Title: Best Southwest Side Condo Rental in 2026 | Expedia.co.uk [Southwest Side Travel Guide](https://expedia.co.uk/Southwest-Side.dx553248635976475403)[Hotels in Southwest Side](https://expedia.co.uk/Southwest-Side-Hotels.d553248635976475403.Travel-Guide-Hotels)[Holiday Rentals in Southwest Side](https://expedia.co.uk/Southwest-Side-Holiday-Rentals.d553248635976475403.Travel-Guide-HolidayRentals)[Flights to Southwest Side](https://expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Southwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southwest-Side.d553248635976475403.Car-Hire-Guide)[Southwest Side Holidays](https://expedia.co.uk/Southwest-Side.d553248635976475403.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by by Midway Intl Airport ![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Side condo rentals ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/f8b770f6.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/w3000h1869x0y131-9607ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/822df8f5.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) ### Chic Suite/Mins to L Train /Laundry/Free Parking [](https://www.expedia.co.uk/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information) Oak Park 9.6/10 Exceptional (60 reviews) "Comfortable bed, spacious rooms and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael W. £147 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information) ![Paper towels](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h677x0y3-d728bf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-3dec758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-13685302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h677x0y3-8b061d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just remodeled apartment close to airport and mall [](https://www.expedia.co.uk/Chicago-Hotels-Just-Remodeled-Apartment-Close-To-Airport-And-Mall.h90893149.Hotel-Information) Elk Grove Village 10/10 Exceptional (16 reviews) "Very nice place to stay in secure neighborhood " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina F. £193 includes taxes & fees 3 Apr - 4 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Just-Remodeled-Apartment-Close-To-Airport-And-Mall.h90893149.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/65000000/64620000/64617800/64617797/5502dc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/65000000/64620000/64617800/64617797/150d1105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-One-Bedroom.h64617797.Hotel-Information) Lombard 9.2/10 Wonderful (22 reviews) "Good location, clean, and very well kept" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David A. £262 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-One-Bedroom.h64617797.Hotel-Information) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/1504e9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/fb8140c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/e6a70047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/7dd36329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking [](https://www.expedia.co.uk/Chicago-Hotels-MDRN-Kid-Friendly-AptCharmingPrivateSunnyFast-Wi-Fi-Parking.h90125808.Hotel-Information) South Evanston 9.6/10 Exceptional (26 reviews) "The apartment is warm and cozy, plenty of space. The host was very responsive throughout. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vernon S. £385 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Chicago-Hotels-MDRN-Kid-Friendly-AptCharmingPrivateSunnyFast-Wi-Fi-Parking.h90125808.Hotel-Information) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/2146175e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/21d3545d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Chic Urban Retreat Near Wrigley Field w/Parking [](https://www.expedia.co.uk/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information) Lakeview 10/10 Exceptional (49 reviews) "Great spot in a wonderful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasson R. £282 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059100/115059038/cd46c40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115060000/115059100/115059038/92350f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/116000000/115060000/115059100/115059038/d77efe88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/116000000/115060000/115059100/115059038/948fbc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago [](https://www.expedia.co.uk/Chicago-Hotels-ModernFarmHouseChicago-Spacious-3-Bedroom-Condo-Near-Downtown-Chicago.h115059038.Hotel-Information) Kenwood £327 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-ModernFarmHouseChicago-Spacious-3-Bedroom-Condo-Near-Downtown-Chicago.h115059038.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123190000/123181700/123181684/2535800a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123190000/123181700/123181684/45796b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123190000/123181700/123181684/8825b812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123190000/123181700/123181684/a9b32b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-2-Bedroom-Condo-Easy-Drive-To-Downtown-Chicago-Midway-Airport.h123181684.Hotel-Information) Stickney 9.0/10 Wonderful (2 reviews) "100% recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana Maria I. £241 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-2-Bedroom-Condo-Easy-Drive-To-Downtown-Chicago-Midway-Airport.h123181684.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100230000/100222700/100222658/2440f3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100230000/100222700/100222658/633e45f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/101000000/100230000/100222700/100222658/02bd00a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100230000/100222700/100222658/9e833408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heart of Chicago burbs 20 mins to airport 35 mins to the city. Business&pleasure [](https://www.expedia.co.uk/Chicago-Hotels-Heart-Of-Chicago-Burbs-20-Mins-To-Airport-35-Mins-To-The-City-Businesspleasure.h100222658.Hotel-Information) Wood Dale £169 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Heart-Of-Chicago-Burbs-20-Mins-To-Airport-35-Mins-To-The-City-Businesspleasure.h100222658.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/40eab497.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/116000000/115330000/115327600/115327527/315f6012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327527/9e1f9bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully-Equipped Suite | Gym Access [](https://www.expedia.co.uk/Chicago-Hotels-Fully-Equipped-Suite-Gym-Access.h115327527.Hotel-Information) York Center £137 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Fully-Equipped-Suite-Gym-Access.h115327527.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/cb1524af.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/34000000/33970000/33962200/33962122/2c42d6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/e19d134a.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) ### Wrigley Field All Star Suite 3 Bedrooms 2 Bath [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information) Lakeview 9.4/10 Exceptional (22 reviews) "Everything was excellent. Highly recommended!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald S. £713 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.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) ![Bathroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/e9c1d662.