Title: 5 Stars Hotels in Douglas, Chicago from CA $230 - Find Cheap Douglas Hotels With 5 Stars | Expedia.ca [Douglas Travel Guide](https://expedia.ca/Chicago-Douglas.dx6132367)[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)[Douglas Car Rentals](https://expedia.ca/Car-Rentals-In-Douglas.d6132367.Car-Rental-Guide)[Douglas Vacations](https://expedia.ca/Douglas.d6132367.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/9/8c1c017cd959b9905ecf2e0485df24d8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Douglas, Chicago from CA $230 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Douglas 5 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6132367&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6132367&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132367&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132367&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Douglas 5 Star Hotels ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/743bf216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trump International Hotel & Tower Chicago Downtown Chicago 9.4/10 Exceptional (1754) "Very accommodating and friendly staff, brilliant location" CA $604 CA $709 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0c7c3240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago Downtown Chicago 9.8/10 Exceptional (1007) "Great place to stay. " CA $762 CA $894 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/acbf2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/6ca152e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peninsula Chicago Downtown Chicago 9.8/10 Exceptional (1006) "Great weekend get away" CA $875 CA $1,028 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/56d62feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/d00895ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/ee956af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago Downtown Chicago 9.4/10 Exceptional (1007) "Amazing hotel" CA $742 CA $871 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/5001f31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/cc9f9fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago Downtown Chicago 9.4/10 Exceptional (1003) "Simply love this hotel" CA $756 CA $888 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Suite, Terrace (Water Tower)](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ca3d604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/6526f50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago Downtown Chicago 9.6/10 Exceptional (1005) "beautiful room and hotel great bar!" CA $863 CA $1,013 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/8f021abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/37b7786f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ab9e9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nobu Hotel Chicago Downtown Chicago 9.4/10 Exceptional (735) "Great location, amenities and staff. " CA $644 CA $757 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/2fe2113a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/4690ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/bedaec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Chicago Downtown Chicago 9.2/10 Wonderful (1003) "Greta stay " CA $700 CA $822 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/0d225744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/43b7d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/w4000h2645x0y22-fdcb2993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/5bfebb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Chicago Downtown Chicago 9.2/10 Wonderful (77) "Nice place " CA $864 CA $1,014 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Living area](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/5df59d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa West Town 10/10 Exceptional (2) " " CA $391 CA $930 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) ![](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%2F5Star-Douglas-Chicago-Hotels.s50-n6132367-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Douglas-Chicago-Hotels.s50-n6132367-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Douglas. ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St, Chicago, IL CA $213 CA $250 total Nov 9 - Nov 10 includes taxes & fees 8.4/10 Very Good! (5,072 reviews) [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Chicago O'Hare Airport O'Hare International Airport, Chicago, IL CA $251 CA $295 total Nov 8 - Nov 9 includes taxes & fees 8.2/10 Very Good! (2,124 reviews) [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency O'Hare Chicago 9300 Bryn Mawr Ave, Rosemont, IL CA $202 CA $230 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (2,047 reviews) [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) Still don't see what you're looking for? [See all properties in Douglas.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=6132367&star=50&star=50&amenities=WATER_PARK) 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. ## Top Douglas Hotel Reviews ## Find out more about Douglas ## Five Star Hotels in Douglas There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Douglas so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Douglas and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Douglas Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Douglas The results are in, and Douglas 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Douglas! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Douglas today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Douglas? > How much you pay for a 5-star hotel in Douglas can vary based on when you decide to travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to land the best deal on a plush stay. > > > > - Search for the lowest price per night from CA $230 ### What makes a hotel 5 stars in Douglas? > Outstanding guest service is at the heart of every 5-star hotel in Douglas. From the moment you enter the lobby, staff cater to your every need, whether offering luggage assistance and storage or providing in-room beauty treatments. In addition, hotels must offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury bathrooms, saunas or spas, pools, gastronomic kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Douglas? > Find a luxurious retreat that includes your room, meals, drinks and entertainment in Douglas with our handy filter tool. