Title: 4 Stars Hotels in Kenwood, Chicago from CA $167 - Find Cheap Kenwood Hotels With 4 Stars | Expedia.ca [Kenwood Travel Guide](https://expedia.ca/Chicago-Kenwood.dx6132343)[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)[Kenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Kenwood.d6132343.Car-Rental-Guide)[Kenwood Vacations](https://expedia.ca/Kenwood.d6132343.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c96faeb4027380ae39b3c345c19d58bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marc Jacobs # 4 Stars Hotels in Kenwood, Chicago from CA $167 ![](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 Kenwood 4 Star Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2025-10-18&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2025-10-19&endDate=2025-10-20&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kenwood 4 Star Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/896a6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/0a522c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1faa6c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown River North Downtown Chicago 8.6/10 Excellent (5111) "Great place, good breakfast and the location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NATIA CA $201 CA $236 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Daily full breakfast (USD 27.76 per person)](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Double Beds Premier Tower](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/aa7843d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/57e178a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite Premier Tower](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/87025041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency O'Hare Chicago O'Hare 8.8/10 Excellent (2078) "Had a very nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn CA $202 CA $230 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/ccacdd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/22cb8b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/43039f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warwick Allerton - Chicago Downtown Chicago 8.4/10 Very good (2937) "The lodging was super nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trudie CA $129 CA $193 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b59ebdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/95d420ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b6033176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Chicago Downtown Chicago 9.4/10 Exceptional (1113) "great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. David R. CA $329 CA $444 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/ea1f0698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/fbf72db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/c8521e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swissotel - Chicago Downtown Chicago 9.0/10 Wonderful (2886) "Hotel was clean and staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro CA $217 CA $296 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/ec9ee4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/dffcca17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/16c54b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Allegro Royal Sonesta Hotel Chicago Loop Downtown Chicago 9.0/10 Wonderful (2146) "Very kind staff, nice amenities, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ARRY CA $167 CA $241 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/5ea33759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/2d37be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/bab7a943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Downtown Chicago 9.0/10 Wonderful (1424) "Wonderful Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) catherine CA $116 CA $178 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Claridge-House.h22684.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Chicago Downtown Downtown Chicago 9.2/10 Wonderful (3962) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherry CA $172 CA $201 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Downtown Chicago 9.4/10 Exceptional (2611) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry William CA $206 CA $282 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/4df3bcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago Downtown Chicago 9.4/10 Exceptional (3392) "Great location and hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $331 CA $430 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/89e1318d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/fcdb86cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/42397db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Chicago Magnificent Mile by IHG Downtown Chicago 9.0/10 Wonderful (2507) "great location nice hotel ..super clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) taya CA $321 CA $422 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago 9.4/10 Exceptional (2199) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilles CA $223 CA $310 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/9097f753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d2b26aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/279c3768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile Downtown Chicago 8.2/10 Very good (2286) "Great stay and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $113 CA $175 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago Downtown Chicago 8.4/10 Very good (2268) "We loved this hotel it was beautiful and convenient . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $251 CA $336 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Accessible | Living room](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LondonHouse Chicago, Curio Collection by Hilton Downtown Chicago 9.4/10 Exceptional (3382) "Beautiful hotel! Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $244 CA $287 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/ca08eac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fea423fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Sonesta Chicago Downtown Downtown Chicago 9.4/10 Exceptional (3022) "Excellent hotel, great staff and perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farid CA $205 CA $285 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Presidential Suite, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6b950e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/9501d1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b30068ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Chicago Magnificent Mile Downtown Chicago 9.4/10 Exceptional (2171) "Nice place polite staff, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stefan CA $339 CA $440 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/7e178380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, body treatments, facials, 2 treatment rooms, massages](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/b376d4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/798cdd6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Chicago at Millennium Park Downtown Chicago 8.6/10 Excellent (2001) "Perfect location, very clean, super comfy bed + pillows! Would stay there again! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Suzanna CA $356 CA $459 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/d36b65bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/c12c78f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago Downtown Chicago 9.0/10 Wonderful (2184) "It was an amazing stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristy S CA $208 CA $245 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/19b0236f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/9378ca8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/aaae0504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Kitchenette](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/01e59f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Quarters Hotel, Central Loop, Chicago Downtown Chicago 8.8/10 Excellent (3356) "Great location, nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $142 CA $167 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.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%2F4Star-Kenwood-Chicago-Hotels.s40-n6132343-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Kenwood-Chicago-Hotels.s40-n6132343-0.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Kenwood. ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Langham, Chicago 330 North Wabash Avenue, Chicago, IL CA $701 CA $823 total Nov 16 - Nov 17 includes taxes & fees 9.6/10 Exceptional! (1,007 reviews) [](https://expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Trump International Hotel & Tower Chicago 401 N Wabash Ave, Chicago, IL CA $605 CA $710 total Nov 2 - Nov 3 includes taxes & fees 9.4/10 Exceptional! (1,764 reviews) [](https://expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Four Seasons Hotel Chicago 120 East Delaware Place, Chicago, IL CA $743 CA $872 total Nov 2 - Nov 3 includes taxes & fees 9.4/10 Exceptional! (1,007 reviews) [](https://expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) Still don't see what you're looking for? [See all properties in Kenwood.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®ionId=6132343&star=40&star=40&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 Kenwood Hotel Reviews ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "I was there for the marathon and had a shared female room — the three others ended up being runners too, which was great. The location is fun and lively, but my room on the 9th floor was quiet. The staff were really nice — one of them even lent me his luck for the locker and gave me a card for the train. Very close to the start line. Amazing shopping and restaurants around. Loved it!" [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Perfect. Everything was great" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Excellent hotel, the room was large and comfortable, breakfast was great and the hotel conditions perfect " [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Just a good place to stay " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.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 "Nice and convenient place. Unique atmosphere " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "We did the corner suite and it was amazing waking up with the sunrise over the lake. " [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "This was perfect for Chicago Marathon. Good proximity to start and finish (about a mile) and was excellent location for spectating. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![River Hotel](//images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "Clean, comfortable room. Great view of the river. Great location. Staff was amazing. Great trip!" [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![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 "Breakfast was great! " [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ## Frequently asked questions ### What are the best 4-star hotels in Kenwood? > When you book your visit to [Sophy Hyde Park](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information), you can count on outstanding service, comfortable bedding and plenty of amenities. This 4-star hotel conveniently located around Kenwood consistently receives high praise from our guests. ### How much does it cost to stay in a 4-star hotel in Kenwood? > To book a 4-star hotel in Kenwood that fits your budget, take advantage of Expedia's sort and search filters. Take a look at the available options during your vacation dates and use our pricing filter to set your limit. You can also list your results by the most economical retreat first. > > > > - Search for the lowest price from CA $710 ### What's the difference between 5-star and 4-star hotels in Kenwood? > Offering a welcoming traveller experience and upmarket surroundings, 4-star hotels are a fabulous option for your Kenwood break. These types of stays generally feature lots of useful amenities that make it easy to unpack and relax — think pillowtop mattresses, pools and restaurants. Or live in the lap of luxury at a 5-star hotel designed to pamper with exclusive perks and amenities. Concierge assistance, complimentary toiletries and gourmet dining are typically featured at these swanky properties. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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 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) - [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) - [B&B in Chicago 47th Street Station](https://www.expedia.ca/Chicago-47th-Street-Station-Bed-And-Breakfast.d6212783-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Chicago 47th Street Station](https://www.expedia.ca/Chicago-47th-Street-Station-Hotels.d6212783.Travel-Guide-Hotels) - [Guest Houses in Chicago 51st-53rd Street Station](https://www.expedia.ca/Chicago-51st-53rd-Street-Station-Guest-Houses.d6212787-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago 51st-53rd Street Station](https://www.expedia.ca/Chicago-51st-53rd-Street-Station-Hotels.d6212787.Travel-Guide-Hotels) - [Resorts in Chicago 51st-53rd Street Station](https://www.expedia.ca/Chicago-51st-53rd-Street-Station-Resort-Hotels.d6212787-aaResortHotels.Travel-Guide-Accommodation) - [Guest Houses in Chicago 55th-56th-57th Street Station](https://www.expedia.ca/Chicago-55th-56th-57th-Street-Station-Guest-Houses.d6212797-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago 55th-56th-57th Street Station](https://www.expedia.ca/Chicago-55th-56th-57th-Street-Station-Hotels.d6212797.Travel-Guide-Hotels) - [Resorts in Chicago 55th-56th-57th Street Station](https://www.expedia.ca/Chicago-55th-56th-57th-Street-Station-Resort-Hotels.d6212797-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Chicago 59th Street Station](https://www.expedia.ca/Chicago-59th-Street-Station-Hotels.d6212800.Travel-Guide-Hotels) - [Inns in Chicago 59th Street Station](https://www.expedia.ca/Chicago-59th-Street-Station-Inns.d6212800-aaInns.Travel-Guide-Accommodation) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hotels.0-l6064043-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near DuSable Museum of African-American History](https://www.expedia.ca/DuSable-Museum-Of-African-American-History-Hotels.0-l6065113-0.Travel-Guide-Filter-Hotels) - [East Hyde Park Hotels](https://www.expedia.ca/East-Hyde-Park-Chicago-Hotels.0-n553248635976384151-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Grand Boulevard](https://www.expedia.ca/Grand-Boulevard-Chicago-Hotels-Adults-Only-Resorts.0-n6132310-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Grand Boulevard Hotels](https://www.expedia.ca/Grand-Boulevard-Chicago-Hotels.0-n6132310-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n117842-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Beach-Hotel.0-n117842-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Boutique-Hotel.0-n117842-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Cheap-Hotels.0-n117842-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Family-Hotel.0-n117842-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Historic-Hotel.0-n117842-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotel-With-Early-Check-In.0-n117842-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n117842-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Kitchenettes.0-n117842-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hyatt-Hotels.0-n117842-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-La-Quinta-Inn-Suites.0-n117842-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Luxury-Hotel.0-n117842-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Oceanfront-Hotels.0-n117842-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Pet-Friendly-Hotel.0-n117842-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Spa-Hotel.0-n117842-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hyde Park Hotels](https://www.expedia.ca/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels) - [Hotels near Hyde Park Hair Salon](https://www.expedia.ca/Hyde-Park-Hair-Salon-Hotels.0-l553248621533116334-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Indiana Station](https://www.expedia.ca/Indiana-Station-Private-Vacation-Homes.d6211032-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Midway Plaisance](https://www.expedia.ca/Midway-Plaisance-Hotels.0-l6069199-0.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 Oriental Institute Museum](https://www.expedia.ca/Oriental-Institute-Museum-Hotels.0-l6069227-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in South Side](https://www.expedia.ca/South-Side-Condos.d553248635074842823-aaCondos.Travel-Guide-Accommodation) - [Adults Only Resorts & in South Side](https://www.expedia.ca/South-Side-Hotels-Adults-Only-Resorts.0-0-d553248635074842823-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Boutique-Hotel.0-0-d553248635074842823-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Club Quarters Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Club-Quarters.0-0-d553248635074842823--bClubQuarters.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in South Side](https://www.expedia.ca/South-Side-Hotels-Hotel-With-Early-Check-In.0-0-d553248635074842823-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Free-Parking.0-0-d553248635074842823-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248635074842823-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-LGBT-Friendly-Hotel.0-0-d553248635074842823-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Loews Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Loews.0-0-d553248635074842823--bLoews.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Motel-6.0-0-d553248635074842823--bMotel6.Travel-Guide-Filter-Hotels) - [Sonesta Hotel in South Side](https://www.expedia.ca/South-Side-Hotels-Sonesta-Hotel.0-0-d553248635074842823--bSonestaHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Spa-Hotel.0-0-d553248635074842823-tSpaHotel.Travel-Guide-Filter-Hotels) - [South Side Hotels](https://www.expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels) - [Motels in South Side](https://www.expedia.ca/South-Side-Motels.d553248635074842823-aaMotels.Travel-Guide-Accommodation) - [Resorts in South Side](https://www.expedia.ca/South-Side-Resort-Hotels.d553248635074842823-aaResortHotels.Travel-Guide-Accommodation) - [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) - [Washington Park Hotels](https://www.expedia.ca/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [Washington Park Court Hotels](https://www.expedia.ca/Washington-Park-Court-Chicago-Hotels.0-n6132200-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Park](https://www.expedia.ca/Washington-Park-Hotels.0-l507383-0.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 Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922) - [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction) - [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction) - [Visit South Side](https://www.expedia.ca/South-Side.dx553248635074842823) - [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide) - [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers) - [Book Hotels in Kenwood on Expedia.com](https://www.expedia.com/4Star-Kenwood-Chicago-Hotels.s40-n6132343-0.Travel-Guide-Filter-Hotels)