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Dive in or relax poolside at these properties with pools


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Featured Chicago Hotels with a Pool

See all 1,283 Properties in Chicago
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0 221 N Columbus Dr, Chicago
Free Cancellation
4.5/5 (1,733 reviews)
$125/ nightfor 2 guests

Great hotel. The facilities, coffee bar and restaurant were top notch. Great location. Central to all the places you might want to visit.The staff were very good, doormen especially friendly. Would recommend to anyone.

Reviewed on Nov 13, 2018
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago
4.2/5 (2,262 reviews)
$139/ nightfor 2 guests

Convenient location right on magnificent mile, close to shops, bars, restaurants & not too far to walk to theater district. Have stayed here before & will definitely stay again! Enjoyed wine bar & loved the view from our room on 33rd floor...!!

Reviewed on Nov 12, 2018
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3.0 out of 5.0 777 East Grand Avenue, Bensenville
Free Cancellation
3.7/5 (2,865 reviews)
$69/ nightfor 2 guests

The shuttle was very prompt to the airport! Friendly staff!

Reviewed on Nov 15, 2018
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (4,025 reviews)
$85/ nightfor 2 guests

Comfortable beds, spacious rooms, quiet, clean and the softest towels I’ve ever had in Chicago. Underground Pedway System with shops & restaurants made it so quick & easy to get to the Metra Train & also over to the State Street Macy’s. Elevator was slow our first day but must have been addressed ...

Reviewed on Nov 13, 2018
Radisson Hotel Schaumburg
Radisson Hotel Schaumburg
3.5 out of 5.0 1998 North Roselle Road, Schaumburg
Free Cancellation
4.5/5 (961 reviews)
$79/ nightfor 2 guests

All day long 5 star , one of the best hotel specially compared to price

Reviewed on Nov 11, 2018
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
3.5 out of 5.0 300 E Ohio St, Chicago
Free Cancellation
4.2/5 (4,504 reviews)
$78/ nightfor 2 guests

Nice awesome loved it amaziiiiiiiiiiiiiiiinnnnnnnnnnnnnnng

Reviewed on Nov 13, 2018
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
4.2/5 (11,023 reviews)
$90/ nightfor 2 guests

Great location, big hotel, friendly staff, room on 18th floor was spacious.

Reviewed on Nov 14, 2018
Hilton Chicago- Michigan Ave Cultural Mile
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0 720 S Michigan Ave, Chicago
Free Cancellation
4.2/5 (5,087 reviews)
$114/ nightfor 2 guests

This is the 2nd time we stayed at Hilton on Michigan Ave, am pleased with the accommodations. It was a bit busy when we stayed, due to a fundraiser and FBLA, but it was overall ...... good.

Reviewed on Nov 10, 2018
Country Inn & Suites by Radisson, Schaumburg, IL
Country Inn & Suites by Radisson, Schaumburg, IL
3.0 out of 5.0 1401 North Roselle Road, Schaumburg
Free Cancellation
4.5/5 (1,326 reviews)
$84/ nightfor 2 guests

Very nice hotel in a perfect location for our tour of Chicago area bridal salons.

Reviewed on Nov 12, 2018
Holiday Inn Chicago North Shore
Holiday Inn Chicago North Shore
3.0 out of 5.0 5300 West Touhy Ave, Skokie
3.6/5 (1,110 reviews)
$80/ nightfor 2 guests

Close to malls.it is very near McDonalds and Walmart whichnare places our grandkids like to meet us at.

Reviewed on Nov 10, 2018
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 out of 5.0 3500 Midwest Road, Oak Brook
Free Cancellation
4.3/5 (992 reviews)
$89/ nightfor 2 guests

The best experience ever in a hotel.. The Bell girl associate was awesome even sent us up chocolate covered strawberries and ice water to our room for my Anniversary! And after having trouble with their credit card chip reader was at the front desk, I was accommodated very well!! Loved my stay!!

