Title: 10 Best Hotels in Woodlawn, Chicago for 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)[Woodlawn Car Rentals](https://expedia.ca/Car-Rentals-In-Woodlawn.d6132422.Car-Rental-Guide)[Woodlawn Vacations](https://expedia.ca/Woodlawn.d6132422.Destination-Travel-Guides) ![This photo is special because it reflects the beauty of this magnificent city.](https://images.trvl-media.com/place/829/206e02db-61eb-498c-997e-b2e29b57676d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tanesha Thompson # Hotels in Woodlawn, 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 ## Go beyond your typical stay in Woodlawn Spa [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=APART_HOTEL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=PETS) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=APARTMENT) Condo [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=CONDO) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=POOL) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Woodlawn%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132422&latLong=41.778915%2C-87.593739&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132422&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=6132422&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Woodlawn hotels and places to stay ![Hallway](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/19cdbb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/f16d7e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/7076eeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/30d5c7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Motel By OYO Chicago I-90 Woodlawn 3.4/10 (45) "Easy, safe parking " CA $79 CA $104 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent)](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/7697ff8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile River North, 13.1 km from Woodlawn 8.8/10 Excellent (3080) "Very nice location and everything was a 10/10" CA $152 CA $178 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Streeterville, 12.5 km from Woodlawn 9.4/10 Exceptional (2184) "Great hotel " CA $223 CA $310 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile Streeterville, 12.8 km from Woodlawn 8.8/10 Excellent (2090) "Great hotel" CA $223 CA $262 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/8967eebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Chicago Downtown Theatre District, 12.3 km from Woodlawn 9.2/10 Wonderful (3948) "Great place to stay. " CA $184 CA $216 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile Streeterville, 12.9 km from Woodlawn 8.6/10 Excellent (2862) "Had a great stay!" CA $194 CA $227 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/07c9ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/0030a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Streeterville, 13.6 km from Woodlawn 8.8/10 Excellent (3096) "Our stay was great" CA $202 CA $237 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 King Bed, Lake View, Lakeside](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e932b9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, City View | Living area](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/cc919354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel The Loop, 11 km from Woodlawn 8.0/10 Very good (9405) "Beautiful hotel!" CA $179 CA $210 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago River North, 12.9 km from Woodlawn 8.0/10 Very good (2466) "Great place" CA $97 CA $139 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago The Loop, 10.7 km from Woodlawn 8.4/10 Very good (2257) "We loved this hotel it was beautiful and convenient . " CA $258 CA $344 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/18c5ca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/b9be2277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile River North, 12.8 km from Woodlawn 8.4/10 Very good (4077) "We definitely will stay there again place was very nice " CA $237 CA $279 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/cbeee5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ab0dcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/0c9aebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North River North, 13.1 km from Woodlawn 8.2/10 Very good (273) "Perfect location! Tons of restaurants and shopping nearby! " CA $113 CA $132 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Streeterville, 13 km from Woodlawn 9.4/10 Exceptional (2595) "Great place to stay " CA $199 CA $273 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/b6152ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western River North Hotel River North, 13 km from Woodlawn 7.8/10 Good (1025) "Great stay" CA $142 CA $167 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/w3576h2561x0y0-5f9110d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/d36b65bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago Theatre District, 11.7 km from Woodlawn 9.0/10 Wonderful (2176) "It was an amazing stay!" CA $255 CA $300 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/5b3c70b2.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 12.2 km from Woodlawn 9.0/10 Wonderful (1595) "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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/ccacdd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/023ff9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/22cb8b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warwick Allerton - Chicago Magnificent Mile, 13.1 km from Woodlawn 8.4/10 Very good (2924) "Great location, friendly staff." CA $124 CA $186 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.