Find Hotels with a Pool in Downtown Chicago, IL from CA $138

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Check prices for these dates

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Nov 15 - Nov 16
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Nov 16 - Nov 17
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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Downtown Chicago hotels with a pool

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

1. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,021 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is CA $175
CA $253 total
includes taxes & fees
Dec 16 - Dec 17
Hotel 505 River North
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

2. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,588 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is CA $138
CA $164 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.

3. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,592 reviews)
  • cleanliness
    Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is CA $158
CA $188 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn & Suites Chicago Downtown
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,070 reviews)
The price is CA $146
CA $173 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Chicago/Magnificent Mile Suites
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,081 reviews)
The price is CA $157
CA $187 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and exercise equipment.

6. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,114 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is CA $156
CA $228 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,022 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is CA $171
CA $245 total
includes taxes & fees
Dec 14 - Dec 15
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.

8. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,314 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is CA $155
CA $185 total
includes taxes & fees
Dec 13 - Dec 14
Aloft by Marriott Chicago Mag Mile
A swimming pool with lounge chairs and a wall with a patterned design.

9. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,703 reviews)
  • cleanliness
    Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
The price is CA $168
CA $200 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Place Chicago/Downtown - The Loop
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

10. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,431 reviews)
  • cleanliness
    World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
The price is CA $250
CA $347 total
includes taxes & fees
Dec 14 - Dec 15
InterContinental Chicago Magnificent Mile by IHG
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

Compare popular hotels in Downtown Chicago

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
Hotel 505 River North
4.5 star property
9.2
Wonderful
3,021 reviews
View
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8
Excellent
2,588 reviews
View
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
Hampton Inn & Suites Chicago Downtown
3.0 star property
9.2
Wonderful
1,592 reviews
View
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0
Wonderful
5,070 reviews
View
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
4.0 star property
9.0
Wonderful
1,114 reviews
View

Top Downtown Chicago Hotel Reviews

A modern indoor pool area with lounge chairs, a wooden table, and large windows.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side

10/10 Excellent

It’s perfect if you are going to a game at the United Center
Canada
Richard
Reviewed October 24, 2026
Hampton Inn & Suites Chicago Medical District UIC

Find out more about Downtown Chicago

Discover top Downtown Chicago attractions

Downtown Chicago is a vibrant hub brimming with experiences for every traveller. Start your adventure at the iconic waterfront, where the stunning views of Lake Michigan provide a perfect backdrop for a leisurely stroll or a scenic boat tour. Art enthusiasts will appreciate the nearby public art installations and outdoor sculptures that adorn the streets, offering a delightful urban gallery experience. For those seeking a taste of local culture, the bustling marketplaces feature diverse culinary delights, from gourmet food trucks to artisanal vendors, ensuring a satisfying gastronomic journey. History buffs can delve into the fascinating architecture with guided walking tours that reveal the stories behind the city’s stunning skyscrapers. Finally, take the time to relax in one of the many parks, where you can unwind amidst lush greenery and enjoy a picnic or simply soak in the lively atmosphere. Staying in Downtown Chicago means you'll find hotels that prioritize quality and service, designed to cater to your every need. Many accommodations boast modern amenities and spacious rooms with breathtaking city views, ensuring a comfortable retreat after a day of exploration. Attentive staff are committed to providing exceptional service, from personalized recommendations to arranging unique experiences just for you. Whether you prefer a chic boutique hotel or a luxurious high-rise, the options available offer a perfect blend of convenience and sophistication, making your stay as enjoyable as your adventures in the city.

Frequently Asked Questions

How many hotels with pools are there in Downtown Chicago?

Expedia's 49 hotels in Downtown Chicago give you a great choice for your poolside getaway.

What's it like visiting Downtown Chicago?

If relaxing by the pool is your idea of a great vacation, you might want to think about lively Downtown Chicago, which offers 49 places to stay with pools. While you're here, you can explore sights such as Navy Pier and Soldier Field, and then unwind poolside at one of the accommodations in Downtown Chicago that guests like for their pools.

What are some hotels with pools in Downtown 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. 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. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Offers a full-service spa, a pool, and Smart TVs.

What is there to see and do in Downtown Chicago?

Explore places like Navy Pier, Michigan Avenue, and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions like Millennium Park and Chicago Cultural Center. Downtown Chicago appeals to visitors with its beautiful river views, stunning architecture, and top museums.

When is the best time to book a hotel with a pool in Downtown Chicago?

You may want to consider a place to stay that offers an outdoor if you'll be visiting in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.

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