Reviewed on Nov 14, 2018
Pheasant Run Resort
Pheasant Run Resort
3.0 out of 5.0 4051 E Main Street, St. Charles
Free Cancellation
3.5/5 (756 reviews)
$107/ nightfor 2 guests

Great Location, lots of amenities, very comfortable and relaxing. Good food and loved the bar area with TV’s

Reviewed on Sep 21, 2018
Comfort Suites Chicago Schaumburg
Comfort Suites Chicago Schaumburg
2.5 out of 5.0 1100 East Higgins Road, Schaumburg
Free Cancellation
4.3/5 (1,452 reviews)
$93/ nightfor 2 guests

Close to they freeway, across the street from target and nearby restaurants, woodfield mall and gas station. Spacious rooms, free breakfast and heated pool are a plus.

Reviewed on Nov 14, 2018
Hampton Inn & Suites Rosemont Chicago O'Hare
Hampton Inn & Suites Rosemont Chicago O'Hare
2.5 out of 5.0 9480 W Higgins Road, Rosemont
Free Cancellation
4.8/5 (601 reviews)
$94/ nightfor 2 guests

This hotel was on the doorstep of the building where my conference/workshop was held. In addition it was fifteen minutes from the airport and offered a shuttle service. I would have given an excellent rating but the shower door screeched annoyingly! Therefore I'll give a very good.

Reviewed on Nov 13, 2018
Embassy Suites Chicago Downtown Magnificent Mile
Embassy Suites Chicago Downtown Magnificent Mile
4.0 out of 5.0 511 North Columbus Drive, Chicago
4.4/5 (5,647 reviews)
$84/ nightfor 2 guests

wonderful surprise to have the evening cocktails and snacks. breakfast was excellent great location

Reviewed on Nov 8, 2018
La Quinta Inn & Suites Chicago Gurnee
La Quinta Inn & Suites Chicago Gurnee
2.5 out of 5.0 5688 Northridge Drive, Gurnee
Free Cancellation
3.9/5 (1,314 reviews)
$64/ nightfor 2 guests

Nice stop before Chicago! A very quite Hotel and easy to get to.

Reviewed on Nov 12, 2018
Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The Loop
3.0 out of 5.0 28 North Franklin Street, Chicago
Free Cancellation
4.5/5 (1,296 reviews)
$90/ nightfor 2 guests

Great staff and good breakfast. Really nice and clean.

Reviewed on Nov 13, 2018
Embassy Suites Chicago Downtown
Embassy Suites Chicago Downtown
4.0 out of 5.0 600 N State St, Chicago
4.4/5 (3,680 reviews)
$109/ nightfor 2 guests

Good location. Comfortable rooms. Enjoyed social hour

Reviewed on Nov 13, 2018

Travelers loved these Hotels with a Pool

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Chicago Hotels with Pools Information

There’s almost nothing better than the feeling of slipping into a cool, inviting swimming pool after a long day of activity.

  • Search for over 1283 Chicago hotels with pools
  • Read verified reviews to choose the hotel that’s right for you
  • Save time and money you can spend on souvenirs for the family

Give yourself the option for some aquatic R&R and stay in a hotel that offers a pool.

There’s always plenty to do in Chicago. If you’re visiting during baseball season, cheer on the Cubs at Wrigley Field. Wander through Lincoln Park and visit its zoo and conservatory. Take in a local production at the Goodman Theater, then wander along the Chicago Riverwalk and learn about some of the city’s history and architecture.

After a long day of exploring, learning, and enjoying the local flavor, what could be better than coming back to a hotel with a pool? Take some of the pressure off your tired feet and float along in cool, clear water. Close your eyes, take a deep breath, and slip beneath the surface to douse yourself in soothing water. If the pool is big enough, unkink your muscles with a few laps; otherwise, just enjoy the relaxing sensation of water flowing around your limbs. For an even more rejuvenating experience, try the hotel hot tub to really give your muscles a break. If you’re looking for hotels with jacuzzis in the room, Chicago has plenty of those. Retreat to the sanctuary of your room, turn on the jets, and let your cares melt away.

Whether you’re in town for work or play, Expedia offers the best rates on all kinds of hotels, flights, and transportation. We’ll make sure you find what you’re looking for in terms of lodging, whether it’s kid-friendly hotels in Chicago or five-star romantic hotels for you and your sweetheart. Book through Expedia and let us do the planning, so you can pack your swimsuit and focus on having a good time.