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

Hotels with Pool & Resorts in Downtown Chicago from NZ$208

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Check availability on Downtown Chicago Hotels with Pool

Our top choices for Downtown Chicago hotels with a pool

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,011 reviews)
"Great stay"
United States
Ricardo
Kasa Magnificent Mile Chicago
A rooftop terrace with a glass floor, offering a view of the city skyline.

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,703 reviews)
"Great buffet breakfast and friendly staff"
United States
maranda
The price is NZ$313
includes taxes & fees
14 Dec - 15 Dec
Hotel Riu Plaza Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,075 reviews)
"Great stay!"
United States
Rafael
The price is NZ$249
includes taxes & fees
22 Nov - 23 Nov
Congress Plaza Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,704 reviews)
"Nice place to stay!"
United States
Alicia
The price is NZ$248
includes taxes & fees
13 Dec - 14 Dec
The Chicago Hotel Collection Ambassador Gold Coast
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,609 reviews)
"Great location and lovely staff"
United States
Jillian
The price is NZ$227
includes taxes & fees
10 Dec - 11 Dec
River Hotel
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,065 reviews)
"Great place to stay"
United States
Melissa
The price is NZ$221
includes taxes & fees
10 Dec - 11 Dec
Hilton Chicago/Magnificent Mile Suites
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,240 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is NZ$327
includes taxes & fees
13 Dec - 14 Dec
L7 CHICAGO by LOTTE HOTELS
A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,998 reviews)
"Everything really nice rooms and the view was amazing !!"
United States
David
The price is NZ$277
includes taxes & fees
13 Dec - 14 Dec
Eurostars Magnificent Mile
A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,611 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is NZ$223
includes taxes & fees
13 Dec - 14 Dec
The Chicago Hotel Collection - Magnificent Mile
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,500 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NZ$397
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
Lobby

11. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,008 reviews)
"Great hotel"
United States
Kiera
The price is NZ$283
includes taxes & fees
22 Nov - 23 Nov
The Allegro Royal Sonesta Hotel Chicago Loop
A swimming pool area with a view of a brick building through large windows.

12. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,540 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is NZ$343
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,694 reviews)
"Excellent hotel in a great location for everything"
United Kingdom
Andy
The price is NZ$312
includes taxes & fees
14 Dec - 15 Dec
The Royal Sonesta Chicago Downtown
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

14. 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, (5,980 reviews)
"Amazing stay!"
United States
Elyjah James
The price is NZ$253
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago Downtown River North
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

15. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,893 reviews)
"Great Location"
United States
Natasha
The price is NZ$369
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

16. Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,387 reviews)
"Location was convenient, staff was very helpful. I had a great experience, would stay here again."
United States
Rosemary
The price is NZ$264
includes taxes & fees
3 Dec - 4 Dec
Freehand Chicago
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

17. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,426 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is NZ$437
includes taxes & fees
14 Dec - 15 Dec
InterContinental Chicago Magnificent Mile by IHG
A modern building with a colorful facade and a red circular seating area.

18. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,342 reviews)
"Great hotel"
United States
Kristopher Joel
The price is NZ$248
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

19. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,660 reviews)
"Convenient location, easy check in and clean room. Would stay again."
United States
Robin M.
The price is NZ$246
includes taxes & fees
6 Dec - 7 Dec
Club Quarters Hotel, Central Loop, Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. 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)
"Great location and beautiful hotel!"
United States
Jodi
The price is NZ$208
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
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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Choose what matters most at hotels with a pool in Downtown Chicago

Breakfast included
4 stars

Top Downtown Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Excellent location for visiting Chicago, place clean, everything maintained properly, expensive garage options."
Jan 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

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.

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