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Featured Chicago Hotels with an Outdoor 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 (1,883 reviews)
$119/ nightfor 2 guests

Lovely queen room with a balcony, great view from the 13th floor

Reviewed on Jan 8, 2019
Outdoor PoolFitness CenterSports
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago
4.2/5 (2,362 reviews)
$132/ nightfor 2 guests

Everything was great, just the room was a bit small.

Reviewed on Jan 10, 2019
Outdoor PoolSwimmingWifi
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)
$58/ nightfor 2 guests

Very clean. Loved the warm cookie when we checked in! Beds and pillows are very comfortable.

Reviewed on Jan 14, 2019
Outdoor PoolDiningRoomservice
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 (2,965 reviews)
$63/ nightfor 2 guests

Easy in easy to airport with shuttle reasonably priced breakfast provided pool

Reviewed on Jan 8, 2019
Outdoor 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

I was given 20th floor and a corner room with views of the lake and city that were the best I have ever had in Chicago. It was a truly magnificent room that I will never forget 🎁

Reviewed on Jan 2, 2019
Outdoor PoolFitness CenterSports
Radisson Hotel Schaumburg
Radisson Hotel Schaumburg
3.5 out of 5.0 1998 North Roselle Road, Schaumburg
Free Cancellation
4.5/5 (1,011 reviews)
$76/ nightfor 2 guests

The property was very nice. Very quiet and very clean. The one problem we had was there no soap in the room and only one set of towels for my wife and I to use. The next morning when we checking out we mentioned this to the lady at the front desk. The lady apologized for the inconveniences that caused ...

Reviewed on Jan 11, 2019
Outdoor PoolInternetDining
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 (1,063 reviews)
$89/ nightfor 2 guests

Great facilities and proximity to airport, but unhappy with additional resort fees.

Reviewed on Jan 8, 2019
Outdoor PoolParkingGolf
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5.0 160 E Huron Street, Chicago
Free Cancellation
4.2/5 (3,528 reviews)
$72/ nightfor 2 guests

We really enjoyed our stay. The staff were cordial and the rooms were a plus

Reviewed on Jan 16, 2019
Outdoor PoolBreakfastFree Breakfast
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 (11,369 reviews)
$103/ nightfor 2 guests

it was okay, the indoor pool was not available. the coffee maker was not in the room

Reviewed on Jan 14, 2019
Outdoor 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 (5,246 reviews)
$108/ nightfor 2 guests

Great location and beautiful property. The only negative remark would be that my room did not have a lot of natural light, looked right into another window.

Reviewed on Jan 14, 2019
Outdoor 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 (1,381 reviews)
$89/ nightfor 2 guests

This is a quite hotel with some great extra perks. We enjoyed the evening reception and cookies in the lobby. The staff was friendly and the pool was qell maintained. They seem to be in the middle of some remodeling, but we were not bothered by it.

Reviewed on Jan 10, 2019
Outdoor 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 (1,161 reviews)
$79/ nightfor 2 guests

The hotel is undergoing some renovations, which didn't bother us at all. We liked the hotel's location and price. It was near eateries ... some even open on Christmas.

Reviewed on Dec 31, 2018
Outdoor PoolParkingFree Parking
Comfort Suites Chicago Schaumburg
Comfort Suites Chicago Schaumburg
2.5 out of 5.0 1100 East Higgins Road, Schaumburg
Free Cancellation
4.3/5 (1,477 reviews)
$85/ nightfor 2 guests

Convenient yo everyyhing. Comfy pillows and free breakfast!

Reviewed on Jan 13, 2019
Outdoor 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 (655 reviews)
$88/ nightfor 2 guests

The pool was very nice and clean and the breakfast had a lot to offer.

Reviewed on Jan 15, 2019
Outdoor 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 (5,799 reviews)
$82/ nightfor 2 guests

Very unique layout . Top notch location. Staff are very friendly and helpful.

Reviewed on Jan 15, 2019
Outdoor 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 (1,345 reviews)
$62/ nightfor 2 guests

Seemed a bit run down. But staff was great. Elevator was SLOW!!!!!!

Reviewed on Jan 15, 2019
Outdoor 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 (1,353 reviews)
$89/ nightfor 2 guests

It was a good place to stay at. I would stay there again.

Reviewed on Jan 14, 2019
Outdoor 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 (3,784 reviews)
$83/ nightfor 2 guests

Great location, the room was HUGE and there was a nice grocery store across the street. Sadly there was no free WiFi-now a days I think that should just be standard. I just went to the Starbucks

Reviewed on Jan 15, 2019
Outdoor PoolBreakfastFree Breakfast
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