
SAR 1,425 total
includes taxes & fees
21 Sep - 22 Sep
The Hotel at Midtown
Lobby
Lobby
Indoor pool
Couples treatment rooms, sauna, hot tub, steam room, body treatments

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
SAR 2,453
SAR 2,916 total
includes taxes & fees
4 Oct - 5 Oct
The Langham, Chicago
Exterior
Indoor pool
Breakfast, lunch, dinner and brunch served
View from property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
SAR 2,714
SAR 3,227 total
includes taxes & fees
1 Oct - 2 Oct
Waldorf Astoria Chicago
Breakfast, lunch, dinner and brunch served
Suite (LAKE MICHIGAN SUITE) | Premium bedding, down comforters, pillowtop beds, minibar
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Suite (Gold Coast) | View from room

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
SAR 2,536
SAR 3,014 total
includes taxes & fees
18 Oct - 19 Oct
Park Hyatt 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.
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Top Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Right in the middle of everything. Clean. Reasonably priced."
Andrew 4-night trip
Posted less than an hour ago
Hyatt Regency Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Outstanding experience in will plan to return every time im in Chicago"
JaNisa 2-night trip
Posted 3 hours ago
Hampton Inn Chicago Downtown/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 Willis Tower. 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. 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. 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 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.