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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 1,281 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 (1,888 reviews)
$134/ nightfor 2 guests

Great location, great staff, great pool deck,beautiful room...loved staying here

Reviewed on Jul 28, 2018
PoolFitness CenterSports
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago
4.2/5 (2,363 reviews)
$142/ nightfor 2 guests

Very convenient location, great views and nice pool

Reviewed on Jan 2, 2019
PoolSwimmingWifi
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 (2,968 reviews)
$63/ nightfor 2 guests

Great staff, nice pool and Jacuzzi, comfortable beds, nice shower.

Reviewed on Feb 11, 2017
PoolTransportation ServicesBreakfast
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (4,137 reviews)
$159/ nightfor 2 guests

King sized bed was very comfortable, good fitness and pool facility.

Reviewed on Dec 15, 2017
PoolFitness CenterSports
Radisson Hotel Schaumburg
Radisson Hotel Schaumburg
3.5 out of 5.0 1998 North Roselle Road, Schaumburg
Free Cancellation
4.5/5 (1,013 reviews)
$76/ nightfor 2 guests

And very nice pool and patio area.

Reviewed on Jul 16, 2017
PoolInternetDining
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 (4,617 reviews)
$78/ nightfor 2 guests

This hotel is in a good location and a nice roof top pool.

Reviewed on Aug 23, 2017
PoolDiningRoomservice
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
Free Cancellation
4.2/5 (11,373 reviews)
$103/ nightfor 2 guests

Hotel staff very helpful, beautiful pool, superior fitness area.

Reviewed on Sep 22, 2017
PoolHistoricalConcierge
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 (5,250 reviews)
$108/ nightfor 2 guests

Great hotel with awesome gym/indoor pool

Reviewed on Dec 2, 2017
PoolRecreationPet Friendly
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 (1,383 reviews)
$89/ nightfor 2 guests

Great staff, cookies and popcorn, and a nice pool area!

Reviewed on Aug 27, 2018
PoolBreakfastFamily Friendly
Holiday Inn Chicago North Shore
Holiday Inn Chicago North Shore
3.0 out of 5.0 5300 West Touhy Ave, Skokie
3.6/5 (1,163 reviews)
$79/ nightfor 2 guests

Stay was great overall, the staff was very nice, pool was great, bed was comfortable.

Reviewed on Jul 27, 2018
PoolParkingFree Parking
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 (1,064 reviews)
$89/ nightfor 2 guests

Nice pool and golf course, good location reasonable price

Reviewed on Aug 19, 2018
PoolParkingGolf
Pheasant Run Resort
Pheasant Run Resort
3.0 out of 5.0 4051 E Main Street, West Chicago
Free Cancellation
3.5/5 (794 reviews)
$107/ nightfor 2 guests

Bourbon Street was hoppin', the pools were nice and the food was good.

Reviewed on May 13, 2018
PoolFamily FriendlyRefrigerator
Comfort Suites Chicago Schaumburg
Comfort Suites Chicago Schaumburg
2.5 out of 5.0 1100 East Higgins Road, Schaumburg
Free Cancellation
4.3/5 (1,478 reviews)
$67/ nightfor 2 guests

We've stayed here before and it ticks all our boxes- free breakfast, pool, parking, good location, and great price.

Reviewed on Jul 8, 2017
PoolFamily FriendlyInternet
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 (657 reviews)
$88/ nightfor 2 guests

Nice location, great pool, very friendly staff!

Reviewed on Jul 20, 2018
PoolBreakfastFree Wifi
Embassy Suites Chicago Downtown Magnificent Mile
Embassy Suites Chicago Downtown Magnificent Mile
4.0 out of 5.0 511 North Columbus Drive, Chicago
Free Cancellation
4.4/5 (5,806 reviews)
$82/ nightfor 2 guests

Nice clean comfortable room enjoyed pool enjoyed breakfast and evening reception, staff very pleasant

Reviewed on Jan 7, 2018
PoolBreakfastFree Breakfast
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 (1,350 reviews)
$62/ nightfor 2 guests

Nice clean hotel frendly staff nice pool area.close to everything

Reviewed on Jul 5, 2017
PoolWifiPet Friendly
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 (1,355 reviews)
$99/ nightfor 2 guests

Nice Location, Good Breakfast, Underwhelming Pool

Reviewed on Apr 18, 2017
PoolBreakfastFree Breakfast
Embassy Suites Chicago Downtown
Embassy Suites Chicago Downtown
4.0 out of 5.0 600 N State St, Chicago
Free Cancellation
4.4/5 (3,786 reviews)
$83/ nightfor 2 guests

Beautiful large suite, very clean with great amenities plus breakfast, a gym and pool!

Reviewed on Jul 26, 2017
PoolBreakfastFree Breakfast
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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 1281 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.