Title: Hotels by Independent in Woodlawn | Expedia.ca [Woodlawn Travel Guide](https://expedia.ca/Chicago-Woodlawn.dx6132422)[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 # Find Hotels by Independent in Woodlawn - ![](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 [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodlawn Independent ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115930000/115925300/115925246/bd6febec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/116000000/115930000/115925300/115925246/ebd8ed33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115925300/115925246/3de8e55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115925300/115925246/e1e7e4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago [](https://www.expedia.ca/Chicago-Hotels-Bright-Vintage-U-Of-C-Center-Condo-With-WiFi.h115925246.Hotel-Information) Woodlawn "They went out of the way to make sure we had keys to get in and got in early since no one was there night before." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy J. [](https://www.expedia.ca/Chicago-Hotels-Bright-Vintage-U-Of-C-Center-Condo-With-WiFi.h115925246.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118060000/118051300/118051292/fb791da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118060000/118051300/118051292/1c5d1cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118060000/118051300/118051292/80008b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118060000/118051300/118051292/65266a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casa Negra Chicago, Beautiful 3 Bed 2 Bath near Lake in Chicago [](https://www.expedia.ca/Chicago-Hotels-La-Casa-Negra-Chicago-Modern-Stylish-Near-Lake-City-Living.h118051292.Hotel-Information) Woodlawn [](https://www.expedia.ca/Chicago-Hotels-La-Casa-Negra-Chicago-Modern-Stylish-Near-Lake-City-Living.h118051292.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/8b761903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/a43ffef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/defd0847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/b02b60ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit. [](https://www.expedia.ca/Chicago-Hotels-Modern-Duplex-Obama-University-Chicago-Area-3BR.h105642745.Hotel-Information) Woodlawn 5.8/10 (6) "The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy W. [](https://www.expedia.ca/Chicago-Hotels-Modern-Duplex-Obama-University-Chicago-Area-3BR.h105642745.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/6f199fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/cf0e0bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/52ba7bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104350000/104341900/104341807/84d1a57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Condo-Obama & University of Chicago Area [](https://www.expedia.ca/Chicago-Hotels-Modern-Condo-Obama-University-Of-Chicago-Area.h104341807.Hotel-Information) Woodlawn 8.0/10 Very good (15) "I thought this place was so cute, loved the outset deck! Was spacious and the host was very nice and helpful when needed! Would stay again for sure! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime C. [](https://www.expedia.ca/Chicago-Hotels-Modern-Condo-Obama-University-Of-Chicago-Area.h104341807.Hotel-Information) ![Smart TV, video games, foosball, stereo](https://images.trvl-media.com/lodging/115000000/114200000/114192000/114191997/40004944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114200000/114192000/114191997/d17f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114200000/114192000/114191997/2a9f8ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114200000/114192000/114191997/f69b5696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 3BR Retreat Near Univ of Chicago [](https://www.expedia.ca/Chicago-Hotels-Historic-3BR-Retreat-Near-Univ-Of-Chicago.h114191997.Hotel-Information) Woodlawn 8.8/10 Excellent (5) "We enjoyed our stay and would definitely recommend and stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela S. [](https://www.expedia.ca/Chicago-Hotels-Historic-3BR-Retreat-Near-Univ-Of-Chicago.h114191997.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111830000/111822100/111822093/32f6d9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111830000/111822100/111822093/91f2601f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111830000/111822100/111822093/b4bee7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/112000000/111830000/111822100/111822093/1915e18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago [](https://www.expedia.ca/Chicago-Hotels-Chic-3-Bedroom-Apartment-With-WiFi.h111822093.Hotel-Information) Woodlawn 9.0/10 Wonderful (6) "Would recommend to friends and family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Herumakhi M. [](https://www.expedia.ca/Chicago-Hotels-Chic-3-Bedroom-Apartment-With-WiFi.h111822093.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118710000/118707800/118707787/c3c1f4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118710000/118707800/118707787/0ef1f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118710000/118707800/118707787/1bae5bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118710000/118707800/118707787/3c9dc6b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups [](https://www.expedia.ca/Chicago-Hotels-Luxe-Loft-Vibe-4BR3BA-Apt-In-Chicago-King-Suite.h118707787.Hotel-Information) Woodlawn 10/10 Exceptional (2) "Clean and updated home. It was comfortable for our group to stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethany N. [](https://www.expedia.ca/Chicago-Hotels-Luxe-Loft-Vibe-4BR3BA-Apt-In-Chicago-King-Suite.h118707787.