Title: Hotels by Highgate Independent in Uptown from CA $263 | Expedia.ca [Uptown Travel Guide](https://expedia.ca/Chicago-Uptown.dx6132444)[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)[Uptown Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown.d6132444.Car-Rental-Guide)[Uptown Vacations](https://expedia.ca/Uptown.d6132444.Destination-Travel-Guides) ![Montrose Beach which includes a sandy beach and general coastal views as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298063-Montrose-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels by Highgate Independent in Uptown from CA $263 ![](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 prices for these dates Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Uptown Highgate Independent Hotels ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/eacd6d88.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) ![Studio, 1 Queen Bed (Studio Apartment) | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/1bf06d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentral Michigan Avenue Downtown Chicago 9.2/10 Wonderful (955) "Great location and cleanliness of rooms. Staff was extremely helpful " CA $189 CA $263 total includes taxes & fees Nov 10 - Nov 11 [](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=2025-10-27&endDate=2025-10-28®ionId=6132444&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUptown-Chicago-Hotels-Highgate-Independent.0-n6132444-0--bHighgateIndependent.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUptown-Chicago-Hotels-Highgate-Independent.0-n6132444-0--bHighgateIndependent.Travel-Guide-Filter-Hotels) ## Top Uptown Hotel Reviews ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "All the staff had great energy and were very helpful. Nice bar/lounge area and cozy space. I had a private room and though it wasn’t huge, it was exactly what we needed for our staycation." [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.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) ![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "The onsite parking is worth the money compared to other lots. Walk where you can. The Embassy is in the perfect location for a lot of attractions." [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "We stayed here for two nights, and I would definitely stay again. It is located next to the Cadillac Palace theater, and about a block from the Wells and Washington L stop. It was easy to take the train around the city, or walk to beautiful city views and great restaurants. The staff was friendly, the room was clean and quiet. Great for a weekend in Chicago!" [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "This was definitely the perfect choice to stay " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Hyatt Regency Chicago](//images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Lovely hotel" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "Absolutely loved this place.... views were great, staff was great, atmosphere was great! One of my most favorite places to stay." [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Aloft Chicago Mag Mile](//images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/8b47be0c_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "The room was a bit dusty in places but overall great experience " [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "The property of the hotel was very much nice , art work was uniquely designed ! Very tea as the new generation would say ! The distant of everything being close to the river, Michigan Ave and very good restaurants . I believe this will be our new Chicago hotel every time we stay ! " [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ## Find out more about Uptown ## Uptown Hotels Guide Expedia.ca offers a selection of 4532 hotels in Uptown. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Uptown. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Uptown neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Uptown, Chicago now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in West Argyle Street Historic District](https://www.expedia.ca/3Star-West-Argyle-Street-Historic-District-Chicago-Hotels.s30-n717645519878508544-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northalsted](https://www.expedia.ca/4Star-Northalsted-Chicago-Hotels.s40-n6175472-0.Travel-Guide-Filter-Hotels) - [Apartments in Addison Station](https://www.expedia.ca/Addison-Station-Apartments.d6209952-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Andersonville](https://www.expedia.ca/Andersonville-Chicago-Hotels-Cheap-Hotels.0-n553248635975034503-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Andersonville](https://www.expedia.ca/Andersonville-Chicago-Hotels-Luxury-Hotel.0-n553248635975034503-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Andersonville Hotels](https://www.expedia.ca/Andersonville-Chicago-Hotels.0-n553248635975034503-0.Travel-Guide-Filter-Hotels) - 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[Shopping Hotels in Wrigleyville](https://www.expedia.ca/Wrigleyville-Chicago-Hotels-Shopping-Hotel.0-n6338684-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Wrigleyville Hotels](https://www.expedia.ca/Wrigleyville-Chicago-Hotels.0-n6338684-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Aragon Ballroom](https://www.expedia.ca/Aragon-Ballroom-Uptown.d553248621563220754.Vacation-Attraction) - [Visit Lakewood-Balmoral](https://www.expedia.ca/Chicago-Lakewood-Balmoral.dx553248635976479852) - [Visit Wrigleyville](https://www.expedia.ca/Chicago-Wrigleyville.dx6338684) - [Lakeview Vacations](https://www.expedia.ca/Lakeview.d178166.Destination-Travel-Guides) - [Montrose Beach](https://www.expedia.ca/Montrose-Beach-Uptown.d6277595.Vacation-Attraction) - [Riviera Theatre](https://www.expedia.ca/Riviera-Theatre-Uptown.d553248621555594761.Vacation-Attraction) - [Wrigley Field](https://www.expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) - [Car rentals near Lakeview](https://www.expedia.ca/Car-Rentals-In-Lakeview.d178166.Car-Rental-Guide) - [Book Hotels in Uptown on Expedia.com](https://www.expedia.com/Uptown-Chicago-Hotels-Highgate-Independent.0-n6132444-0--bHighgateIndependent.Travel-Guide-Filter-Hotels)