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Double-check what's included in the purchase price. This way, you can take full advantage of all the premium perks from the moment you step into the lobby. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [1 Star Hotels in Chicago](https://www.expedia.ca/1Star-Chicago-Hotels.s10-0-d178248.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Far Southwest Side](https://www.expedia.ca/1Star-Far-Southwest-Side-Hotels.s10-0-d553248635976475353.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Grace Abbott Homes](https://www.expedia.ca/1Star-Grace-Abbott-Homes-Chicago-Hotels.s10-n6132393-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in North Side](https://www.expedia.ca/1Star-North-Side-Hotels.s10-0-d553248635976475406.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Sheffield and DePaul](https://www.expedia.ca/1Star-Sheffield-And-DePaul-Chicago-Hotels.s10-n553248635976474890-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in South Englewood](https://www.expedia.ca/1Star-South-Englewood-Chicago-Hotels.s10-n6132433-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Chicago](https://www.expedia.ca/2Star-Chicago-Hotels.s20-0-d178248.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Downtown Chicago](https://www.expedia.ca/2Star-Downtown-Chicago-Chicago-Hotels.s20-n6350699-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Park West](https://www.expedia.ca/2Star-Park-West-Chicago-Hotels.s20-n553248635976473582-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in The Loop](https://www.expedia.ca/2Star-The-Loop-Chicago-Hotels.s20-n800024-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chatham](https://www.expedia.ca/3Star-Chatham-Chicago-Hotels.s30-n6132318-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chicago](https://www.expedia.ca/3Star-Chicago-Hotels.s30-0-d178248.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Lincoln Park](https://www.expedia.ca/3Star-Lincoln-Park-Chicago-Hotels.s30-n6059328-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Magnificent Mile](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Loop](https://www.expedia.ca/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chicago](https://www.expedia.ca/4Star-Chicago-Hotels.s40-0-d178248.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Downtown Chicago](https://www.expedia.ca/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Lincoln Park](https://www.expedia.ca/4Star-Lincoln-Park-Chicago-Hotels.s40-n6059328-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile](https://www.expedia.ca/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northalsted](https://www.expedia.ca/4Star-Northalsted-Chicago-Hotels.s40-n6175472-0.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) - [4 Star Hotels in West Bucktown](https://www.expedia.ca/4Star-West-Bucktown-Chicago-Hotels.s40-n553248635976472789-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chicago](https://www.expedia.ca/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Douglas Park](https://www.expedia.ca/5Star-Douglas-Park-Chicago-Hotels.s50-n553248635976384191-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Downtown Chicago](https://www.expedia.ca/5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Lincoln Park](https://www.expedia.ca/5Star-Lincoln-Park-Chicago-Hotels.s50-n6059328-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile](https://www.expedia.ca/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Ranch Triangle](https://www.expedia.ca/5Star-Ranch-Triangle-Chicago-Hotels.s50-n553248635976474882-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in River North](https://www.expedia.ca/5Star-River-North-Chicago-Hotels.s50-n6350695-0.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 Arie Crown Theater](https://www.expedia.ca/Arie-Crown-Theater-Hotels.0-l6227651-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Armour Square](https://www.expedia.ca/Armour-Square-Chicago-Hotels-Boutique-Hotel.0-n6132365-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Armour Square](https://www.expedia.ca/Armour-Square-Chicago-Hotels-Cheap-Hotels.0-n6132365-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Armour Square](https://www.expedia.ca/Armour-Square-Chicago-Hotels-Historic-Hotel.0-n6132365-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Armour Square](https://www.expedia.ca/Armour-Square-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132365-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Armour Square Hotels](https://www.expedia.ca/Armour-Square-Chicago-Hotels.0-n6132365-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bridgeport](https://www.expedia.ca/Bridgeport-Chicago-Hotels-Cheap-Hotels.0-n6132075-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bridgeport](https://www.expedia.ca/Bridgeport-Chicago-Hotels-Luxury-Hotel.0-n6132075-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Bridgeport Hotels](https://www.expedia.ca/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bronzeville](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Beach-Hotel.0-n6132245-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bronzeville](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Cheap-Hotels.0-n6132245-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Bronzeville](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Family-Hotel.0-n6132245-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Bronzeville](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Historic-Hotel.0-n6132245-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bronzeville](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Luxury-Hotel.0-n6132245-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Bronzeville Hotels](https://www.expedia.ca/Bronzeville-Chicago-Hotels.0-n6132245-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Cermak-Chinatown Station](https://www.expedia.ca/Cermak-Chinatown-Station-Apart-Hotels.d6210889-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near