Title: 4 Stars Hotels in Southwest Side, Chicago from CA $209 - Find Cheap Southwest Side Hotels With 4 Stars | Expedia.ca [Southwest Side Travel Guide](https://expedia.ca/Southwest-Side.dx553248635976475403)[Hotels in Southwest Side](https://expedia.ca/Southwest-Side-Hotels.d553248635976475403.Travel-Guide-Hotels)[Vacation Rentals in Southwest Side](https://expedia.ca/Southwest-Side-Vacation-Rentals.d553248635976475403.Travel-Guide-VacationRentals)[Flights to Southwest Side](https://expedia.ca/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Southwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Side.d553248635976475403.Car-Rental-Guide)[Southwest Side Vacation Packages](https://expedia.ca/Southwest-Side.d553248635976475403.Destination-Travel-Guides) ![](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__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 Southwest Side 4 Star Hotels Tonight [Apr 3 - Apr 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-04-03&endDate=2026-04-04&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 4 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-04-04&endDate=2026-04-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Side 4-star hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/896a6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/01bacac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown River North [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) Downtown Chicago 8.6/10 Excellent (5,813 reviews) "It was great stay in general w/ " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eunice CA $201 CA $236 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![55-inch TV with cable channels, video-game console, pay movies](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 King Bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/09f6973d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/933f8d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago O'Hare Airport [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) O'Hare 8.4/10 Very good (2,241 reviews) "great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $362 CA $425 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w1201h1722x0y78-8f9c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (3,713 reviews) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marina CA $180 CA $250 total includes taxes & fees Apr 28 - Apr 29 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/w3995h2667x0y0-afbbbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/4f24dada.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 (1,769 reviews) "Enjoyed our stay. Views were amazing and location convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malinda CA $235 CA $276 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/84fcc5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fairmont Gold, Suite, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/3b05bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/7e178380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Chicago at Millennium Park [](https://www.expedia.ca/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,098 reviews) "lovely hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alyvia CA $277 CA $374 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/32068350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/aa950453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swissotel - Chicago [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,233 reviews) "Excellent stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fenton CA $299 CA $401 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/2c5e0afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/96b4c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/7a4f9872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/6c48e0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency O'Hare Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) Rosemont 8.8/10 Excellent (2,452 reviews) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $188 CA $214 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b975595d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/85922bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/4d55b1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/c5557162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel [](https://www.expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (1,226 reviews) "It is a great hotel in a very nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmanuel CA $180 CA $211 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/22315c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/76aa2367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/w3996h2667x0y0-d549ad4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/244278d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blackstone, Autograph Collection [](https://www.expedia.ca/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,002 reviews) "Room was very clean & staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tackia CA $235 CA $317 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/fb6e2600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,715 reviews) "We love staying here " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $291 CA $382 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b6033176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/95d420ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/60032ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Chicago [](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,125 reviews) "Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo Ibarra CA $348 CA $466 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/dc5ac11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/62385a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2,443 reviews) "this location is safe and convenient-would book here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eduardo CA $207 CA $278 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h1497x0y3-3b277bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (3,473 reviews) "Increíble hotel súper friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandra CA $280 CA $377 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/45db1971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Lake View](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/d0920dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/cb5423a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Michigan Avenue Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Michigan-Avenue-Chicago.h21055.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,111 reviews) "Room was gorgeous and staff very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn CA $166 CA $236 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Michigan-Avenue-Chicago.h21055.