Title: Book the Best Hotels with POOL in South Chicago in 2026 | Expedia.ca [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 Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-South-Chicago.d6132199.Car-Rental-Guide)[South Chicago Vacations](https://expedia.ca/South-Chicago.d6132199.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/829/b4cf8e95-0f92-4795-af28-19f97bbf7dad.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/829/b4cf8e95-0f92-4795-af28-19f97bbf7dad.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Chicago Hotels with a Pool Tonight [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6132199&startDate=2026-01-31&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=6132199&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132199&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6132199&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Chicago hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a0ababda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/58afb443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,769 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $108 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,065 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo CA $123 CA $144 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,270 reviews) "amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anani CA $121 CA $142 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/0f103d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/e065e04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/5bee96cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown South Loop [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,837 reviews) "Always a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANN CA $105 CA $123 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,642 reviews) "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norah CA $147 CA $173 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/92caac39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7c24871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/a2db9cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/5dd90c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,708 reviews) "Would definitely stay again…location was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $137 CA $160 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/fa7d1870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/a7afe57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/e1eb307d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/20c3f16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Sonesta Chicago River North [](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (2,428 reviews) "Room was perfect, the staff was so friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $144 CA $213 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b76bffdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/6234383e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,070 reviews) "Amazing location, excellent service and great pool and hot tub. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $150 CA $216 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Indoor pool, open 5:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/a8da386d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/085d232b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/e9e7f382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) Downtown Chicago 8.8/10 Excellent (3,650 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suleman CA $170 CA $200 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/83f39cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentral Michigan Avenue [](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,066 reviews) "Best full kitchen multi-room family lodging" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee CA $148 CA $213 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15®ionId=6132199&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top South Chicago Hotel Reviews ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Amazing overall will be my go to every trip to Chicago " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "2nd time at hotel and will come again. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Great location" [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "We arrived later than planned due to the weather, but the front desk staff greeted us warmly and made us feel welcome right away. They were very friendly and kind. As always, the room was clean this has been consistent every time we stay. The bed and pillows were comfortable, and I absolutely loved the shower. Overall, it’s an all-around great hotel, and we always enjoy our stay here." [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Everything was nice, from the atmosphere to the room. I enjoyed my stay " [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Clean room, great staff, great location " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Excellent " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Everything was perfect " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in South Chicago? ### What is there to see and do in South Chicago? ### When is the best time to book a hotel with a pool in South Chicago? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Lgbt Friendly Hotels in Avalon Park ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132379-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Avalon Park ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels-Luxury-Hotel.0-n6132379-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Avalon Park Hotels ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels.0-n6132379-0.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Burnside ](https://www.expedia.ca/Burnside-Chicago-Hotels-Motel-6.0-n6132082-0--bMotel6.Travel-Guide-Filter-Hotels) - [Sage Hospitality Hotels in Calumet Heights ](https://www.expedia.ca/Calumet-Heights-Chicago-Hotels-Sage-Hospitality.0-n6132398-0--bSageHospitality.Travel-Guide-Filter-Hotels) - [Calumet Heights Hotels ](https://www.expedia.ca/Calumet-Heights-Chicago-Hotels.0-n6132398-0.