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) ### Wrigley Field MVP Suite 1 Bedroom Apartment [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information) Lakeview 9.6/10 Exceptional (14 reviews) "Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curt M. £502 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information) ![Smart TV, fireplace, video game console, books](https://images.trvl-media.com/lodging/74000000/73570000/73569200/73569123/88c4d702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/74000000/73570000/73569200/73569123/5d3d56c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video game console, books](https://images.trvl-media.com/lodging/74000000/73570000/73569200/73569123/cfdd6907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73569200/73569123/w1280h872x0y31-19c53dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown [](https://www.expedia.co.uk/Chicago-Hotels-Large-Chicago-3BR3BA-Sleeps-7-Near-Downtown.h73569123.Hotel-Information) West Town 10/10 Exceptional (34 reviews) "Clean and convenient location for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony D. £611 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Large-Chicago-3BR3BA-Sleeps-7-Near-Downtown.h73569123.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/w1055h795x5y0-32f5e83c.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) ### Wrigley Field Home Run 4 Bedroom, 2 Bathroom [](https://www.expedia.co.uk/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information) Lakeview 9.6/10 Exceptional (20 reviews) "Would definitely stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrique £815 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/ce65ca8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/73c43643.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115330000/115327600/115327535/0b6ef485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Air-Conditioned King Suite | Complimentary Breakfast [](https://www.expedia.co.uk/Chicago-Hotels-Air-Conditioned-King-Suite-Complimentary-Breakfast.h115327535.Hotel-Information) York Center 9.0/10 Wonderful (2 reviews) "Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery R. £136 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Air-Conditioned-King-Suite-Complimentary-Breakfast.h115327535.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/93c5f874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/d815e728.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) ![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/8db3e70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom [](https://www.expedia.co.uk/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information) Lakeview 10/10 Exceptional (22 reviews) "Place is freaking perfect if you're in town for some sight seeing and a ball game." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elbert C. £815 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/79e701e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/15eb4dba.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/c3f716d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms [](https://www.expedia.co.uk/Chicago-Hotels-Across-From-Wrigley-Field.h34002204.Hotel-Information) Lakeview 9.6/10 Exceptional (29 reviews) "Host was great! Let us check in early, it was an easy check in/out! We'll be back for a Cubs game! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline B. £815 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/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) ### Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms [](https://www.expedia.co.uk/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information) Lakeview 9.0/10 Wonderful (15 reviews) "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. £815 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/75000000/74210000/74209200/74209185/8a67f2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/75000000/74210000/74209200/74209185/68bd5f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/75000000/74210000/74209200/74209185/bcfeceeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74209200/74209185/85a36f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Elmhurst! Where else would you want to be!! [](https://www.expedia.co.uk/Chicago-Hotels-Downtown-Elmhurst-Where-Else-Would-You-Want-To-Be.h74209185.Hotel-Information) Elmhurst 3.6/10 (4 reviews) "Over all it was clean and the area was a great environment don't look like it from the outside but when you get in the inside it not bad If I would suggest anything just a little more Ac for the back room but other then that everything else was good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karwarsky B. £311 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Downtown-Elmhurst-Where-Else-Would-You-Want-To-Be.h74209185.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/548e9e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/15424f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/b9fff8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/86000000/85480000/85478700/85478628/1ebbfb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully-Equipped Suite | Complimentary Breakfast [](https://www.expedia.co.uk/Chicago-Hotels-Fully-Equipped-Suite-Complimentary-Breakfast.h85478628.Hotel-Information) York Center 2.0/10 (1 review) "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. £129 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/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.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14®ionId=553248635976475403&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=COTTAGE) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Side-Condos.d553248635976475403-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Side-Condos.d553248635976475403-aaCondos.Travel-Guide-Accommodation) ## Top Southwest Side Hotel Reviews ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg) ### Hotel Felix River North/Magnificent Mile 2/10 Terrible "The worst pillows I’ve ever used" [](https://expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 6/10 Okay "Our stay was ok. It was very crowded and we could hear the family in the room next door. Because it was crowded, you had to wait for elevators for a while. Or ride on completely packed elevators. Especially in the morning during breakfast hours. Water pressure is extremely weak in the shower. Room was big and comfortable. " [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "great highly recommend" [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Great location and great service " [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Beautiful, amazing location, very clean, helpful staff, only negative was I was unable to purchase water after hours on site, had to make a quick walk to 7-Eleven. " [](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 8/10 Good "Room was clean, I loved that it had robes, amazing view, and couldn’t hear much noise from other rooms. One thing I will say was that it smelled humid when we arrived nothing too crazy." [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Chicago Hotel Collection Ambassador Gold Coast](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475_y.jpg) ### The Chicago Hotel Collection Ambassador Gold Coast 4/10 Poor "my room smelled like cigarettes and the floor on the bathroom was dirty." [](https://expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 2/10 Terrible "N/A" [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.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 4/10 Poor "The breakfast was not included after i paid for it to be. There was blood on the inside ofthe shower curtain and there was no hot water for my husband to take a shower. " [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Find out more about Southwest Side ## Southwest Side Condo Rentals information | Number of reviews | 334 | | ----------------- | ----------------- | | Accommodation | 121 Condo Rentals | | Lowest Price | £129 | | Highest Price | £815 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bridgeport Hotels ](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - 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