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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 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 Next weekend [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 weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-01-16&endDate=2026-01-18&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) ![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) ![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) ### Condo in Oak Park 9.6/10 Exceptional (56) "Good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin C. CA $93 CA $278 total includes taxes & fees Nov 24 - Nov 25 [](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) ![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) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/04e27943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in 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 $609 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.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) ![Living area](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d7d01a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/9796e9bd.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) ### Condo in 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 $250 CA $932 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h34913312.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) ![Lobby](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/532844c6.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) ![Interior](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/d99ed1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Schererville CA $218 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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/b0d35ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/54265791.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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/ce65ca8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in York Center 8.0/10 Very good (1) CA $215 CA $274 total includes taxes & fees Nov 29 - Nov 30 [](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) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/277a5465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in 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 $295 CA $738 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Spacious-3BRCondo-Near-WrigleyDtwn-FreeParking.h83596157.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/w1027h683x0y0-a1ee224b.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) ![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) ### Condo in 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 $236 CA $747 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicago-Hotels-Spacious-Comfortable-3-Bedrooms-Bonus-Room.h116355594.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) ![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) ![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) ### Condo in Lombard 9.2/10 Wonderful (22) "We stayed from just before Thanksgiving to just after Christmas. The location was perfect for us - it was almost an exact central point in relation to our families scattered around the suburbs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael F. CA $282 CA $503 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Comfortable-Cozy-One-Bedroom-W-Washer-Dryer.h64617797.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/e54a5b4a.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) ### Condo in Lakeview 10/10 Exceptional (22) "Perfect for a small group attending a Wrigley event. Very comfortable beds. Very open great room with view of the stadium across the street. Would absolutely rent again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $670 CA $1,536 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.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) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/66d4fb68.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) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Lakeview 9.6/10 Exceptional (19) "Would definitely stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrique CA $670 CA $1,536 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.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) ![Dining](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/236e7cd9.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) ![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) ### Condo in York Center CA $207 CA $266 total includes taxes & fees Nov 29 - Nov 30 [](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) ![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/b3be6fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86147500/86147480/5099ab10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Schererville CA $378 CA $484 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) ![Interior](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/4af11984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88280000/88274500/88274464/3d98c624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Schererville CA $378 CA $484 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) ![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) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/881a5b51.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) ### Condo in 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 $530 CA $1,339 total includes taxes & fees Nov 24 - Nov 25 [](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/35000000/34010000/34002300/34002204/931c944e.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) ### Condo in Lakeview 9.6/10 Exceptional (26) "The location was amazing! Comfortable beds and easy access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald N. CA $670 CA $1,536 total includes taxes & fees Nov 24 - Nov 25 [](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) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/81bc10e5.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) ![Living area](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/a0078d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in 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 $670 CA $1,536 total includes taxes & fees Nov 24 - Nov 25 [](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) ![Exterior](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/548e9e3f.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) ![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) ### Condo in 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 Dec 15 - Dec 16 [](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=2025-12-04&endDate=2025-12-05®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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) Cabins [](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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CABIN) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&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 ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Awesome stay" [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![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 "The view from my room was absolutely amazing. This is one of the very few hotels whose view looks directly DOWN the river. Not at the river like legitimately looks down the river when you look straight out of your hotel room. It’s amazing. The rooms are a bit dated but the price was right for what we paid. There’s no pool which was disappointing but the location is 10/10. Parking is kinda expensive but honestly just having a car in Chicago is expensive in general. Their parking valet service worked well and they always had my car ready within about 15 min. " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![citizenM Chicago Downtown](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "The hotel was beautiful! Different, convenient and right in the middle of everything! Would definitely stay again!" [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "The staff, including the front desk and housekeeping, were very helpful and positive." [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Good location, easily walkable " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.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 "Great location. Fantastic staff. Breakfast was absolutely amazing. Only issue we had was insufficient bath towels and front desk resolved this quickly. I would gladly stay here again without a doubt" [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "We didn't have breakfast, but we did have coffee and it was great" [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "The room was clean, we got an unexpected upgrade, which was lovely." [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.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 "Everything was very good. There was a slight mildew odor when we got to our room. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.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) - [Hotels near Abbott Park](https://www.expedia.ca/Abbott-Park-Hotels.0-l553248621555594773-0.Travel-Guide-Filter-Hotels) - 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