Hotel with Pool in Chicago: Find Hotel with Pool in Chicago

Q: 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. 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. Chicago Club Inn & Suites : Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool and free self parking.

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Our top choices for Chicago hotels with a pool

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

Downtown Chicago

Vincent Haley

HK$5,829 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

2. The Langham, Chicago

Downtown Chicago

Ana

HK$5,036 total

includes taxes & fees

22 Nov - 23 Nov

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

3. Trump International Hotel & Tower Chicago

Downtown Chicago

robert

HK$4,302 total

includes taxes & fees

15 Nov - 16 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.

4. L7 Chicago by LOTTE

Downtown Chicago

Matthew

HK$1,352 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

5. Residence Inn Chicago Downtown Magnificent Mile

Downtown Chicago

JERI

HK$1,259 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Downtown Chicago

Sabina

HK$2,921 total

includes taxes & fees

22 Nov - 23 Nov

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

7. Hotel Riu Plaza Chicago

Downtown Chicago

JESUS VERA

HK$1,684 total

includes taxes & fees

23 Nov - 24 Nov

A corridor with ornate black metal railings and a patterned carpet.

8. Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

RaeQuan

HK$1,792 total

includes taxes & fees

15 Nov - 16 Nov

A cityscape with tall buildings, a river, and a bridge.

9. The Royal Sonesta Chicago Downtown

Downtown Chicago

Derrick K

HK$1,501 total

includes taxes & fees

23 Nov - 24 Nov

A modern lounge area with seating, a coffee table, and a view of the city at night.

10. Moxy Chicago Downtown

Downtown Chicago

Lora

HK$1,217 total

includes taxes & fees

25 Nov - 26 Nov

A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

11. Arlo Chicago

Downtown Chicago

Daniel

HK$1,419 total

includes taxes & fees

25 Nov - 26 Nov

A modern hotel room with a large bed, two armchairs, a small round table, and a view of a cityscape through floor-to-ceiling windows.

12. Loews Chicago Hotel

Downtown Chicago

Rhiannon

HK$2,229 total

includes taxes & fees

24 Nov - 25 Nov

A modern hotel with a glass facade, outdoor seating, and a prominent 'ABT' sign.

13. Hotel EMC2, Autograph Collection

Downtown Chicago

Stanford

HK$1,903 total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a long bar area, red curtains, and a patterned carpet.

14. Canopy by Hilton Chicago Central Loop

Downtown Chicago

David

HK$1,419 total

includes taxes & fees

22 Nov - 23 Nov

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

15. Hotel 505 River North

Downtown Chicago

Miya

HK$1,289 total

includes taxes & fees

22 Nov - 23 Nov

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

16. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

James

HK$1,573 total

includes taxes & fees

23 Nov - 24 Nov

A hotel with a classic facade, large windows, and flags.

17. Residence Inn Chicago Downtown/Loop

Downtown Chicago

William

HK$1,184 total

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

18. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Michael

HK$1,063 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

19. Silversmith Hotel Chicago Downtown

Downtown Chicago

William

HK$1,303 total

includes taxes & fees

22 Nov - 23 Nov

A modern indoor lounge area with seating, a coffee table, and potted plants.

20. Kimpton Gray Hotel by IHG

Downtown Chicago

Sharon

HK$2,093 total

includes taxes & fees

22 Nov - 23 Nov

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Choose what matters most at hotels with a pool in Chicago

HK$1,443 total

includes taxes & fees

24 Nov - 25 Nov

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

HK$1,069 total

includes taxes & fees

23 Nov - 24 Nov

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

Downtown Chicago

HK$1,436 total

includes taxes & fees

22 Nov - 23 Nov

A lobby with a fireplace, seating area, and large windows offering a view of the outside.

Hampton Inn Chicago McCormick Place

South Loop

HK$943 total

includes taxes & fees

23 Nov - 24 Nov

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Hotels with pools and hot tubs in Chicago

Hilton Chicago

Downtown Chicago

HK$1,237 total

includes taxes & fees

27 Nov - 28 Nov

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

HK$1,436 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a sofa, coffee table, and a reception desk.

Renaissance Chicago O'Hare Suites Hotel

O'Hare

HK$1,127 total

includes taxes & fees

22 Nov - 23 Nov

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Top Chicago Hotel Reviews

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."

The Wade

8/10 Good

"The hotel property was beautiful; however, the staff was less than accommodating. During check-in, three groups waited 10 to 15 minutes before receiving assistance. While we were waiting, a staff member entered the office directly behind the check-in desk, where another employee appeared to be engaged in a conversation. That employee could clearly see the three groups waiting but allowed the door to close and did not offer assistance. The groups continued waiting for several more minutes before the same staff member emerged from the back office to assist guests checking into their rooms. On Monday morning, my wife and I went to have breakfast in the restaurant. A sign at the entrance clearly stated, "Please wait to be seated." We stood there for approximately ten minutes while several staff members looked directly at us without acknowledging our presence. After losing patience, I walked down the stairs and asked if someone would be seating us. One of the staff members then informed us that we could seat ourselves at any available table. While the property itself was impressive, the lack of attentiveness and customer service from the staff detracted significantly from our overall experience."

Frequently asked questions

What's it like visiting Chicago?

If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 121 places to stay with pools. While you're visiting, you can explore attractions such as Soldier Field and Navy Pier, and then kick back and relax poolside at one of the accommodation options 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. 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. Chicago Club Inn & Suites: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool and free self parking.

How many hotels with pools should I expect to find in Chicago?

Expedia's 121 hotels in Chicago give you a great choice for your poolside getaway.

What is there to see and do in Chicago?

Explore places such as 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 theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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. You can access metro transport 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.

Chicago Hotel with Pool

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Our top choices for Chicago hotels with a pool

1. The Peninsula Chicago

2. The Langham, Chicago

3. Trump International Hotel & Tower Chicago

4. L7 Chicago by LOTTE

5. Residence Inn Chicago Downtown Magnificent Mile

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

7. Hotel Riu Plaza Chicago

8. Staypineapple, An Iconic Hotel, The Loop

9. The Royal Sonesta Chicago Downtown

10. Moxy Chicago Downtown

11. Arlo Chicago

12. Loews Chicago Hotel

13. Hotel EMC2, Autograph Collection

14. Canopy by Hilton Chicago Central Loop

15. Hotel 505 River North

16. LondonHouse Chicago, Curio Collection by Hilton

17. Residence Inn Chicago Downtown/Loop

18. Hampton Inn Majestic Chicago Theatre District

19. Silversmith Hotel Chicago Downtown

20. Kimpton Gray Hotel by IHG

Choose what matters most at hotels with a pool in Chicago

Hotels with pools and free breakfast in Chicago

Hilton Chicago

Hotels with pools and hot tubs in Chicago

Hilton Chicago

Top Chicago Hotel Reviews

Sports Illustrated Resorts Chicago

Frequently asked questions

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