Cermak-Chinatown Station](https://www.expedia.ca/Cermak-Chinatown-Station-Hotels.d6210889.Travel-Guide-Hotels) - [Hotels near Cermak-McCormick Place Station](https://www.expedia.ca/Cermak-McCormick-Place-Station-Hotels.d553248635996309411.Travel-Guide-Hotels) - [Aparthotels in Chicago 35th Street-Lou Jones-Bronzeville Station](https://www.expedia.ca/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Apart-Hotels.d6213376-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Chicago 35th Street-Lou Jones-Bronzeville Station](https://www.expedia.ca/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Chalets.d6213376-aaChalets.Travel-Guide-Accommodation) - [Hotels near Chicago 35th Street-Lou Jones-Bronzeville Station](https://www.expedia.ca/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Hotels.d6213376.Travel-Guide-Hotels) - [Inns in Chicago 35th Street-Lou Jones-Bronzeville Station](https://www.expedia.ca/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Inns.d6213376-aaInns.Travel-Guide-Accommodation) - [Resorts in Chicago 35th Street-Lou Jones-Bronzeville Station](https://www.expedia.ca/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Resort-Hotels.d6213376-aaResortHotels.Travel-Guide-Accommodation) - [Cheap Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Aparthotels in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Apart-Hotels.d6212776-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Bed-And-Breakfast.d6212776-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Guest-Houses.d6212776-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Hostels.d6212776-aaHostels.Travel-Guide-Accommodation) - [Hotels near Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Hotels.d6212776.Travel-Guide-Hotels) - [Inns in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Inns.d6212776-aaInns.Travel-Guide-Accommodation) - [Resorts in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Resort-Hotels.d6212776-aaResortHotels.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-All-Inclusive-Hotel.0-n6003647-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Business-Hotel.0-n6003647-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Cheap-Hotels.0-n6003647-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Family-Hotel.0-n6003647-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Historic-Hotel.0-n6003647-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Hotel-With-Early-Check-In.0-n6003647-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Luxury-Hotel.0-n6003647-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Pet-Friendly-Hotel.0-n6003647-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Red-Roof-Inn.0-n6003647-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Chinatown Hotels](https://www.expedia.ca/Chinatown-Chicago-Hotels.0-n6003647-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Dearborn Homes](https://www.expedia.ca/Dearborn-Homes-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132366-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Dearborn Homes Hotels](https://www.expedia.ca/Dearborn-Homes-Chicago-Hotels.0-n6132366-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Ida B Wells House](https://www.expedia.ca/Ida-B-Wells-House-Hotels.0-l553248621533116338-0.Travel-Guide-Filter-Hotels) - [Hotels near Illinois Institute of Technology](https://www.expedia.ca/Illinois-Institute-Of-Technology-Hotels.0-l6168375-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Indiana Station](https://www.expedia.ca/Indiana-Station-Private-Vacation-Homes.d6211032-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Lake Meadows Hotels](https://www.expedia.ca/Lake-Meadows-Chicago-Hotels.0-n553248635976478388-0.Travel-Guide-Filter-Hotels) - [Hotels near Lakefront Trail](https://www.expedia.ca/Lakefront-Trail-Hotels.0-l553248621561883133-0.Travel-Guide-Filter-Hotels) - [Hotels near McCormick Place](https://www.expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) - [Hotels near McCormick Tribune Center](https://www.expedia.ca/McCormick-Tribune-Center-Hotels.0-l553248621555594739-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Near South Side](https://www.expedia.ca/Near-South-Side-Chicago-Hotels-Beach-Hotel.0-n6132399-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Near South Side](https://www.expedia.ca/Near-South-Side-Chicago-Hotels-Cheap-Hotels.0-n6132399-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Near South Side](https://www.expedia.ca/Near-South-Side-Chicago-Hotels-Hotels-With-Free-Parking.0-n6132399-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Near South Side](https://www.expedia.ca/Near-South-Side-Chicago-Hotels-Luxury-Hotel.0-n6132399-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Near South Side](https://www.expedia.ca/Near-South-Side-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132399-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Near South Side Hotels](https://www.expedia.ca/Near-South-Side-Chicago-Hotels.0-n6132399-0.Travel-Guide-Filter-Hotels) - [Hotels near Northerly Island Natural Area](https://www.expedia.ca/Northerly-Island-Natural-Area-Hotels.0-l6125418-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Boutique-Hotel.0-n6132392-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Luxury-Hotel.0-n6132392-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Spa-Hotel.0-n6132392-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Oakland Hotels](https://www.expedia.ca/Oakland-Chicago-Hotels.0-n6132392-0.Travel-Guide-Filter-Hotels) - [Hotels near Rate Field](https://www.expedia.ca/Rate-Field-Hotels.0-l6034756-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field](https://www.expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Hotels near Wintrust Arena](https://www.expedia.ca/Wintrust-Arena-Hotels.0-l553248634328853320-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Visit Near South Side](https://www.expedia.ca/Chicago-Near-South-Side.dx6132399) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Book Hotels in Douglas on Expedia.com](https://www.expedia.com/5Star-Douglas-Chicago-Hotels.s50-n6132367-0.Travel-Guide-Filter-Hotels)