Title: Book the Best HISTORIC Hotels in Chicago in 2026 | Expedia.ca [Chicago Travel Guide](https://expedia.ca/Chicago.dx178248)[Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[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)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.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 Chicago Historic Hotels Tonight [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-03-16&endDate=2026-03-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago historic hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/fb6e2600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds | Living area](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,675 reviews) "Amazing place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nia CA $179 CA $250 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/b9c2c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/f870c67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/759e1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Chicago Magnificent Mile by IHG [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (2,872 reviews) "Staff was very nice, rooms were clean, and location was next to everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $229 CA $313 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/cf096b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A quiet stay while you are away [](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information) Oak Park 9.8/10 Exceptional (34 reviews) "Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred D. CA $132 CA $335 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/59f4093c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/w1055h795x5y0-32f5e83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Home Run 4 Bedroom, 2 Bathroom [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information) Lakeview 9.6/10 Exceptional (20 reviews) "Would definitely stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrique CA $657 CA $1,507 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/3c71ed9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/81bc10e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/d3d80bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/a0078d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms [](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information) Lakeview 9.0/10 Wonderful (15 reviews) "The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vince h. CA $657 CA $1,507 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.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 (2,325 reviews) "Good stay! Great staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruchi CA $184 CA $251 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/2eae9573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/afb1d797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/c3173cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/8bcb17ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront rental [](https://www.expedia.ca/South-Elgin-Hotels-Riverfront-Rental.h55312090.Hotel-Information) South Elgin 9.8/10 Exceptional (36 reviews) "Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh R. CA $178 CA $267 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/South-Elgin-Hotels-Riverfront-Rental.h55312090.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=2026-03-29&endDate=2026-03-30®ionId=178248&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](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_178248) ## Top Chicago Hotel Reviews ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Great hotel in the heart of downtown would highly recommend the inside hallways look a little rough but the room was great with a beautiful view and the check out is 12 which is awesome " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.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 6/10 Okay "Just a little loud." [](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 10/10 Excellent "close to everything" [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333_y.jpg) ### L7 Chicago by LOTTE 10/10 Excellent "We were staying at the hotel on St. Patrick’s Day eve. Next morning we could see the river-dyeing tradition right from the hotel room. The hotel ensured that our stay remains comfortable despite the holiday bustle. We definitely wish to return to the hotel in future." [](https://expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![The Chicago Hotel Collection Ambassador Gold Coast](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475_y.jpg) ### The Chicago Hotel Collection Ambassador Gold Coast 2/10 Terrible "They charged me for valet parking and we didn't use this service. " [](https://expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.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 "Amazing location. Excellent stay. " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 6/10 Okay "We stayed at Hilton because of the amazing reviews, however we did not experience the magic, we stayed one night and had intentions of staying for the weekend, however it was cut short, walls were very thin, we could hear toilets flushing, doors closing from our neighbors. We were right next to young folks that played video games all night, they were really loud, we tried our best to shut them out and just enjoy our night, but our room was really cold, we thankfully had our blankets, we did not extend our stay at Hilton. This Hotel is definitely for younger adults, we wanted a quiet night but instead kept hearing men yelling at a tv. The room was clean, everything was great with the room, only issue is thin walls! I don't recommend this hotel for anyone that wants a quiet night with their significant other. Also I'm going to add that we got a suite exactly for that reason, to have a quiet night. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.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 "Location is great, so much within steps of hotel. The room was well maintained and comfortable." [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg) ### Hilton Chicago O'Hare Airport 6/10 Okay "Friendly check in and concierge. Had distilled water for CPAP. Clean room. Beds were not comfortable. Room very hot on arrival. Rooms need a refresh. Dated and worn. Shower water temperature variable (did not stay warm). I expected more from a Hilton, and at almost $400 a night. " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Chicago? ### What's the best place to stay in Chicago that's close to historical sites? ### How many historically relevant hotels are there in Chicago? ### What are the most important historical places and other sights in Chicago? ### What is a historic hotel like in Chicago? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chicago have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in The Loop ](https://www.expedia.ca/2Star-The-Loop-Chicago-Hotels.s20-n800024-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Loop ](https://www.expedia.ca/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in The Loop ](https://www.expedia.ca/4Star-The-Loop-Chicago-Hotels.s40-n800024-0.Travel-Guide-Filter-Hotels) - 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