Title: Oak Park Guest Houses from CA $133 | Expedia.ca [Hotels in Oak Park](https://expedia.ca/Oak-Park-Hotels.d9228.Travel-Guide-Hotels)[Vacation Rentals in Oak Park](https://expedia.ca/Oak-Park-Vacation-Rentals.d9228.Travel-Guide-VacationRentals)[Flights to Oak Park](https://expedia.ca/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights)[Things to do in Oak Park](https://expedia.ca/Things-To-Do-In-Oak-Park.d9228.Travel-Guide-Activities)[Oak Park Car Rentals](https://expedia.ca/Car-Rentals-In-Oak-Park.d9228.Car-Rental-Guide)[Oak Park Vacation Packages](https://expedia.ca/Oak-Park.d9228.Destination-Travel-Guides) ![Chicago featuring heritage architecture and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26555-Frank-Lloyd-Wright-Historic-District.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Oak Park from CA $133 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oak Park Guest Houses ![Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/b6c2dad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0c0a5c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/dd3fd8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0aedd339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mccormick Place Guest House Bronzeville 8.4/10 Very good (32) "Convenient easy parking. " CA $71 CA $133 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) ![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/4769286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chic 3 BR CONDO](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d323a9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House Bronzeville 8.6/10 Excellent (68) "Very convenient for a short term stay with private area and clean shared spaces the parking is very convenient as well" CA $84 CA $148 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/f37da67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/f1aa0fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/1c564c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/413d095f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Avenue Inn Humboldt Park 7.0/10 Good (91) "It's a good place if you was traveling with a group. That way your group would get the entire floor." CA $70 CA $150 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/w960h1278x0y0-858a683c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment - 3rd Floor | Living area](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/0ac374cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment - 2nd Floor](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/e20ef351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/89374e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Inn Lakeview 10/10 Exceptional (20) "The stay was amazing when going to a Chicago Cubs game! Area felt safe which is a 5 star and just a few blocks from Wrigley Field and the dining options in the area were great as well! Will definitely come back here!" CA $381 CA $650 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h91438413.Hotel-Information) ![Deluxe Duplex (Second Floor) | Private kitchen](https://images.trvl-media.com/lodging/88000000/87660000/87659700/87659642/80ed78d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Duplex (Second Floor)](https://images.trvl-media.com/lodging/88000000/87660000/87659700/87659642/000d9cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Duplex (First Floor) | Living area](https://images.trvl-media.com/lodging/88000000/87660000/87659700/87659642/187b9c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/88000000/87660000/87659700/87659642/afb1c8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Christina Greater Grand Crossing [](https://www.expedia.ca/Chicago-Hotels-Villa-Christina.h87659642.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66860000/66850900/66850874/6f6c1d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66860000/66850900/66850874/8971ed97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66860000/66850900/66850874/77d7ce31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66860000/66850900/66850874/01a499f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coach House with Heated Garage and Private Rooftop Deck Lincoln Park 9.8/10 Exceptional (17) "Awesome place to stay in Chicago. Attached garage is a huge bonus. Clean and tidy" [](https://www.expedia.ca/Chicago-Hotels-Coach-House-W-Heated-Garage-Pvt-Rooftop-Deck.h66850874.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/46000000/45820000/45812600/45812573/w906h683x60y0-2f13c280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45820000/45812600/45812573/w907h682x59y0-b2a947b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45820000/45812600/45812573/w947h683x39y0-14515183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/46000000/45820000/45812600/45812573/w904h683x61y0-89c69cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A5 Luxurious Garden Unit Near Chicago Forest Park [](https://www.expedia.ca/Chicago-Hotels-A5-Luxurious-Garden-Unit-Near-Chicago.h45812573.Hotel-Information) ![Comfort Apartment, Multiple Beds, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/3d4054b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/e7b6053c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/aa473e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/caa181a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wicker Park 3 Bedroom Apartment West Town [](https://www.expedia.ca/Chicago-Hotels-Wicker-Park-3-Bedroom-Apartment.h28973286.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=2025-10-15&endDate=2025-10-16®ionId=9228&adults=2&lodging=GUEST_HOUSE&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%2FOak-Park-Guest-Houses.d9228-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOak-Park-Guest-Houses.d9228-aaGuestHouses.Travel-Guide-Accommodation) ## Top Oak Park Hotel Reviews ![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 "Staff was excellent. Decor was very elegant and classy. Enjoyed my two nights here." [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.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 "Great location to and walking to riverwalk, millennium park. Metro is right outside the front door. " [](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 staff, everything in walking distance from hotel. Would stay here again. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "someone smoked as the mattress smelled of smoke. luggage rack is broken" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.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 "Outstanding place to stay in downtown Chicago " [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location." [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Very Clean Hotel, me and my friend enjoyed our stay here. It is an older hotel but the room was really nice " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Rooms were clean and staff were always happy to help " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Palmer House a Hilton Hotel](//images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Great property with great staff and amenities. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Find out more about Oak Park ## Oak Park Guest Houses information | Number of reviews | 226 | | --- | --- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $133 | | Highest Price | CA $650 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near 54th-Cermak Station](https://www.expedia.ca/54th-Cermak-Station-Hotels.d6210737.Travel-Guide-Hotels) - [Adults Only Resorts & in Austin](https://www.expedia.ca/Austin-Chicago-Hotels-Adults-Only-Resorts.0-n6132238-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Austin](https://www.expedia.ca/Austin-Chicago-Hotels-All-Inclusive-Hotel.0-n6132238-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Austin](https://www.expedia.ca/Austin-Chicago-Hotels-Boutique-Hotel.0-n6132238-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Austin](https://www.expedia.ca/Austin-Chicago-Hotels-Cheap-Hotels.0-n6132238-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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