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) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/5496cb17.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) ### voco Chicago Downtown - Riverwalk by IHG River North, 12.7 km from Woodlawn 8.8/10 Excellent (3208) "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) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/4df3bcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago The Loop, 12.3 km from Woodlawn 9.4/10 Exceptional (3378) "Great place to stay " CA $326 CA $423 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/1daf4199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/9b08c1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/0bc5a1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Downtown Chicago The Loop, 10.9 km from Woodlawn 7.4/10 Good (2409) "Comfortable bed, bright room, good shower, very accessible location." CA $135 CA $158 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.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=6132422&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Woodlawn Find the best Woodlawn areas and neighborhoods for the activities you enjoy most. - Downtown Chicago - Magnificent Mile - The Loop - River North - Lincoln Park ![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago featuring a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6350699) ![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=) ### Downtown Chicago The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6350699) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing a hotel, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=800025) ![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=) ### Magnificent Mile Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. [See properties](https://www.expedia.ca/Hotel-Search?regionId=800025) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=800024) ![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=) ### The Loop Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago. [See properties](https://www.expedia.ca/Hotel-Search?regionId=800024) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge which includes central business district, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge showing a city, central business district and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6350695) ![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=) ### River North Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6350695) ![Chicago which includes modern architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Lincoln Park Zoo showing autumn colours and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26661-Lincoln-Park-Zoo.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24579-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago History Museum featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24583-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6059328) ![Lincoln Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:u%7E%7C%7EFhscvO%40%7DMjAWEyE_JFsDaCAl%40qDD%3F%7DBjU_%40AkAiAQ%40aWbAKAyFqALQeJzAIKaNiAJOgUTi%40%7E%40KEgF_BD%3FuMbBMc%40_NiAAI%7DImAIKmB%7CAQMeVxAKQ%7BOwGaCnCQHeCtBKFgC%7DAUSaGbBIx%40i%60Axp%40mMbD%7EGpa%40%7DJpR%7DM%60NgVzGrLV%60n%40mJ%7EEh%40%60AfIKClIuCNp%40xRrBWl%40b%7EAoEJoElF%7CArEjIiGKpNoVzJqItQvCfKsArA%7DL%60FuXhVm%40%60NaKhR%7BK%7CAcFbKiAzFsK_MqLbN%7DAJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=KktfaLNeQ_9ZFVphttKdls3N5TA=) ### Lincoln Park Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6059328) ## Top Woodlawn Hotel Reviews ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Staff was outstanding. Very helpful. " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Great place with lots to do as it is right I. The downtown, so Riverwalk one at and grant park the other. No outlets by beds so bring long cords " [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "Excellent location for visiting Chicago, near major attractions, walking distance to mig mile and Chicago river. Subway station is beside the hotel. Many restaurants are around. Hotel is a little old but condition is good and the price is reasonable. Staffs are very friendly. " [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Clean rooms, great service." [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "The bell hops were awesome!! If i needed to know anything, all i had to do was ask them. " [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "This was the best hotel I ever stayed at! I did not want to leave. It was very clean and the cleaning staff was attentive and thorough. The staff at the desk were friendly and knowledgeable, and never acted disgruntled or impatient. The bellhops were excellent and trustworthy and anticipated our needs. The hotel was just beautiful and clean in the lobby with boutique atmosphere and art. The room was spacious with comfortable bed and furnishings. The coffee was excellent and the bathroom felt luxurious. We just loved everything! The restaurant food was great quality and not overpriced. And, our location downtown couldn’t be better, near Riverwalk and Michigan Avenue. We thoroughly enjoyed our stay. Thank you, Sonesta!" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.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 "Clean.Comfortable beds. Great location .Includes a great breakfast." