Title: Chicago Guest Houses from CA $121 | 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) # Search Guest Houses in Chicago from CA $121 - ![](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 Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago guest houses ![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/273b53b6.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 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) Bronzeville 8.8/10 Excellent (78) "My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizeth CA $103 CA $121 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![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/c0e1e78d.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 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) Bronzeville 8.8/10 Excellent (46) "Very good place,nice host " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Qiang CA $110 CA $129 total includes taxes & fees Jan 2 - Jan 3 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.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/108000000/107230000/107226500/107226405/1c564c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/43d2cb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/7bc87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Avenue Inn [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) Humboldt Park 7.0/10 Good (101) "It was a great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $46 CA $162 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Standard Suite, 1 King Bed, Park View](https://images.trvl-media.com/lodging/17000000/16660000/16651500/16651478/3f7f5d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16660000/16651500/16651478/d1527334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/17000000/16660000/16651500/16651478/b48363b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16660000/16651500/16651478/32286647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Plainfield Inn [](https://www.expedia.ca/Plainfield-Hotels-The-Plainfield-Inn.h16651478.Hotel-Information) Plainfield 9.6/10 Exceptional (155) "Parking was easy and shops/food were very close." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug CA $137 CA $152 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Plainfield-Hotels-The-Plainfield-Inn.h16651478.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=2026-01-15&endDate=2026-01-16®ionId=178248&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%2FChicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation) ## Top Chicago Hotel Reviews ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "The view really makes this hotel worth it! The bench in my room was a bit worn but other than that nice hotel and great stay " [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.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 "The room was spacious with a great view. The bathroom was also plenty bug. 4 of us stayed comfortably for the night. The fitness center is great, if a bit warm, and the pool is excellent. Location is also perfect." [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.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 "Great view of downtown Chicago, easy access to the Mart, and friendly/helpful staff " [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "." [](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![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 "Staff was great, clean, nice bed" [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Wonderful breakfast. Friendly and professionally competent staff!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Good Service " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "Very nice views." [](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.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 "Everything was amazing. We didn’t want to leave. We were greeted by Tucker at the front desk on arrival and he apologized that our original suite was unavailable so he kindly offered me an update to the presidential suite which had two bathrooms, large private bedroom with a king sized bed, a living room, dining room and an outdoor private balcony patio. It was my favorite hotel stay to date. " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ## Find out more about Chicago ## Chicago Guest Houses information | Number of reviews | 380 | | ----------------- | --------------- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $121 | | Highest Price | CA $162 | ## Frequently asked questions ### What are the most popular guest houses in Chicago according to reviews? > For travellers who appreciate modern elegance, [The Langham, Chicago](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) stands out with a stellar 9.8 rating as well. Its thoughtful design and exceptional service create a serene retreat amidst the bustling city. Whether you're visiting for business or leisure, this property provides a sophisticated ambiance that caters to all your needs. > > > Families will find [The Guesthouse Hotel](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) to be an excellent option, also rated at 9.8\. With amenities like kitchen facilities, including microwaves and stovetops, it offers the convenience of preparing meals together, making family travel easier and more enjoyable. The rooftop terrace provides a lovely space to unwind after a day of exploring, and the friendly staff are always ready to help with recommendations for family-friendly activities in the area. ### What is the nightly rate for a guest house in Chicago? ### Are there any family-friendly guest houses in Chicago? > Another noteworthy option is [The Peninsula Chicago](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information), renowned for its family-friendly atmosphere. This property offers connecting rooms and child-friendly window designs, creating a secure and spacious environment for families. The onsite babysitting services provide parents with peace of mind, allowing them to enjoy some personal time while knowing their children are in good hands. With cribs and additional bedding options available for free, The Peninsula ensures comfort and convenience for guests of all ages. > > > Lastly, [The Guesthouse Hotel](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) is a charming and practical choice for families. With complimentary cribs and amenities for children, this guest house makes traveling with little ones straightforward. The presence of a microwave allows parents to easily prepare snacks or meals, enhancing the convenience of their stay. This cozy setting has a inviting space, superb for families looking to unwind after a day of exploring the vibrant city of Chicago. ### Do guest houses in Chicago provide breakfast? > Another great option is the [SpringHill Suites by Marriott Chicago Chinatown](https://www.expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information). This guest house also provides a complimentary buffet breakfast, great for families on the go. With spacious suites that include kitchen facilities, it allows families the convenience of preparing snacks or light meals. The 24-hour fitness centre caters to all schedules, ensuring that parents can stay active while enjoying their travels. Its proximity to the historical Chinatown district offers a unique backdrop for family explorations, making it a delightful choice for those wanting to experience the culture of Chicago. > > > Whether you're traveling with children or looking for a cozy getaway, these Chicago guest houses deliver the quality and convenience that travellers appreciate. ### Can I find guest houses in Chicago that allow dogs? > [The Langham, Chicago](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) is another splendid option for dog owners. This refined property permits pets and provides thoughtful amenities, such as food and water bowls, to make your stay as comfortable as possible. Families will appreciate the spacious rooms, which include connecting rooms and free cribs for little ones. After a day of exploring the city, unwind at the on-site spa or take a dip in the indoor pool while your dog relaxes in your room. > > > For a more laid-back atmosphere, [The Guesthouse Hotel](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) is a delightful spot for dog lovers. This charming guesthouse allows dogs at no extra charge and offers a home-like ambiance with kitchen facilities and a rooftop terrace for relaxing evenings. Its family-friendly vibe is complemented by fitness amenities and free Wi-Fi, making it an ideal base for those looking to explore Chicago while enjoying the company of their four-legged friends. ### What's the difference between a Chicago guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [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) - [5 Star Hotels in The Loop ](https://www.expedia.ca/5Star-The-Loop-Chicago-Hotels.s50-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Adams-Wabash Station ](https://www.expedia.ca/Adams-Wabash-Station-Hotels.d6210258.Travel-Guide-Hotels) - [Houseboats in Adams-Wabash Station ](https://www.expedia.ca/Adams-Wabash-Station-Houseboats.d6210258-aaHouseboats.Travel-Guide-Accommodation) - 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