Title: Book the Best Near East Side LUXURY Hotels - Upscale Hotels in Near East Side, 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)[Near East Side Car Rentals](https://expedia.ca/Car-Rentals-In-Near-East-Side.d553248633938968461.Car-Rental-Guide)[Near East Side Vacations](https://expedia.ca/Near-East-Side.d553248633938968461.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/579e42b9259c74616d62fad104490806.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Deano # Find Luxury Hotels in Near East Side, 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 Near East Side Luxury Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248633938968461&startDate=2025-10-18&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248633938968461&startDate=2025-10-19&endDate=2025-10-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248633938968461&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248633938968461&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Near East Side Luxury Hotels ## Top Near East Side Hotel Reviews ## Frequently asked questions ### Are you searching for a great accommodation for your luxury getaway to Near East Side? > During your visit, you might want to enjoy the architecture and skyscrapers which Near East Side is known for. ### What's the best high-end place to stay in Near East Side? > [Radisson Blu Aqua Hotel Chicago](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) is a luxury hotel with a seasonal outdoor pool and a 24-hour health club, and it's a popular choice for Expedia travelers looking for an elegant place to stay. [Swissotel - Chicago](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) and [The St. Regis Chicago](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) are other upscale choices for your stay. ### What's there to see and do in Near East Side? > When you're in Near East Side, enjoy exploring the sights and attractions here including Michigan Avenue, Navy Pier, and Wrigley Field. 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