Title: Book the Best Hotels with POOL in Orland Park in 2026 | Expedia.ca [Orland Park Travel Guide](https://expedia.ca/Orland-Park.dx9270)[Hotels in Orland Park](https://expedia.ca/Orland-Park-Hotels.d9270.Travel-Guide-Hotels)[Vacation Rentals in Orland Park](https://expedia.ca/Orland-Park-Vacation-Rentals.d9270.Travel-Guide-VacationRentals)[Orland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Orland-Park.d9270.Car-Rental-Guide)[Orland Park Vacation Packages](https://expedia.ca/Orland-Park.d9270.Destination-Travel-Guides) ![Beautiful Fall Colors on Trees Along a Walking Path in a Neighborhood](https://images.trvl-media.com/place/9270/a40c77a5-7eeb-447d-8d1c-cd2554718f8c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9270/a40c77a5-7eeb-447d-8d1c-cd2554718f8c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Orland Park Hotels with a Pool Tonight [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=9270&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=9270&startDate=2026-03-14&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=9270&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=9270&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Orland Park hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/94000000/93240000/93238500/93238490/95ed3138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/94000000/93240000/93238500/93238490/8724f0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/94000000/93240000/93238500/93238490/f36dd1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93240000/93238500/93238490/e7b8dcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago Orland Park [](https://www.expedia.ca/Orland-Park-Hotels-Hampton-INN-Chicago-Orland-Park.h93238490.Hotel-Information) Orland Park 9.0/10 Wonderful (757 reviews) "It was a perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosalee CA $139 CA $155 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Orland-Park-Hotels-Hampton-INN-Chicago-Orland-Park.h93238490.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1780000/1774900/1774834/227d56a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1780000/1774900/1774834/1c7ff830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1780000/1774900/1774834/e88e759d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1780000/1774900/1774834/83d3dfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orland Park [](https://www.expedia.ca/Orland-Park-Hotels-Homewood-Suites-By-Hilton-Orland-Park.h1774834.Hotel-Information) Orland Park 8.6/10 Excellent (587 reviews) "Amazing Hotel & Staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $193 CA $216 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Orland-Park-Hotels-Homewood-Suites-By-Hilton-Orland-Park.h1774834.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,331 reviews) "Good stay! Great staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruchi CA $183 CA $249 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/281600/281523/edec057f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/290000/281600/281523/0f0d4f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/290000/281600/281523/641753df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/281600/281523/ec36b84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Chicago-Downtown [](https://www.expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown.h281523.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,135 reviews) "Nice hotel and nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taras CA $162 CA $190 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown.h281523.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/cff11fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/a00357b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/w3995h2662x0y0-e8059ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/82978823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago Downtown Hotel [](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,002 reviews) "The room had a great view of downtown and was very clean. The staff was friendly and the pool was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $260 CA $347 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/92caac39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/5dd90c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7c24871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,796 reviews) "Clean rooms, friendly staff, nice pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $156 CA $183 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/9b9a583c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/01bacac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown River North [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) Downtown Chicago 8.6/10 Excellent (5,734 reviews) "A great stay for a great price! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farrah CA $171 CA $201 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Downtown Chicago 8.6/10 Excellent (4,390 reviews) "Room was clean.. staff was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ricoya CA $138 CA $163 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/85faec02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/ce58f989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/bba30565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/46b44b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago - River North [](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-River-North.h74500458.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (877 reviews) "Clean, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roland CA $184 CA $250 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-River-North.h74500458.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentral Michigan Avenue [](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,104 reviews) "The kitchen was great and check-in was easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marshal CA $161 CA $229 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) 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 properties](https://expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=9270&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Orland Park Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_9270) ## Top Orland Park Hotel Reviews ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Alrighty" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 4/10 Poor "The hotel is very dated. Room had stale smell. Staff brought us extra sheets and fans to keep the room cooler. The staff what there is was helpful. No one really is around." [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Our stay at this property was AMAZING!! The whole staff was polite and attentive! The hotel itself was very clean and organized! Not to mention the view we had in our room... BEAUTIFUL!! Would definitely book here again, 10/10 recommend for your next chicago trip" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great location. Good amenities. Nice breakfast. Comfy beds. Quiet." [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg) ### Swissotel - Chicago 6/10 Okay "Outdated property for the price" [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Friendly staff" [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Clean room, staff was friendly! Fridge in room, microwave in market. We didn’t park a car but it was $60-$75 a night. Located walking distance to everything we wanted to go do. Deposit of $70 a night. They also provide umbrellas for a $20 hold. " [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Clean rooms, great staff, great amenities. Next to the loop and the red line. In the heart of downtown Chicago, very historic and beautiful. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Husband and daughter can’t stop raving about the rooftop terrace!!" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Orland Park? ### What is there to see and do in Orland Park? ### When is the best time to book a hotel with a pool in Orland Park? ### What's the best way to travel around Orland Park? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Parkside ](https://www.expedia.ca/1Star-Parkside-Chicago-Hotels.s10-n6132345-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Parkside ](https://www.expedia.ca/5Star-Parkside-Chicago-Hotels.s50-n6132345-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Tinley Park ](https://www.expedia.ca/5Star-Tinley-Park-Hotels.s50-0-d55204.Travel-Guide-Filter-Hotels) - [Hotels near Centennial Park ](https://www.expedia.ca/Centennial-Park-Hotels.0-l6247339-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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