TOP Hotels with Swimming Pool in Downtown Chicago, IL for 2026

Q: 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.

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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

Downtown Chicago

Ricardo

A rooftop terrace with a glass floor, offering a view of the city skyline.

2. Hotel Riu Plaza Chicago

Downtown Chicago

JESUS VERA

₹18,633 total

includes taxes & fees

23 Nov - 24 Nov

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

Downtown Chicago

Ashya

₹13,078 total

includes taxes & fees

22 Nov - 23 Nov

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

Downtown Chicago

Kevin

₹13,063 total

includes taxes & fees

9 Nov - 10 Nov

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

5. River Hotel

Downtown Chicago

Shelby

₹13,405 total

includes taxes & fees

23 Nov - 24 Nov

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

6. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Melissa

₹13,309 total

includes taxes & fees

22 Nov - 23 Nov

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

Downtown Chicago

Matthew

₹16,332 total

includes taxes & fees

22 Nov - 23 Nov

A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Downtown Chicago

Gabriela

₹16,223 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

9. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Silvia

₹11,757 total

includes taxes & fees

24 Nov - 25 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Downtown Chicago

Kristee

₹20,862 total

includes taxes & fees

22 Nov - 23 Nov

11. Hilton Chicago

Downtown Chicago

Christian

₹14,941 total

includes taxes & fees

27 Nov - 28 Nov

12. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Kiera

₹16,324 total

includes taxes & fees

23 Nov - 24 Nov

A dining area with a table set for four, large windows offering a cityscape view at dusk.

13. The Royal Sonesta Chicago Downtown

Downtown Chicago

Derrick K

₹18,126 total

includes taxes & fees

23 Nov - 24 Nov

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

Downtown Chicago

Stacy

₹14,266 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

15. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Lorena

₹18,999 total

includes taxes & fees

23 Nov - 24 Nov

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

16. Freehand Chicago

Downtown Chicago

Rosemary

₹12,303 total

includes taxes & fees

24 Nov - 25 Nov

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

Downtown Chicago

Faye

₹25,283 total

includes taxes & fees

22 Nov - 23 Nov

A modern building with a colorful facade and a red circular seating area.

18. citizenM Chicago Downtown

Downtown Chicago

Kristopher Joel

₹13,067 total

includes taxes & fees

23 Nov - 24 Nov

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

19. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Robin M.

₹13,067 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jodi

₹11,394 total

includes taxes & fees

23 Nov - 24 Nov

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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 Royal Sonesta Chicago Downtown

10/10 Excellent

"Excellent hotel"

The Wade

8/10 Good

"Great Hotel, Amazing Views, but Some Nighttime Noise We had a wonderful stay at The Wade Hotel in Chicago! The location was excellent, the rooms were very clean and comfortable, and the views were absolutely beautiful, definitely one of the highlights of our stay. The only downside was a constant noise during the night. We stayed in room 1500, and although we couldn't identify the source, it sounded like it might have been coming from the elevators or possibly the wind. Unfortunately, it was noticeable enough to disturb the peace at night. Overall, we really enjoyed the hotel and would recommend it for its fantastic location, cleanliness, and stunning views. Hopefully, the nighttime noise can be addressed to make the experience even better!"

Sports Illustrated Resorts Chicago

8/10 Good

"Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok."

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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Check availability on Downtown Chicago Hotels with Swimming Pool

Our top choices for Downtown Chicago hotels with a pool

1. Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

3. Congress Plaza Hotel

4. The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

6. Hilton Chicago/Magnificent Mile Suites

7. L7 Chicago by LOTTE

8. Eurostars Magnificent Mile

9. The Chicago Hotel Collection - Magnificent Mile

10. Hyatt Regency Chicago

11. Hilton Chicago

12. The Allegro Royal Sonesta Hotel Chicago Loop

13. The Royal Sonesta Chicago Downtown

14. Embassy Suites by Hilton Chicago Downtown River North

15. LondonHouse Chicago, Curio Collection by Hilton

16. Freehand Chicago

17. InterContinental Chicago Magnificent Mile by IHG

18. citizenM Chicago Downtown

19. Club Quarters Hotel, Central Loop, Chicago

20. DoubleTree by Hilton Chicago - Magnificent Mile

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

Top Downtown Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

Swissotel - Chicago

Hilton Chicago

The Wade

Eurostars Magnificent Mile

Sports Illustrated Resorts Chicago

Frequently asked questions

Explore a world of travel with Expedia

Search Hotels with Swimming Pool in Downtown Chicago

Change your mind

Treat yourself

Be picky

Check availability on Downtown Chicago Hotels with Swimming Pool

Our top choices for Downtown Chicago hotels with a pool

1. Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

3. Congress Plaza Hotel

4. The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

6. Hilton Chicago/Magnificent Mile Suites

7. L7 Chicago by LOTTE

8. Eurostars Magnificent Mile

9. The Chicago Hotel Collection - Magnificent Mile

10. Hyatt Regency Chicago

11. Hilton Chicago

12. The Allegro Royal Sonesta Hotel Chicago Loop

13. The Royal Sonesta Chicago Downtown

14. Embassy Suites by Hilton Chicago Downtown River North

15. LondonHouse Chicago, Curio Collection by Hilton

16. Freehand Chicago

17. InterContinental Chicago Magnificent Mile by IHG

18. citizenM Chicago Downtown

19. Club Quarters Hotel, Central Loop, Chicago

20. DoubleTree by Hilton Chicago - Magnificent Mile

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

Top Downtown Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

Frequently asked questions

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