Title: Book the Best Highland Hills Hotels with FREE PARKING in 2025 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Highland Hills, IL from CA $126 ![](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 Hotels with Free Parking Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=FREE_PARKING&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&amenities=FREE_PARKING&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&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Hills Hotels with Free Parking ![Bar (on property)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/w3837h2621x0y0-a6e97c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/f1823194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/w3839h2564x0y3-1cb33116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (USD 21.00 per person)](https://images.trvl-media.com/lodging/69000000/68110000/68102900/68102878/5316f685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy by Hilton Chicago Central Loop Downtown Chicago 9.4/10 Exceptional (1374) "The rooms were absolutely beautiful, staff was great and the location was convenient " CA $269 CA $316 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/6b27f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/ddbd86a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/64c4029a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG Downtown Chicago 8.8/10 Excellent (3205) "Great stay " CA $223 CA $262 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/481e5f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/7012a512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9cc7a10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG Downtown Chicago 8.8/10 Excellent (1939) "Very Nice Hotel in a great location." CA $223 CA $262 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![Pillowtop beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117200/117137/a8a99610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117200/117137/b5ab7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/117200/117137/da7aa580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 Queen Bed with Sofa bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/120000/117200/117137/73085e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Chicago Lombard Yorktown Center Highland Hills 6.8/10 (679) "The staff was awesome, the rooms were clean and cozy" CA $122 CA $136 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Extended-Stay-America-Suites-Chicago-Lombard-Yorktown-Center.h117137.Hotel-Information) ![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/f8f7c4a2.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 (2303) "Great price, great motel and staff was great." CA $113 CA $126 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Level) | Living area](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/84c2ec31.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/75000000/74510000/74500500/74500458/8af1883d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/ceec2d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago - River North Downtown Chicago 9.0/10 Wonderful (719) "Close to any and everything u wanna do highly suggested place to stay " CA $301 CA $385 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-River-North.h74500458.Hotel-Information) ![3 bars/lounges, piano bar](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/52469d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 King Bed](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/36d2e00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hoxton Chicago Downtown Chicago 9.0/10 Wonderful (1003) "Great location, very clean, friendly staff!" CA $245 CA $288 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/5b3c70b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/c46ad167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/871940a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Chicago West Loop by IHG Downtown Chicago 9.0/10 Wonderful (1592) "Great Hotel" CA $182 CA $214 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/fbb6f786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/60b40fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/f33c69bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/eb802717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buckingham Hotel Downtown Chicago 9.0/10 Wonderful (1003) "Great location" CA $198 CA $253 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-The-Buckingham-Hotel.h1112252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed (Loft Suite)](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/0b950ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/f3918d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Emily Hotel Downtown Chicago 9.2/10 Wonderful (1246) "Perfect location and atmosphere" CA $203 CA $238 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.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=2025-10-27&endDate=2025-10-28®ionId=6132236&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Hills Hotel Reviews ![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) ![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) ![Hyatt Regency O'Hare Chicago](//images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "nice" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.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 "Great location, cheap parking, lots of amenities " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](//images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "Very clean" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "I was glad but surprised that my package included parking. We never left, but upon check out, the gate wouldn’t go up, and the machine told us to pay. I went to tell the front desk, and the worker came out and made the gate go up for us! " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.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 "Great place if you can stay bit outside Chicago" [](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.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 rooms were very clean. Just to inform that we only had one spoon and no forks. I made a note to the room staff so we wouldn't be charged for taking the flatware. The bathtub shower creaked badly when taking a shower." [](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Chicago Club Inn & Suites](//images.trvl-media.com/lodging/1000000/10000/8500/8492/7c5f8bdd_y.jpg) ### Chicago Club Inn & Suites 10/10 Excellent "Great " [](https://expedia.ca/Chicago-Hotels-Chicago-Club-Inn-Suites.h8492.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in York Center](https://www.expedia.ca/2Star-York-Center-Chicago-Hotels.s20-n6132296-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Lombard](https://www.expedia.ca/4Star-Lombard-Hotels.s40-0-d8393.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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