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/7d79d730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/5b4e2f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/59a746ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/301ea0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bedroom condo near University of Chicago [](https://www.expedia.ca/Chicago-Hotels-Cozy-3-Bedroom-Condo-Near-University-Of-Chicago.h109364310.Hotel-Information) Woodlawn 10/10 Exceptional (2) "Property was nice and clean. Had everything we needed. About 20 mins to most places we wanted to go and very close to MSI. We had a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb C. [](https://www.expedia.ca/Chicago-Hotels-Cozy-3-Bedroom-Condo-Near-University-Of-Chicago.h109364310.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/d9384fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/62733ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/96e74c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/d3bd773d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodlawn Oasis...10 Minutes to Dining & Downtown [](https://www.expedia.ca/Chicago-Hotels-Woodlawn-Oasis10-Minutes-To-Dining-Downtown.h75872313.Hotel-Information) Woodlawn 9.2/10 Wonderful (14) "I would book the house again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn W. [](https://www.expedia.ca/Chicago-Hotels-Woodlawn-Oasis10-Minutes-To-Dining-Downtown.h75872313.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120610000/120601400/120601398/e1e492e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120610000/120601400/120601398/037f6243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120610000/120601400/120601398/dea7ab03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120610000/120601400/120601398/a398075b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago 1-bedroom/1 Office apartment: welcoming Chicago with AC, onsite laundry [](https://www.expedia.ca/Chicago-Hotels-Chicago-1-Bedroom1-Office-Apartment-Welcoming-Chicago-With-AC.h120601398.Hotel-Information) Woodlawn 10/10 Exceptional (1) "Definitely would rent again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittney J. [](https://www.expedia.ca/Chicago-Hotels-Chicago-1-Bedroom1-Office-Apartment-Welcoming-Chicago-With-AC.h120601398.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=2026-01-01&endDate=2026-01-02®ionId=6132422&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%2FWoodlawn-Chicago-Hotels-Independent.0-n6132422-0--bIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoodlawn-Chicago-Hotels-Independent.0-n6132422-0--bIndependent.Travel-Guide-Filter-Hotels) ## Top Woodlawn Hotel Reviews ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "free alc beverages at night, huge breakfast " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Excellent room, staff & amenities. Everyone was very helpful." [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Very comfortable quit clean hotel very convenient and the staff was professional and very pleasant I highly recommend this property " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "Clean room " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "Good" [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Great location! Nice view, good staff " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "The property is located near a lot of good restaurants and bars. Very nice gym to get an early workout. The rooms are nice and clean. " [](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Room was comfortable and clean. Staff was very friendly " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "It was a pleasant stay. Lovely amenities and fantastic upgrade. " [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ## Find out more about Woodlawn ## Woodlawn Hotels Guide Expedia.ca offers a selection of 4606 hotels in Woodlawn. 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 Woodlawn. 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 Woodlawn neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Woodlawn, Chicago now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Motel 6 Hotels in Burnside ](https://www.expedia.ca/Burnside-Chicago-Hotels-Motel-6.0-n6132082-0--bMotel6.Travel-Guide-Filter-Hotels) - [Sage Hospitality Hotels in Calumet Heights ](https://www.expedia.ca/Calumet-Heights-Chicago-Hotels-Sage-Hospitality.0-n6132398-0--bSageHospitality.Travel-Guide-Filter-Hotels) - [Four Seasons Hotels in Chatham ](https://www.expedia.ca/Chatham-Chicago-Hotels-Four-Seasons.0-n6132318-0--bFourSeasons.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Chatham ](https://www.expedia.ca/Chatham-Chicago-Hotels-Red-Roof-Inn.0-n6132318-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Oakwood Hotels in Chatham Fields ](https://www.expedia.ca/Chatham-Fields-Chicago-Hotels-Oakwood.0-n6132323-0--bOakwood.Travel-Guide-Filter-Hotels) - [Guest Houses in Chicago 55th-56th-57th Street Station ](https://www.expedia.ca/Chicago-55th-56th-57th-Street-Station-Guest-Houses.d6212797-aaGuestHouses.Travel-Guide-Accommodation) - 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