Title: 5 Stars Hotels in South Englewood, Chicago from CA $188 - Find Cheap South Englewood Hotels With 5 Stars | Expedia.ca [South Englewood Travel Guide](https://expedia.ca/South-Englewood.dx6132433)[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)[South Englewood Car Rentals](https://expedia.ca/Car-Rentals-In-South-Englewood.d6132433.Car-Rental-Guide)[South Englewood Vacations](https://expedia.ca/South-Englewood.d6132433.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in South Englewood, Chicago from CA $188 ![](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 South Englewood 5 Star Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6132433&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6132433&startDate=2025-10-31&endDate=2025-11-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6132433&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6132433&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Englewood 5 Star Hotels ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Suite, 1 Bedroom, Lake View](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/9a653c17.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) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago Downtown Chicago 9.8/10 Exceptional (1018) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn CA $698 CA $819 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![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) ![Gym](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4f5517f6.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) ![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 (1756) "Very accommodating and friendly staff, brilliant location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Aaron CA $601 CA $706 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/d00895ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago Downtown Chicago 9.4/10 Exceptional (999) "Amazing hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $683 CA $802 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.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) ![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) ![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) ### The Peninsula Chicago Downtown Chicago 9.8/10 Exceptional (1025) "Amazing rooms, walkable to shopping and restaurants. Great rooftop bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $802 CA $941 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.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) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/9baa79de.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) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago Downtown Chicago 9.4/10 Exceptional (1001) "Simply love this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laura CA $658 CA $772 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.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) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/37b7786f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/82915bb7.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 (742) "Great location, amenities and staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $483 CA $567 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ca3d604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago Downtown Chicago 9.6/10 Exceptional (1000) "beautiful room and hotel great bar!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ravi CA $690 CA $810 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.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) ![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) ![Interior detail](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/75bfc3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Chicago Downtown Chicago 9.2/10 Wonderful (1001) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $619 CA $727 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/5bfebb1a.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) ### The St. Regis Chicago Downtown Chicago 9.2/10 Wonderful (77) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $647 CA $760 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/3b336ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa West Town 10/10 Exceptional (2) " " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tomonobu CA $396 CA $935 total includes taxes & fees Nov 3 - Nov 4 [](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-South-Englewood-Chicago-Hotels.s50-n6132433-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Englewood-Chicago-Hotels.s50-n6132433-0.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 South Englewood. ![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 $177 CA $207 total Nov 16 - Nov 17 includes taxes & fees 8.4/10 Very Good! (5,162 reviews) [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.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 $165 CA $188 total Nov 24 - Nov 25 includes taxes & fees 8.6/10 Excellent! (2,106 reviews) [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Warwick Allerton - Chicago 701 North Michigan Avenue, Chicago, IL CA $128 CA $192 total Nov 24 - Nov 25 includes taxes & fees 8.4/10 Very Good! (2,938 reviews) [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) Still don't see what you're looking for? [See all properties in South Englewood.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&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=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=6132433&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 South Englewood Hotel Reviews ## Find out more about South Englewood ## Five Star Hotels in South Englewood 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 South Englewood 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 South Englewood and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in South Englewood 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 South Englewood The results are in, and South Englewood 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 South Englewood! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in South Englewood 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 South Englewood? > How much you pay for a 5-star hotel in South Englewood can vary according to what time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to find the best rate on an indulgent stay. > > > > - Search for the lowest price per night from CA $188 ### What makes a hotel 5 stars in South Englewood? > In South Englewood, a hotel must provide a certain amount of high-end conveniences to earn a 5-star rating. These can include on-site gyms, saunas and spas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their superior standard of service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer thoughtful touches such as welcome gifts. ### Are there any 5-star all-inclusive resorts in South Englewood? > Find an upscale escape that includes your lodging, meals, drinks and entertainment in South Englewood with the help of our filters. Search for resorts with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the purchase price. That 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 - Cars - Vacation Rental - [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 Gano](https://www.expedia.ca/1Star-Gano-Chicago-Hotels.s10-n6132380-0.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) - [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 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 Chicago Ridge](https://www.expedia.ca/3Star-Chicago-Ridge-Hotels.s30-0-d89160.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 Burnham](https://www.expedia.ca/4Star-Burnham-Hotels.s40-0-d6132081.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 The Loop](https://www.expedia.ca/4Star-The-Loop-Chicago-Hotels.s40-n800024-0.