A busy city street with tall buildings, a bus, and cars.

Downtown Chicago Hotel with Pool

  • 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 Downtown Chicago Hotel with Pool

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Downtown Chicago hotels with a pool

A person in a yellow swimsuit sitting on the edge of an indoor swimming pool with ornate white columns and patterned tiles.

1. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,415 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is HK$1,436
HK$1,982 total
includes taxes & fees
6 Dec - 7 Dec
InterContinental Chicago Magnificent Mile by IHG
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

2. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,001 reviews)
"Great stay!"
United States
Miya
The price is HK$873
HK$1,289 total
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

3. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,973 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is HK$967
HK$1,150 total
includes taxes & fees
6 Dec - 7 Dec
Embassy Suites by Hilton Chicago Downtown River North
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

4. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,080 reviews)
"Great location Staff was terrific"
United States
Richard
The price is HK$864
HK$1,028 total
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.

5. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,589 reviews)
"Great hotel"
United States
Tracy
The price is HK$862
HK$1,025 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

6. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,007 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is HK$4,708
HK$5,597 total
includes taxes & fees
6 Dec - 7 Dec
The Peninsula Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

7. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is HK$794
HK$944 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

8. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,076 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is HK$3,619
HK$4,303 total
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago
A modern indoor swimming pool with blue seating and a view of the city through large windows.

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,311 reviews)
"Great location . Would definitely come back there"
United States
Kevin
The price is HK$880
HK$1,047 total
includes taxes & fees
6 Dec - 7 Dec
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with a skylight, lounge chairs, and potted plants.

10. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Great Stay!"
United States
christina
The price is HK$1,459
HK$2,015 total
includes taxes & fees
23 Nov - 24 Nov
Renaissance Chicago Downtown Hotel
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

11. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is HK$3,845
HK$4,571 total
includes taxes & fees
6 Dec - 7 Dec
Four Seasons Hotel Chicago
A swimming pool with lounge chairs and a wall with a patterned design.

12. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,689 reviews)
"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"
United States
maribeth
The price is HK$926
HK$1,101 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/Downtown - The Loop
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

13. 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, (3,021 reviews)
"Great stay!"
United States
Serge
The price is HK$1,007
HK$1,428 total
includes taxes & fees
24 Nov - 25 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

14. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,052 reviews)
"Great place to stay"
United States
Melissa
The price is HK$894
HK$1,063 total
includes taxes & fees
6 Dec - 7 Dec
Hilton Chicago/Magnificent Mile Suites
A modern hotel with a swimming pool, sun loungers, and a view of the cityscape.

15. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,172 reviews)
"Good location, clean and nice staff"
United States
Amy Marie
The price is HK$1,236
HK$1,712 total
includes taxes & fees
22 Nov - 23 Nov
Radisson Blu Aqua Hotel Chicago
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

16. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,874 reviews)
"Great location on the Riverwalk. I felt safe walking in the area. The whole city was very clean"
United States
Tammi-Jo Baxter
The price is HK$1,326
HK$1,856 total
includes taxes & fees
22 Nov - 23 Nov
Sheraton Grand Chicago Riverwalk
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

17. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
The price is HK$4,096
HK$4,870 total
includes taxes & fees
6 Dec - 7 Dec
The Langham, Chicago
An indoor swimming pool with clear lanes, sunlit walls, and seating areas.

18. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent experience. I’d recommend this property for their outstanding service and updated rooms."
United States
Marissa
The price is HK$3,435
HK$4,084 total
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
An indoor swimming pool with clear water, surrounded by lounge chairs and a glass wall.

19. Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,336 reviews)
"We really like the location."
Australia
Gary
The price is HK$1,060
HK$1,261 total
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Chicago-Downtown
A modern indoor swimming pool with clear glass walls, lounge chairs, and a view of the building's exterior.

20. AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,054 reviews)
"Great location"
United States
Katharine
The price is HK$932
HK$1,108 total
includes taxes & fees
6 Dec - 7 Dec
AC Hotels by Marriott Chicago Downtown
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

Choose what matters most at hotels with a pool in Downtown Chicago

Breakfast included
4 stars

Top Downtown Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"It's a wonderful hotel with super convenient location to Grant Park. The rooms and amenities are upgraded. Our room is facing to the lake so the view is pretty. We booked here for Hot Chocolate run so definitely will book again next year!"
Ying 1-night trip
Posted less than an hour ago
Hilton Chicago

Frequently asked questions

What's it like visiting Downtown Chicago?
If lounging next to a pool is your idea of a great holiday, you may want to consider lively Downtown Chicago, which offers 49 places to stay with pools. During your visit, you can explore sights such as Navy Pier and Soldier Field, and then take it easy poolside at one of the accommodation options 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 centre. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Offers a full-service spa, a pool and Smart televisions.
How many hotels with pools can I expect to find in Downtown Chicago?
Expedia's 49 hotels in Downtown Chicago give you a great choice for your poolside getaway.
What is there to see and do in Downtown Chicago?
Explore places such as Navy Pier, Michigan Avenue and Lake Michigan while you're in Downtown Chicago. Make a point to visit attractions such as Millennium Park and Chicago Cultural Center. Downtown Chicago appeals to visitors with its stunning 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 accommodation that offers an outdoor pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is -1°C.

Explore a world of travel with Expedia