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![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) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Everything was great. It was awesome being back in Chicago again. " [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Woodlawn that travellers recommend? > [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) stands out as a premier option in Woodlawn, boasting an outstanding score of 9.6. This elegantly designed hotel, located in a historical district, offers not only modern amenities like complimentary WiFi and premium bedding but also delightful touches such as bathrobes and a terrace for relaxing evenings. Couples will appreciate the intimate dining experience, superb for a romantic getaway. > > > > For families, the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is an excellent choice with a traveller rating of 8.8. It features a complimentary buffet breakfast that will please even the pickiest eaters, while the indoor pool provides hours of fun for the kids. The hotel is incredibly accommodating, offering free cribs and a kid-friendly dining menu, ensuring a comfortable stay for families looking for quality and convenience. ### What are the best family hotels in Woodlawn? > [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) is a fantastic family-friendly hotel located in Chicago's vibrant Woodlawn neighbourhood, boasting an impressive traveller review score of 9.6. This hotel offers amenities that cater to families, including free cribs and connecting rooms, ensuring that parents and children can enjoy their space and stay comfortably together. > > > > Another excellent choice is the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information), which has earned an excellent review score of 8.8. This property goes above and beyond for families with features like a child-friendly window design, free meals for kids, and spacious rooms that include sofa beds and connecting rooms. Guests appreciate the complimentary buffet breakfast, which makes mornings a breeze for busy families. ### What hotels in Woodlawn offer free breakfast? > [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is a fantastic option for travellers looking for a comfortable stay in Woodlawn. This hotel stands out with its complimentary breakfast, ensuring you and your family start your day off right. Guests appreciate the inclusive setting and the convenience of amenities like an indoor pool, superb for relaxing after a day of exploring the city. ### What are the best budget hotels in Woodlawn? > [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is an excellent budget-friendly option in Woodlawn, boasting a traveller review score of 8.8. Families will appreciate the spacious rooms equipped with convenient amenities like a sofa bed and cribs for the little ones, ensuring everyone has a comfy place to rest. ### What are the most romantic hotels in Woodlawn for couples? > For a romantic getaway, [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) in Chicago is a great choice, boasting an impressive review score of 9.6. This charming hotel offers a warm and inclusive setting, allowing couples to enjoy their time together in comfort and style. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Woodlawn hotel for you. ### How can I save on a Woodlawn hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Woodlawn hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Woodlawn hotel? > Hotel prices in Woodlawn often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. 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[Resorts in Chicago](https://expedia.ca/Chicago-Resort-Hotels.d178248-aaResortHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Chicago](https://expedia.ca/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation) - [Farmstay in Chicago](https://expedia.ca/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation) - [RV Parks in Chicago](https://expedia.ca/Chicago-RV-Parks.d178248-aaRVParks.Travel-Guide-Accommodation) - [Houseboats in Chicago](https://expedia.ca/Chicago-Houseboats.d178248-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Chicago](https://expedia.ca/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation) - [Residences in Chicago](https://expedia.ca/Chicago-Residences.d178248-aaResidences.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near O'Hare Intl. Airport](https://expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels) - [Hotels near Midway Intl. Airport](https://expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Executive Airport](https://expedia.ca/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels) - [Hotels near Dupage Airport](https://expedia.ca/Dupage-Airport-Hotels.0-aDPA-0.Travel-Guide-Filter-Hotels) - [Hotels near Greater Rockford Airport](https://expedia.ca/Greater-Rockford-Airport-Hotels.0-aRFD-0.Travel-Guide-Filter-Hotels) - [Hotels near Gary - Chicago Intl. Airport](https://expedia.ca/Gary-Chicago-Intl-Airport-Hotels.0-aGYY-0.Travel-Guide-Filter-Hotels) ### Woodlawn Hotels by Star Rating - [2 Star Hotels in Woodlawn](https://expedia.ca/2Star-Woodlawn-Chicago-Hotels.s20-n6132422-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Woodlawn](https://expedia.ca/3Star-Woodlawn-Chicago-Hotels.s30-n6132422-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Woodlawn](https://expedia.ca/4Star-Woodlawn-Chicago-Hotels.s40-n6132422-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Woodlawn](https://expedia.ca/5Star-Woodlawn-Chicago-Hotels.s50-n6132422-0.Travel-Guide-Filter-Hotels) ### Woodlawn Hotels by Brand - [Best Western Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Best-Western.0-n6132422-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Club Quarters Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Club-Quarters.0-n6132422-0--bClubQuarters.Travel-Guide-Filter-Hotels) - [Fairmont Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Fairmont.0-n6132422-0--bFairmont.Travel-Guide-Filter-Hotels) - [Hilton Hotels Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Hilton-Hotels.0-n6132422-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Independent Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Independent.0-n6132422-0--bIndependent.