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 Cookes Subdivision](https://www.expedia.ca/5Star-Cookes-Subdivision-Chicago-Hotels.s50-n6132361-0.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 Harvey](https://www.expedia.ca/5Star-Harvey-Hotels.s50-0-d8292.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 North Harvey](https://www.expedia.ca/5Star-North-Harvey-Hotels.s50-0-d6132360.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Riverside](https://www.expedia.ca/5Star-North-Riverside-Hotels.s50-0-d6132147.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 Ashland-63rd Station](https://www.expedia.ca/Ashland-63rd-Station-Hotels.d6211065.Travel-Guide-Hotels) - [Auburn Gresham Hotels](https://www.expedia.ca/Auburn-Gresham-Chicago-Hotels.0-n553248635976386802-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chatham](https://www.expedia.ca/Chatham-Chicago-Hotels-Cheap-Hotels.0-n6132318-0-tCheapHotels.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) - [Chatham Hotels](https://www.expedia.ca/Chatham-Chicago-Hotels.0-n6132318-0.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) - [Hotels near Chicago 75th Street Station](https://www.expedia.ca/Chicago-75th-Street-Station-Hotels.d6212910.Travel-Guide-Hotels) - [Guest Houses in Chicago 79th Street Station](https://www.expedia.ca/Chicago-79th-Street-Station-Guest-Houses.d6212914-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago 79th Street Station](https://www.expedia.ca/Chicago-79th-Street-Station-Hotels.d6212914.Travel-Guide-Hotels) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Beach Hotel Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Beach-Hotel.0-n6132188-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Boutique-Hotel.0-n6132188-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Family-Hotel.0-n6132188-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Hotel-With-Pool.0-n6132188-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Hotels-With-Bar.0-n6132188-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132188-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Romantic-Hotel.0-n6132188-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chicago Lawn](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Spa-Hotel.0-n6132188-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chicago Lawn Hotels](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels.0-n6132188-0.Travel-Guide-Filter-Hotels) - [Hotels near Cottage Grove Station](https://www.expedia.ca/Cottage-Grove-Station-Hotels.d6211061.Travel-Guide-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near DuSable Museum of African-American History](https://www.expedia.ca/DuSable-Museum-Of-African-American-History-Hotels.0-l6065113-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Englewood](https://www.expedia.ca/Englewood-Chicago-Hotels-Cheap-Hotels.0-n101911-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Englewood Hotels](https://www.expedia.ca/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Beach-Hotel.0-n6132371-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Best-Western.0-n6132371-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Cheap-Hotels.0-n6132371-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Luxury-Hotel.0-n6132371-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Essex](https://www.expedia.ca/Essex-Chicago-Hotels-Spa-Hotel.0-n6132371-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Essex Hotels](https://www.expedia.ca/Essex-Chicago-Hotels.0-n6132371-0.Travel-Guide-Filter-Hotels) - [Apartments in Far Southwest Side](https://www.expedia.ca/Far-Southwest-Side-Apartments.d553248635976475353-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Far Southwest Side](https://www.expedia.ca/Far-Southwest-Side-Condos.d553248635976475353-aaCondos.Travel-Guide-Accommodation) - [La Quinta Inn & Suites Hotels in Far Southwest Side](https://www.expedia.ca/Far-Southwest-Side-Hotels-La-Quinta-Inn-Suites.0-0-d553248635976475353--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Sage Hospitality Hotels in Garden Homes](https://www.expedia.ca/Garden-Homes-Chicago-Hotels-Sage-Hospitality.0-n6132381-0--bSageHospitality.Travel-Guide-Filter-Hotels) - [Hotels near Garfield Station](https://www.expedia.ca/Garfield-Station-Hotels.d6210926.Travel-Guide-Hotels) - [Inns in Garfield Station](https://www.expedia.ca/Garfield-Station-Inns.d6210926-aaInns.Travel-Guide-Accommodation) - [Family Hotels in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Family-Hotel.0-n6132273-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Hotel-With-Pool.0-n6132273-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Greater Grand Crossing](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132273-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Greater Grand Crossing Hotels](https://www.expedia.ca/Greater-Grand-Crossing-Chicago-Hotels.0-n6132273-0.Travel-Guide-Filter-Hotels) - [B&B in Halsted Station](https://www.expedia.ca/Halsted-Station-Bed-And-Breakfast.d6211063-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Halsted Station](https://www.expedia.ca/Halsted-Station-Hotels.d6211063.Travel-Guide-Hotels) - [B&B in King Drive Station](https://www.expedia.ca/King-Drive-Station-Bed-And-Breakfast.d6211057-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near King Drive Station](https://www.expedia.ca/King-Drive-Station-Hotels.d6211057.Travel-Guide-Hotels) - [Hotels near Midway Plaisance](https://www.expedia.ca/Midway-Plaisance-Hotels.0-l6069199-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Chicago](https://www.expedia.ca/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Chicago Medicine](https://www.expedia.ca/University-Of-Chicago-Medicine-Hotels.0-l553248635389801569-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n171466-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Boutique-Hotel.0-n171466-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Cheap-Hotels.0-n171466-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Luxury-Hotel.0-n171466-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Washington Park Hotels](https://www.expedia.ca/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Park](https://www.expedia.ca/Washington-Park-Hotels.0-l507383-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in West Englewood](https://www.expedia.ca/West-Englewood-Chicago-Hotels-Cheap-Hotels.0-n6132412-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [West Englewood Hotels](https://www.expedia.ca/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Cheap-Hotels.0-n6132422-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6132422-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Luxury-Hotel.0-n6132422-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Woodlawn Hotels](https://www.expedia.ca/Woodlawn-Chicago-Hotels.0-n6132422-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Far Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Chatham Fields Vacations](https://www.expedia.ca/Chatham-Fields.d6132323.Destination-Travel-Guides) - [Visit Chicago Lawn](https://www.expedia.ca/Chicago-Chicago-Lawn.dx6132188) - [Visit Englewood](https://www.expedia.ca/Chicago-Englewood.dx101911) - [Visit Greater Grand Crossing](https://www.expedia.ca/Chicago-Greater-Grand-Crossing.dx6132273) - [Alamo Rent A Car Rental Cars in Far Southwest Side](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Far-Southwest-Side.d553248635976475353-c6.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Far Southwest Side](https://www.expedia.ca/Payless-Car-Rentals-In-Far-Southwest-Side.d553248635976475353-c38.Car-Rental-Guide-Suppliers) - [Far Southwest Side Vacation Rentals](https://www.expedia.ca/Far-Southwest-Side-Vacation-Rentals.d553248635976475353.Travel-Guide-VacationRentals)