Title: Book the Best Highland Hills LUXURY Hotels - Upscale Hotels in Highland Hills, Chicago | Expedia.ca [Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Highland Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Hills.d6132236.Car-Rental-Guide)[Highland Hills Vacations](https://expedia.ca/Highland-Hills.d6132236.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Luxury Hotels in Highland Hills, Chicago ![](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 Highland Hills Luxury Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Hills Luxury Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3840h2556x0y3-85d619e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3840h2556x0y3-7cd1d508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/9db6dd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Chicago Lombard Highland Hills 9.0/10 Wonderful (2306) "Great price, great motel and staff was great." CA $113 CA $126 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.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=2025-10-28&endDate=2025-10-29®ionId=6132236&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Hills Hotel Reviews ![Hilton Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Clean and quiet room " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Comfort Suites Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg) ### Comfort Suites Chicago O'Hare Airport 10/10 Excellent "Clean and friendly " [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![SureStay Plus Hotel by Best Western Chicago Lombard](//images.trvl-media.com/lodging/1000000/20000/10700/10641/81e2d310_y.jpg) ### SureStay Plus Hotel by Best Western Chicago Lombard 10/10 Excellent "Patrick was very helpful and nice." [](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information) ![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](//images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 10/10 Excellent "The bed was super comfortable, the bathroom very clean, desk staff friendly and helpful. Parking was a bit of a pain because it was a busy weekend when I was there, but it’s probably always that way since it’s near O’Hare. " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Marriott Chicago O'Hare](//images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg) ### Marriott Chicago O'Hare 10/10 Excellent "Freindly staff very helpful and gave great advise on what to see and do in Chicago. " [](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ![Super 8 by Wyndham Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/450000/440500/440405/938c3a03_y.jpg) ### Super 8 by Wyndham Chicago O'Hare Airport 10/10 Excellent "After coming from a really crumby, dirty motel, it was such a pleasure to be in clean, vibrant looking place" [](https://expedia.ca/Chicago-Hotels-Super-8-By-Wyndham-Chicago-OHare-Airport.h440405.Hotel-Information) ![Sonesta Simply Suites Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg) ### Sonesta Simply Suites Chicago O'Hare Airport 10/10 Excellent "The shuttle was an essential service. Thank you. The kitchen was well enough furnished to prepare a few meals. The coffee in the room was much better than the coffee in the lobby. And the proximity of a food and drink source gave me close access to sandwiches and breakfast items, cheaper than what was on offer in the hotel." [](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](//images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Great hotel - great location. It's a bummer that the view from the restaurant/bar isn't as cool as it used to be, because of the new buildings in front of it, but it's still pretty - and the drinks and food are very good. Room was very nice and clean. " [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![Courtyard by Marriott Chicago Wood Dale](//images.trvl-media.com/lodging/1000000/10000/3100/3034/400d8a7d_y.jpg) ### Courtyard by Marriott Chicago Wood Dale 10/10 Excellent "Great place. " [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Wood-Dale.h3034.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury getaway to Highland Hills? > Use Expedia to arrange your flight to Chicago O'Hare Intl. Airport (ORD) airport or Chicago, IL (DPA-Dupage) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to get what you need to make your stay special. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Highland Hills offers. During your visit, you might want to enjoy the restaurants and coffee shops which Highland Hills is known for. ### What's there to see and do in Highland Hills? > Take in some sights and attractions while you're in Highland Hills by visiting Yorktown Shopping Center, Oakbrook Center Mall, and Drury Lane Theater. 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[Car rental Lombard](https://www.expedia.ca/Car-Rentals-In-Lombard.d8393.Car-Rental-Guide) - [Enterprise Rental Cars in Oakbrook Terrace](https://www.expedia.ca/Enterprise-Car-Rentals-In-Oakbrook-Terrace.d9064-c15.Car-Rental-Guide-Suppliers) - [Lombard Vacation Rentals](https://www.expedia.ca/Lombard-Vacation-Rentals.d8393.Travel-Guide-VacationRentals) - [Things to do in Oak Brook](https://www.expedia.ca/Things-To-Do-In-Oak-Brook.d9218.Travel-Guide-Activities) - [Things to do in Villa Park](https://www.expedia.ca/Things-To-Do-In-Villa-Park.d7471.Travel-Guide-Activities) - [Book Hotels in Highland Hills on Expedia.com](https://www.expedia.com/Highland-Hills-Chicago-Hotels-Luxury-Hotel.0-n6132236-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)