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132422-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Loews Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Loews.0-n6132422-0--bLoews.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Marriott-Hotels-Resorts.0-n6132422-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Motel-6.0-n6132422-0--bMotel6.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels](https://expedia.ca/Woodlawn-Chicago-Hotels-Red-Roof-Inn.0-n6132422-0--bRedRoofInn.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Hotel Felix River North/Magnificent Mile](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) - [The Whitehall Hotel, BW Premier Collection](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) - [Sable at Navy Pier Chicago, Curio Collection by Hilton](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) - [Holiday Inn Chicago Dwtn - The Mart by IHG](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) - [Crowne Plaza Chicago West Loop by IHG](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) - [Palmer House a Hilton Hotel](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) - [DoubleTree by Hilton Chicago - Magnificent Mile](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) - [The Royal Sonesta Chicago Downtown](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) - [Hotel Riu Plaza Chicago](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) - [River Hotel](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) - [Hilton Chicago](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) - [LondonHouse Chicago, Curio Collection by Hilton](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) [See a list of all hotels in Chicago](https://expedia.ca/All-Chicago-Hotels.d178248.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in Woodlawn on Expedia.com](https://www.expedia.com/Woodlawn-Chicago-Hotels.0-n6132422-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [Hotels in Fulton Market](https://expedia.ca/Fulton-Market-Chicago-Hotels.0-n553248635976007493-0.Travel-Guide-Filter-Hotels) - [Best Hotels in Hinton](https://expedia.ca/Hinton-Hotels.d180429.Travel-Guide-Hotels) - [Hotels in The Loop](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels with Free Parking](https://expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Parking.0-n6350699-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Halifax](https://expedia.ca/Downtown-Halifax-Halifax-Hotels.0-n6217399-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Cheap Hotels](https://expedia.ca/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels in Magnificent Mile](https://expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels in River North](https://expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels in Wicker Park](https://expedia.ca/Wicker-Park-Chicago-Hotels.0-n6227639-0.Travel-Guide-Filter-Hotels) - [Hotels in Gold Coast](https://expedia.ca/Gold-Coast-Chicago-Hotels.0-n6130105-0.Travel-Guide-Filter-Hotels) - [Dreams Riviera Cancun Resort & Spa - All Inclusive](https://expedia.ca/Cancun-Hotels-Dreams-Riviera-Cancun-Resort-Spa.h2941578.Hotel-Information) - [Hotels in Lincoln Park](https://expedia.ca/Lincoln-Park-Chicago-Hotels.0-n6059328-0.Travel-Guide-Filter-Hotels) - [Sharm El Sheikh All Inclusive Resorts and Hotels](https://expedia.ca/Sharm-El-Sheikh-Hotels-All-Inclusive-Hotel.0-0-d3274-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cancun All Inclusive Resorts and Hotels](https://expedia.ca/Cancun-Hotels-All-Inclusive-Hotel.0-0-d179995-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels in West Loop](https://expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels) - [The Atlas° Hotel](https://expedia.ca/Regina-Hotels-The-Atlas-Hotel.h42412151.Hotel-Information) - [Best Hotels in Abbotsford](https://expedia.ca/Abbotsford-Hotels.d4128.Travel-Guide-Hotels) - [Super 8 by Wyndham Brockville](https://expedia.ca/Smiths-Falls-Hotels-Super-8-By-Wyndham-Brockville.h722.Hotel-Information) Flights - [Flights from Vancouver to Barcelona](https://expedia.ca/lp/flights/yvr/bcn/vancouver-to-barcelona) - [Flights from New York to Delhi](https://expedia.ca/lp/flights/jfk/del/new-york-to-delhi) - [Flights from Montreal to Rome](https://expedia.ca/lp/flights/yul/fco/montreal-to-rome) Activities - [Things to do in Hamilton](https://expedia.ca/Things-To-Do-In-Hamilton.d3963.Travel-Guide-Activities) Packages - [Anguilla Trip](https://expedia.ca/Anguilla.d6.Destination-Travel-Guides) - [Florida Trip](https://expedia.ca/Florida.d211.Destination-Travel-Guides) - [Downtown Chicago Trip](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) - [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations) General - [Visit Magnificent Mile](https://expedia.ca/Chicago-Magnificent-Mile.dx800025) - [Visit The Loop](https://expedia.ca/Chicago-The-Loop.dx800024) - [Visit Downtown Chicago](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)