Title: Far Southwest Side Condo Rentals | Expedia.ca [Far Southwest Side Travel Guide](https://expedia.ca/Far-Southwest-Side.dx553248635976475353)[Hotels in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Hotels.d553248635976475353.Travel-Guide-Hotels)[Vacation Rentals in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Vacation-Rentals.d553248635976475353.Travel-Guide-VacationRentals)[Flights to Far Southwest Side](https://expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights)[Far Southwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Far-Southwest-Side.d553248635976475353.Car-Rental-Guide)[Far Southwest Side Vacation Packages](https://expedia.ca/Far-Southwest-Side.d553248635976475353.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c1b10fc2dd618159f972d6db30c06f92.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Steve Luzzo # Search Condos Rentals in Far Southwest Side - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Far Southwest Side Condo Rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/5bb478a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/e0567df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/8b428166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/870fb3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Suite/Mins to L Train /Laundry/Free Parking Oak Park 9.6/10 Exceptional (56) "Good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin C. CA $91 CA $273 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/1e525a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/e7806e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Urban Retreat Near Wrigley Field w/Parking Lakeview 10/10 Exceptional (42) "Great spot in a wonderful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasson R. CA $210 CA $630 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/15ebf54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/626fc3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/d99ed1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/09cf0e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Indoor Pool. Gym. Business Center. Schererville CA $219 CA $279 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Schererville-Hotels-Free-Breakfast-Indoor-Pool-Gym-Business-Center.h82999916.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d68966c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/f0e190e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d7d01a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/e9c1d662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field MVP Suite 1 Bedroom Apartment Lakeview 9.6/10 Exceptional (14) "We found a used razer that was left in the shower and also some dishes that didn't look like they were washed. Other than those couple of things it was clean and an extremely nice stay. We went for a concert at the wrigley stadium and were able to listen to them rehearse the day before. The walk was just across the road and we were able to walk and pick up groceries from whole foods." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clarissa CA $251 CA $934 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/4e55a309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/f9745b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/eae62ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/3a8e3a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious & Comfortable 3 Bedrooms + Bonus Room Forest Park 8.0/10 Very good (4) "The apartment was very clean and the beds and pillows were wey comfortable. We were close to lot of restaurants and my family. We stay again when we return..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joy C. CA $192 CA $685 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Spacious-Comfortable-3-Bedrooms-Bonus-Room.h116355594.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/b0d35ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/620896d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/ce65ca8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/fbd5e5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Air-Conditioned King Suite | Complimentary Breakfast York Center 8.0/10 Very good (1) CA $215 CA $273 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chicago-Hotels-Air-Conditioned-King-Suite-Complimentary-Breakfast.h115327535.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/e3a1a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/2a46ff05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/fd9d2968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/efc73b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BRCondo near Wrigley/Dtwn +FreeParking Lincoln Park 9.6/10 Exceptional (46) "Ola was an amazing host and so communicative and helpful. We loved the condo and the location. It's an amazing value for a family traveling and it was so cute and very clean. I would definitely return on my next trip back to Chicago!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kasie J. CA $296 CA $740 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Spacious-3BRCondo-Near-WrigleyDtwn-FreeParking.h83596157.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64620000/64617800/64617797/w917h683x48y0-6ac49149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/65000000/64620000/64617800/64617797/w905h683x60y0-f39307ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/65000000/64620000/64617800/64617797/150d1105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/65000000/64620000/64617800/64617797/w917h683x54y0-2119987a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts Lombard 9.2/10 Wonderful (22) "Great apartment. Very well furnished." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan R. CA $283 CA $509 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chicago-Hotels-Comfortable-Cozy-One-Bedroom-W-Washer-Dryer.h64617797.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/59f4093c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/w1055h795x5y0-32f5e83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Home Run 4 Bedroom, 2 Bathroom Lakeview 9.6/10 Exceptional (19) "Steps from Wrigley. Loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily M. CA $672 CA $1,519 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/d815e728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/8db3e70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/w1055h795x5y0-8aae4c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/e54a5b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom Lakeview 10/10 Exceptional (22) "This was perfect location for several of our friends to get together for the Mustache Crawl. Very clean and right in the middle of activities. The host was available and listing was accurate. We will stay again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah P. CA $672 CA $1,519 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/9e1f9bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/9ae093ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/b749cf49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/236e7cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully-Equipped Suite | Gym Access York Center CA $208 CA $267 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Fully-Equipped-Suite-Gym-Access.h115327527.