Chicago Hotel with Pool
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chicago Hotel with Pool
Tonight
25 Aug - 26 AugTomorrow
26 Aug - 27 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Chicago hotels with a pool
1. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
- Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
3. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
- Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
4. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
5. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
- Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
6. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
- Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.
7. Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileDowntown Chicago
- Make a splash at this city centre Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.
8. Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileDowntown Chicago
- Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
View all properties
Hotels with pools and free breakfast in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileDowntown Chicago
Hotels with pools and hot tubs in Chicago
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 propertiesTop Chicago Hotel Reviews
Hyatt Regency McCormick Place Chicago
8/10 Good
"Parking the staff should inform you of the cost per day and where to pay. I was almost charged twice for parking"
Holiday Inn Chicago Dwtn - The Mart by IHG
10/10 Excellent
"The staff were very welcoming and professional."
Hyatt Regency Chicago
10/10 Excellent
"Room was very clean and had items such as coffee, shampoo and conditioner available.Staff was very helpful and friendly. Perfect location to engage with downtown and nearby activities such as Navy Pier and River Walk."
Hilton Chicago
10/10 Excellent
"Vhckkffififififfkfhhhbbbzndnfjjf"
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"."
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"excellent stay! awesome staff!"
Hilton Chicago O'Hare Airport
10/10 Excellent
"The hotel is literally located in the center of O’hare airport. You can pretty much get off or get on at either terminals 1, 2, or 3. We got a room upgrade too and that was cool. We had a nice and comfortable stay. I definitely recommend this hotel."
The Royal Sonesta Chicago Downtown
8/10 Good
"Nice place. Great location. One thing that did annoy me. They put a 100.00 hold on my card for every night I was there (three nights -300.00). I asked them when I would be reimbursed and they told me in 5-7 business days. I thought the purpose of giving them your CC was so they could charge the card at the end of the visits. Now they basically steal your money for the length of your visit. Here’s the math. They have 381 guest room. Assume they are full. Average length of stay is 3 night. 381x300 equals 114,300.00 that they get to hold for a week plus. Royal Sonesta is a chain of over 1000 hotels. Now they are holding 114m of our money (rough math). At a 9 % return, the parent company makes 10 million plus on our temporary invested. Kind of tired of getting screwed at every opportunity."
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Chicago Place Mall
- Guest Houses in Chicago
- Hotels near Adams-Wabash Station
- Hostels in Chicago
- La Quinta Inn & Suites Hotels in Chicago
- Pet-Friendly Hotel Hotels in Chicago
- Hotel with Pool Hotels in West Loop
- B&B in Chicago
- Pet-Friendly Hotel Hotels in Gold Coast
- Budgetel Hotels in Chicago
- Marriott Hotels & Resorts in Central Station
- Spa Hotel Hotels in Downtown Chicago
- Casino Hotel Hotels in Chicago
- Hotel with Pool Hotels in Magnificent Mile
- Family Hotel Hotels in Chicago
- River North Hotels
- Yha Hotels in Chicago
- Moxy Hotels in Chicago
- Independent Hotels in Printers Row
- 5 Star Hotels in The Loop
- Historic Hotel Hotels in Chicago
- All-Inclusive Hotel Hotels in Chicago
- Wedding Hotels in Chicago
- Waterpark Hotels in Chicago
- Hotel with Pool Hotels in Near North Side
- Hotels near Aon Center
- Business Hotel Hotels in Near North Side
- Club Quarters Hotels in Chicago
- Bar Hotel Hotels in Chicago
- Cheap Hotels in West Loop
- 5 Star Hotels in Streeterville
- Hotel with Pool Hotels in South Loop
- Hotels near Cloud Gate
- 5 Star Hotels in Downtown Chicago
- Little Italy Hotels
- Luxury Hotel Hotels in The Loop
- Hotel with Pool Hotels in The Loop
- West Loop Hotels
- Luxury Hotel Hotels in Streeterville
- 3 Star Hotels in Downtown Chicago
- Hotels near Art Institute of Chicago
- Business Hotel Hotels in Downtown Chicago
- 4 Star Hotels in Chicago
- Casino Hotel Hotels in Near North Side
- Loews Hotels in Near North Side
- Hotels near State Street
- Yotel Hotels in Chicago
- Beach Hotel Hotels in Downtown Chicago
- Casino Hotel Hotels in Downtown Chicago
- Resorts in Chicago
- Casino Hotel Hotels in The Loop
- Hotels near Chicago Riverwalk
- Preferred Hotels in Chicago
- Hotels near Skydeck Ledge
- Guest Houses in UIC-Halsted Station
- The Peninsula Group Hotels in Chicago
- B&B in Chicago Union Station
- Hotels near Chicago Children's Museum
- Luxury Hotel Hotels in Near North Side
- Affinia Hotels in Chicago
- Hotels near Harris Theater
- Marriott Hotels & Resorts in West Loop
- Swissotel Hotels in Chicago
- Hostels in Chicago Union Station
- Hotels near Maggie Daley Park
- Omni Hotels in Chicago
- 3 Star Hotels in The Loop
- 3 Star Hotels in Chicago
- Pet-Friendly Hotel Hotels in Downtown Chicago
- Aparthotels in Chicago Station
- Marriott Hotels & Resorts in Streeterville
- Red Roof Inn Hotels in Streeterville
- Vacation Homes in Chicago
- Accor Hotels in Chicago
- Spa Hotel Hotels in The Loop
- Hotels near Millennium Park
- Hotels near James M. Nederlander Theatre
- Luxury Hotel Hotels in Chicago
- 5 Star Hotels in Chicago
- Hotels near Northwestern Pritzker School of Law
- Motel 6 Hotels in Central Station
- Motels in Chicago
- Bar Hotel Hotels in Magnificent Mile
- Hotels near Cadillac Palace Theatre
- Boutique Hotel Hotels in Downtown Chicago
- The Loop Hotels