Title: Visit Southwest Side: Best of Southwest Side Tourism | Expedia Travel Guide - Expedia.ca [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) # Southwest Side ## Travel Guide ![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg) ![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495664-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495664-chicago-il-mdw-midway-intl.jpg) ![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495667-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495667-chicago-il-mdw-midway-intl.jpg) ![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495675-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495675-chicago-il-mdw-midway-intl.jpg) ![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495669-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495669-chicago-il-mdw-midway-intl.jpg) ## Visit Southwest Side Where to stay Things to do ### Where to stay in Southwest Side ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Back of the Yards While Back of the Yards might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bridgeport Art Center and Zhou B Art Center. [](https://expedia.ca/Chicago-Back-Of-The-Yards.dx553248635976382392) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Garfield Ridge 1/5(1 area review) Be sure to check out the restaurants and churches while you're strolling through Garfield Ridge, and hop on the metro at Midway Station to see more of the surrounding area. [](https://expedia.ca/Chicago-Garfield-Ridge.dx6132357) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Clearing 4.5/5(4 area reviews) You'll appreciate the restaurants during your time in Clearing and you might want to plan a stop by Wintrust Sports Complex and SeatGeek Stadium while you're in the area. [](https://expedia.ca/Chicago-Clearing.dx6132083) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Englewood While you're strolling through Englewood, you may want to check out the beaches and restaurants. If you want to see more of the area, hop on the metro at Halsted Station or 63rd Station. [](https://expedia.ca/Chicago-Englewood.dx101911) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Brighton Park The restaurants and shopping are a few reasons travelers visit Brighton Park. Though there aren't many top sights in the neighborhood, you can visit United Center and Bridgeport Art Center, a few notable attractions nearby. [](https://expedia.ca/Chicago-Brighton-Park.dx6132396) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### McKinley Park Be sure to check out the monuments and shopping while you're strolling through McKinley Park, and hop on the metro at 35th-Archer Station to see more of the surrounding area. [](https://expedia.ca/Chicago-McKinley-Park.dx6132389) - Southwest Side Hotel Deals - Vacation Rentals in Southwest Side ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL CA $190 CA $263 total Jan 18 - Jan 19 includes taxes & fees Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (2,417 reviews) Check in staff were great and room was clean. Worst part was house cleaner knocking at door at 1030am, after being up till 2am night before have a good time at football game. Hot tub amazing and our view! Reviewed on Dec 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=553248635976475403) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL CA $123 CA $144 total Jan 8 - Jan 9 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ... 8.8/10 Excellent! (3,609 reviews) Spotless room, very nice staff Reviewed on Dec 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=553248635976475403) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL Fully refundableReserve now, pay when you stay CA $195 CA $264 total Jan 27 - Jan 28 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ... 8.4/10 Very Good! (2,175 reviews) Great place Reviewed on Dec 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true®ionId=553248635976475403) [See all 5,147 properties in Southwest Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=02%2F01%2F2026&endDate=03%2F01%2F2026®ionId=553248635976475403) 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. ![Sentral Michigan Avenue](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sentral Michigan Avenue 808 SOUTH MICHIGAN AVENUE Chicago IL Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests ... 9.2/10 Wonderful! (1,024 reviews) Room was great. Reviewed on Dec 27, 2025 [](https://expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Level Chicago – Old Town 1140 North Wells Street Chicago IL Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ... 9/10 Wonderful! (405 reviews) Staff was friendly did amazing job with checking us in Reviewed on Dec 25, 2025 [](https://expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Kasa Magnificent Mile Chicago](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kasa Magnificent Mile Chicago One Superior Place Chicago IL Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ... 9.2/10 Wonderful! (657 reviews) Easy Check In Reviewed on Dec 25, 2025 [](https://expedia.ca/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) [See all properties in Southwest Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635976475403&sort=VACATION_RENTAL) 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. ## Check Southwest Side hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=2026-01-01&endDate=2026-01-02)[Jan 1 - Jan 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=2026-01-01&endDate=2026-01-02) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=2026-01-02&endDate=2026-01-03)[Jan 2 - Jan 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=2026-01-02&endDate=2026-01-03) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[Jan 2 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=09%2F01%2F2026&endDate=11%2F01%2F2026)[Jan 9 - Jan 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976475403&startDate=09%2F01%2F2026&endDate=11%2F01%2F2026) ### Popular places to visit ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(19 reviews) You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(459 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place 4.5/5(141 reviews) Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [](https://expedia.ca/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field 4.5/5(114 reviews) Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [](https://expedia.ca/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction) ![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park 4.5/5(722 reviews) A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ### Things to do ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $46 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting CA $49 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details) ![Chicago's Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/48840807/49f0c7f9-d7f7-4281-a580-006a5c5fd53f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago's Navy Pier Centennial Wheel Ticket CA $33 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/chicagos-navy-pier-centennial-wheel-ticket.a48840807.activity-details) ![Chicago: Museum of Illusions Timed Entrance Ticket](https://mediaim.expedia.com/localexpert/48009883/7e68d054-0eb8-4701-8e50-8af511867120.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Museum of Illusions Timed Entrance Ticket CA $55 per adult **74%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-museum-of-illusions-timed-entrance-ticket.a48009883.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago CA $52 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Chicago: City Minibus Tour with Optional Architecture Cruise](https://mediaim.expedia.com/localexpert/4556313/67d8adf7-64e5-458d-bd4c-e2cc830c3f09.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: City Minibus Tour with Optional Architecture Cruise CA $67 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-city-minibus-tour-with-optional-architecture-cruise.a4556313.activity-details) [See all activities in Southwest Side](https://expedia.ca/Things-To-Do-In-Southwest-Side.d553248635976475403.Travel-Guide-Activities) ## Cities near Southwest Side ![Chicago showing a high-rise building and a city as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chicago ## Explore a world of travel with Expedia - 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[Car rentals near McKinley Park ](https://www.expedia.ca/Car-Rentals-In-McKinley-Park.d6132389.Car-Rental-Guide) - [Rental cars Midway Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Midway-Intl.d5719117.Car-Rental-Guide) - Cities near Southwest Side - Places of interest [Chicago](https://expedia.ca/Chicago.dx178248) - [Michigan Avenue ](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) - [Wrigley Field ](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) - [Navy Pier ](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) - [Millennium Park ](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Lake Michigan ](https://expedia.ca/Lake-Michigan-United-States-of-America.d6338716.Vacation-Attraction) - [Chicago Riverwalk ](https://expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [United Center ](https://expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - 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Stephens Convention Center ](https://expedia.ca/Donald-E-Stephens-Convention-Center-Chicago.d6034944.Vacation-Attraction) - [Chicago Theatre ](https://expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction) - [Griffin Museum of Science and Industry ](https://expedia.ca/Griffin-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Cloud Gate ](https://expedia.ca/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app