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/87000000/86150000/86147500/86147480/089441b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86150000/86147500/86147480/b3be6fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/87000000/86150000/86147500/86147480/b4610d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86150000/86147500/86147480/fd394f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed Suite | Indoor Pool. Free Breakfast. Schererville CA $379 CA $486 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Schererville-Hotels-King-Bed-Suite-Indoor-Pool-Free-Breakfast.h86147480.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/e2fa30cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/8ebecf51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/d26c07a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/4af11984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom | Free Daily Breakfast. Indoor Pool. Schererville CA $379 CA $486 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Schererville-Hotels-2-Bedroom-Free-Daily-Breakfast-Indoor-Pool.h88274464.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/5f4153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/e3135f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/cb1524af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/73d497c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field All Star Suite 3 Bedrooms 2 Bath Lakeview 9.4/10 Exceptional (21) "Enjoyed a dinner party with friends Place was perfect Management helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vince K. CA $531 CA $1,326 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/15eb4dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/c3f716d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/79e701e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/w1055h795x5y0-30a82df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms Lakeview 9.6/10 Exceptional (26) "It’s the perfect spot to stay for events at wrigley. Even stray kids think so ;)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebekah S. CA $672 CA $1,519 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Across-From-Wrigley-Field.h34002204.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/3c71ed9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/a0078d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/73f8ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/d3d80bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms Lakeview 9.0/10 Wonderful (14) "The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vince h. CA $672 CA $1,519 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/15424f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/106ab4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/548e9e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/a6354a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully-Equipped Suite | Complimentary Breakfast York Center 2.0/10 (1) "Hotel staff were great. “Suite” was a total disaster. Carpets were at least 10 years old with holes and furniture was as old and very uncomfortable. Never would have rented this “Suite” if we knew the true condition. Online pictures paint a very different picture." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. CA $185 CA $237 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Fully-Equipped-Suite-Complimentary-Breakfast.h85478628.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=2025-11-30&endDate=2025-12-01®ionId=553248635976475353&adults=2&lodging=CONDO&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VACATION_HOME) ![](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%2FFar-Southwest-Side-Condos.d553248635976475353-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southwest-Side-Condos.d553248635976475353-aaCondos.Travel-Guide-Accommodation) ## Top Far Southwest Side Hotel Reviews ### Hotel Riu Plaza Chicago 10/10 Excellent "Beautiful new hotel. Amazing rooms and exceptional service. Best breakfast I have had at a hotel." [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ### Freehand Chicago 10/10 Excellent "Super friendly and helpful staff, environment felt warm and welcoming. The people who stay there are pretty cool as well! Rooms were clean and cozy. Would definitely stay there again if I’m in Chicago again." [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ### Eurostars Magnificent Mile 10/10 Excellent "The staff was so helpful and friendly!!!! " [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ### The Wade 10/10 Excellent "Staff was welcoming! We appreciated the engineering team for stepping in and helping us out! He was kind. Would stay again! " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "The customer service top tier!!! The rooms were extremely small but they were clean. Staff was very helpful. " [](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Centrally located by the Magnificent Mile. Plenty of shopping options. Access to both train and bus public transportation. Hotel is older but kept. Staff are friendly, efficient, abd aware of comings and goings. Always greeting you ss you leave snd return. Rooms and property are clean. Rooms are spacious for a large metro city. I have stayed at this location multiple times. Will always be my first choice. " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ### Hilton Chicago 10/10 Excellent "It was the swankiest joint I ever strayed in! I upgraded for $40 and had a room with a view of Lake Michigan! They had three restaurants/bars right in the hotel!!" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ### Aloft Chicago Mag Mile 10/10 Excellent "Everything was phenomenal with our stay. The staff went above and beyond to make our trip to Chicago a special one. I would recommend this hotel to ANYONE looking to visit the area. Looking forward to visiting again one day! " [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ### citizenM Chicago Downtown 10/10 Excellent "Modern, super European, petite but very " [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ## Find out more about Far Southwest Side ## Far Southwest Side Condo Rentals information | Number of reviews | | | --- | --- | | Accommodation | Condo Rentals | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in South Englewood](https://www.expedia.ca/1Star-South-Englewood-Chicago-Hotels.s10-n6132433-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chatham](https://www.expedia.ca/3Star-Chatham-Chicago-Hotels.s30-n6132318-0.Travel-Guide-Filter-Hotels) - [Hotels near 95th-Dan Ryan Station](https://www.expedia.ca/95th-Dan-Ryan-Station-Hotels.d6210986.Travel-Guide-Hotels) - [Cottages in 95th Street - Longwood Station](https://www.expedia.ca/95th-Street-Longwood-Station-Cottages.d553248635996309246-aaCottages.Travel-Guide-Accommodation) - 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