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8920c075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2557h3837x3y3-8cf5a652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/1287ea88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/a5642db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thompson Chicago, by Hyatt [](https://www.expedia.ca/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,333 reviews) "It was a good hotel and perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $249 CA $334 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/a08df61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/afa1818a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,366 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $178 CA $209 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6c1e6e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/86c59714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (2,356 reviews) "Fantastic location and a luxury hotel for a fair price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cornelius CA $249 CA $334 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/cc6c963b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/759e1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/b9c2c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Chicago Magnificent Mile by IHG [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (2,931 reviews) "I love this hotel, the staff is always amazing and warm, and its perfect for a quick staycation with the family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kinjal CA $247 CA $339 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/e039fcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/0b2651d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LondonHouse Chicago, Curio Collection by Hilton [](https://www.expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (3,643 reviews) "One of the best hotels to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julamad CA $310 CA $364 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,346 reviews) "Beautiful property, great resturant on site, an the pool and spa was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $256 CA $335 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Southwest-Side-Hotels.s40-0-d553248635976475403.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Southwest-Side-Hotels.s40-0-d553248635976475403.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Southwest Side. ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Langham, Chicago 330 North Wabash Avenue Chicago IL CA $677 CA $794 total Apr 19 - Apr 20 includes taxes & fees 9.8/10 Exceptional! (1,000 reviews) [](https://expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Peninsula Chicago 108 East Superior Street Chicago IL CA $702 CA $824 total Apr 5 - Apr 6 includes taxes & fees 9.8/10 Exceptional! (1,001 reviews) [](https://expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Four Seasons Hotel Chicago 120 East Delaware Place Chicago IL CA $571 CA $670 total Apr 12 - Apr 13 includes taxes & fees 9.4/10 Exceptional! (1,001 reviews) [](https://expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) Still don't see what you're looking for? [See all properties in Southwest Side.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248635976475403&star=40&star=40&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Learn more about Southwest Side Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side. [See all hotels in Southwest Side](https://www.expedia.ca/Hotel-Search?startDate=2026-04-17&endDate=2026-04-18&adults=2®ionId=553248635976475403) ![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by by Midway Intl Airport ## Top Southwest Side Hotel Reviews ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 8/10 Good "No hot water in our room was my only complaint. " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 6/10 Okay "Breakfast and happy hour was nice. Air conditioning was awful. The room was hotttt and on the lowest temp. The pool is way too small for that place. Be prepared to pay $100 PER DAY DEPOSIT and a $79 PER DAY VALET PARKING. Those were totally unexpected to us. " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "." [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg) ### River Hotel 10/10 Excellent "Nice rooms and view of the river. Never stayed somewhere with a water refill station, which is super convenient. Most places give you a few complimentary bottles a day then make you pay for more. Love the variety of snacks that come in the room as well, and the packaging is great for safety. Placing a light switch and the thermostat by the bed is convenient. Great place." [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.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 "Overall a great experience, staff was super nice and helpful. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.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 10/10 Excellent "Didn’t go, but finding parking kind of sucked" [](https://expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "The hotel main lobby is so beautiful! The pool was great and warm for the cold weather. Everything is walking distance. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![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 4/10 Poor "There is an extra fee called an urban fee that cost 26 dollars per day you stay and you also have to pay tax on top of everything. This fee is for breakfeast and other amenities that don't even come close to being worth the extra money. The breakfast only lets you get one item for each person in your room without paying extra. The bed are ok nothing special, but the pillows suck. " [](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.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 "The breakfast was very good. They had a great selection of food " [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ## Find out more about Southwest Side If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Southwest Side are calling your name. Known for providing first-rate service in amazing locations, each of the Southwest Side 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Southwest Side. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Southwest Side, Chicago, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Southwest Side hotels with 4 Stars provide everything you need to unwind in style. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Chicago ](https://www.expedia.ca/1Star-Chicago-Hotels.s10-0-d178248.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Far Southwest Side ](https://www.expedia.ca/1Star-Far-Southwest-Side-Hotels.s10-0-d553248635976475353.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Gano ](https://www.expedia.ca/1Star-Gano-Chicago-Hotels.s10-n6132380-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Grace Abbott Homes ](https://www.expedia.ca/1Star-Grace-Abbott-Homes-Chicago-Hotels.s10-n6132393-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Sheffield and DePaul ](https://www.expedia.ca/1Star-Sheffield-And-DePaul-Chicago-Hotels.s10-n553248635976474890-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in South Englewood ](https://www.expedia.ca/1Star-South-Englewood-Chicago-Hotels.s10-n6132433-0.Travel-Guide-Filter-Hotels) - 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