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) - [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) - [B&B in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Bed-And-Breakfast.d6212837-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Guest-Houses.d6212837-aaGuestHouses.Travel-Guide-Accommodation) - [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.d6212837.Travel-Guide-Hotels) - [Hotels near Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Hotels.d6212914.Travel-Guide-Hotels) - [Vacation Homes in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Private-Vacation-Homes.d6212837-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Farmstay in Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Agritourism.d6212841-aaAgritourism.Travel-Guide-Accommodation) - [Hotels near Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Hotels.d6212841.Travel-Guide-Hotels) - [Inns in Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Inns.d6212841-aaInns.Travel-Guide-Accommodation) - [Guest Houses in Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Guest-Houses.d6212920-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Hotels.d6212882.Travel-Guide-Hotels) - [Hotels near Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Hotels.d6212920.Travel-Guide-Hotels) - [Cottages in Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Cottages.d6212922-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Guest-Houses.d6212922-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Hotels.d6212922.Travel-Guide-Hotels) - [Farmstay in Chicago 93rd Street Station ](https://www.expedia.ca/Chicago-93rd-Street-Station-Agritourism.d6212896-aaAgritourism.Travel-Guide-Accommodation) - [Hotels near Chicago 93rd Street Station ](https://www.expedia.ca/Chicago-93rd-Street-Station-Hotels.d6212896.Travel-Guide-Hotels) - [Hotels near Chicago 95th Street Station ](https://www.expedia.ca/Chicago-95th-Street-Station-Hotels.d6212924.Travel-Guide-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago ](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Green-Sustainable.0-0-d178248-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Chicago ](https://www.expedia.ca/Chicago-Hotels-Hotels-With-A-Lazy-River.0-0-d178248-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Chicago ](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Bar.0-0-d178248-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Chicago ](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Childcare.0-0-d178248-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Chicago ](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Tennis-Courts.0-0-d178248-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Mountain-Hotels.0-0-d178248-tMountainHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Shopping-Hotel.0-0-d178248-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Ski-Hotel.0-0-d178248-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Wedding-Hotels.0-0-d178248-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Winery-Hotel.0-0-d178248-tWineryHotel.Travel-Guide-Filter-Hotels) - [Chicago Hotels ](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [B&B in Chicago South Shore Station ](https://www.expedia.ca/Chicago-South-Shore-Station-Bed-And-Breakfast.d6212824-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Chicago South Shore Station ](https://www.expedia.ca/Chicago-South-Shore-Station-Hotels.d6212824.Travel-Guide-Hotels) - [Hotels near Chicago Stony Island Station ](https://www.expedia.ca/Chicago-Stony-Island-Station-Hotels.d6212811.Travel-Guide-Hotels) - [Inns in Chicago Stony Island Station ](https://www.expedia.ca/Chicago-Stony-Island-Station-Inns.d6212811-aaInns.Travel-Guide-Accommodation) - [Business Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Business-Hotel.0-n6350699-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Couples-Resorts-Hotels.0-n6350699-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Golf-Hotel.0-n6350699-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Green-Sustainable.0-n6350699-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-A-Lazy-River.0-n6350699-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Childcare.0-n6350699-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Tennis-Courts.0-n6350699-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Waterslides.0-n6350699-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Mountain-Hotels.0-n6350699-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Ski-Hotel.0-n6350699-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Waterpark-Hotels.0-n6350699-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Downtown Chicago ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Winery-Hotel.0-n6350699-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Beach-Hotel.0-n6129881-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Boutique-Hotel.0-n6129881-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Business-Hotel.0-n6129881-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Cheap-Hotels.0-n6129881-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Pet-Friendly-Hotel.0-n6129881-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [East Side Hotels ](https://www.expedia.ca/East-Side-Chicago-Hotels.0-n6129881-0.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) - [Boutique Hotels in Essex ](https://www.expedia.ca/Essex-Chicago-Hotels-Boutique-Hotel.0-n6132371-0-tBoutiqueHotel.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) - [Hotels & Resorts for Couples in Essex ](https://www.expedia.ca/Essex-Chicago-Hotels-Couples-Resorts-Hotels.0-n6132371-0-tCouplesResortsHotels.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) - [Romantic Hotels in Essex ](https://www.expedia.ca/Essex-Chicago-Hotels-Romantic-Hotel.0-n6132371-0-tRomanticHotel.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) - [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) - [Cheap Hotels in Jackson Park Highlands ](https://www.expedia.ca/Jackson-Park-Highlands-Chicago-Hotels-Cheap-Hotels.0-n6132329-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Jackson Park Highlands Hotels ](https://www.expedia.ca/Jackson-Park-Highlands-Chicago-Hotels.0-n6132329-0.Travel-Guide-Filter-Hotels) - [Hotels near Jackson Park ](https://www.expedia.ca/Jackson-Park-Hotels.0-l507388-0.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Couples-Resorts-Hotels.0-n800025-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Romantic-Hotel.0-n800025-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Waterpark-Hotels.0-n800025-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Winery-Hotel.0-n800025-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Pullman ](https://www.expedia.ca/Pullman-Chicago-Hotels-Cheap-Hotels.0-n6132172-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Pullman ](https://www.expedia.ca/Pullman-Chicago-Hotels-Luxury-Hotel.0-n6132172-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Cheap-Hotels.0-n6132287-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Luxury-Hotel.0-n6132287-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Spa-Hotel.0-n6132287-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South Deering ](https://www.expedia.ca/South-Deering-Chicago-Hotels-Beach-Hotel.0-n159875-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Shore ](https://www.expedia.ca/South-Shore-Chicago-Hotels-Cheap-Hotels.0-n6132437-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in South Shore ](https://www.expedia.ca/South-Shore-Chicago-Hotels-Hotel-With-Pool.0-n6132437-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [South Shore Hotels ](https://www.expedia.ca/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.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) - [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) - [Chatham Fields Vacations ](https://www.expedia.ca/Chatham-Fields.d6132323.Destination-Travel-Guides) - [Visit East Side ](https://www.expedia.ca/Chicago-East-Side.dx6129881) - [Car rentals near Rainbow Beach ](https://www.expedia.ca/Car-Rentals-In-Rainbow-Beach.d553248635983994520.Car-Rental-Guide) - [Book Hotels in South Chicago on Expedia.com ](https://www.expedia.com/South-Chicago-Chicago-Hotels-Hotel-With-Pool.0-n6132199-0-tHotelwithPool.Travel-Guide-Filter-Hotels)