Title: Southwest Side Vacation Packages & Trips 2026 from CA $857 | 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) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Side Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Southwest Side Vacation Deals Price found within the past 48 hours. Click for updated prices. ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago CA $857 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Bottle of waters were not stocked in the refrigerator. Reviewed on Jan 6, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $1,005 per person Mar 13 - Mar 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Friendly staff, tasteful room Reviewed on Feb 11, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $954 per person Mar 15 - Mar 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (380 reviews) My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone! Reviewed on Feb 2, 2026 ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $1,140 per person Apr 16 - Apr 21 found 12 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,264 reviews) Amazing hotel. Always stay here when I make a trip to Chicago. Reviewed on Feb 10, 2026 ![Hyatt Centric Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Centric Chicago Magnificent Mile Downtown Chicago CA $1,085 per person Apr 16 - Apr 21 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,034 reviews) All good. bar staff was not that friendlly Reviewed on Feb 3, 2026 ## Where to stay in Southwest Side Find the best Southwest Side areas and neighborhoods for the activities you enjoy most. [Learn more about Southwest Side](https://expedia.ca/Southwest-Side.dx553248635976475403) ![artist paints mural on a city street](https://images.trvl-media.com/place/553248635976382392/344cd423-407b-410b-8a97-509979ed4de1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Back of the Yards 2 out of top 10 points of interest in this area 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. [Find hotel + flight trips in Back of the Yards](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20of%20the%20Yards&DestID=553248635976382392&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Chicago, IL showing interior views, heritage elements and an airport](https://images.trvl-media.com/place/5719117/ef1b962b-07e6-469b-abf5-73ab99ceb6ee.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. [Find hotel + flight trips in Garfield Ridge](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Garfield%20Ridge&DestID=6132357&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Chicago Skyline viewed from South Pond in Lincoln Park](https://images.trvl-media.com/place/101911/20842d88-22a0-424e-9f11-57b3582fa12a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Englewood 1 out of top 10 points of interest in this area 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. [Find hotel + flight trips in Englewood](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Englewood&DestID=101911&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Northbrook village landscape, is an affluent suburb of Chicago, located at the northern edge of Cook County, Illinois, United States.](https://images.trvl-media.com/place/6132389/77289410-b98d-494e-8ca3-cc13ffbac29b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### McKinley Park 1 out of top 10 points of interest in this area 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. [Find hotel + flight trips in McKinley Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=McKinley%20Park&DestID=6132389&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Fall landscape at Starved Rock.](https://images.trvl-media.com/place/6132396/f68d1de3-a801-4f54-9299-5e010c68c53f.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 Bridgeport Art Center and Rate Field, a few notable attractions nearby. [Find hotel + flight trips in Brighton Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Brighton%20Park&DestID=6132396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Southwest Side? Choose your dates ## Southwest Side Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL Fully refundableReserve now, pay when you stay CA $131 CA $154 total Feb 16 - Feb 17 includes taxes & fees 8/10 Very Good! (9,863 reviews) Good location for many activities. Room was good but less than great. Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=553248635976475403) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Riu Plaza Chicago 150 East Ontario Street Chicago IL Fully refundableReserve now, pay when you stay CA $161 CA $227 total Feb 16 - Feb 17 includes taxes & fees 9.2/10 Wonderful! (3,287 reviews) Yes Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true®ionId=553248635976475403) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL Fully refundableReserve now, pay when you stay CA $139 CA $163 total Feb 22 - Feb 23 includes taxes & fees 8.4/10 Very Good! (5,643 reviews) The shower curtain in our room was too short so water got on the floor. Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=553248635976475403) [See all 5,272 properties in Southwest Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Southwest Side ![Wrigley Field featuring central business district, a city and a sporting event](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.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) ![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.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) ![Navy Pier featuring a sunset and rides](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.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) ### What to do in Southwest Side ![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 **98%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour CA $55 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) ![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) [See all activities in Southwest Side](https://expedia.ca/things-to-do/search?rid=553248635976475403) ## Frequently asked questions ### Can I cancel my flight booking to Southwest Side due to COVID-19? ### What's the best way to find cheap flights to Southwest Side that have flexible change policies? ### What are some of the general tips for travelers to Southwest Side during the COVID-19 outbreak? > - Understand what rules and restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so remember to check before you book your flight. > - When you go through airport checkpoints, keep your face mask on. You will be asked to briefly lower it for identification purposes. Travelers who refuse to wear a face mask may face civil penalties and may also be denied boarding. > - Instead of handing a TSA officer your boarding pass, place it directly on the reader yourself. When that's done, hold it up for inspection. > - One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for screening. > - Put any personal items (phone, wallet and keys for example) in your carry-on rather than a bin to minimize handling during the screening process. > - If you want to take food on board, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA officer will need to touch your carry-on bag or food container for inspection. ### Which airlines fly to Southwest Side? ### How can I find cheap tickets to Southwest Side? ### How much is a flight to Southwest Side? ### What are the most popular airports to fly into in Southwest Side? ### When is the cheapest time to fly to Southwest Side? ### How much is a plane ticket to Southwest Side? ### Which airlines with flights to Southwest Side employ COVID-19 cleanliness policies? > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [1 Star Hotels in South Englewood ](https://www.expedia.ca/1Star-South-Englewood-Chicago-Hotels.s10-n6132433-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Archer Heights ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels-Cheap-Hotels.0-n6132347-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Archer Heights ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels-Hotels-With-Free-Parking.0-n6132347-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Archer Heights ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels-Romantic-Hotel.0-n6132347-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Archer Heights Hotels ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels.0-n6132347-0.Travel-Guide-Filter-Hotels) - [Hotels near Ashland-63rd Station ](https://www.expedia.ca/Ashland-63rd-Station-Hotels.d6211065.Travel-Guide-Hotels) - [Hotels near Bridgeport Art Center ](https://www.expedia.ca/Bridgeport-Art-Center-Hotels.0-l553248621533116324-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Brighton Park ](https://www.expedia.ca/Brighton-Park-Chicago-Hotels-Boutique-Hotel.0-n6132396-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brighton Park ](https://www.expedia.ca/Brighton-Park-Chicago-Hotels-Cheap-Hotels.0-n6132396-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Brighton Park Hotels ](https://www.expedia.ca/Brighton-Park-Chicago-Hotels.0-n6132396-0.Travel-Guide-Filter-Hotels) - [Canaryville Hotels ](https://www.expedia.ca/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [Chicago Hotels ](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Beach Hotel Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Beach-Hotel.0-n6132188-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Boutique-Hotel.0-n6132188-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Family-Hotel.0-n6132188-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Hotel-With-Pool.0-n6132188-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Hotels-With-Bar.0-n6132188-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132188-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Romantic-Hotel.0-n6132188-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chicago Lawn ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels-Spa-Hotel.0-n6132188-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chicago Lawn Hotels ](https://www.expedia.ca/Chicago-Lawn-Chicago-Hotels.0-n6132188-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Englewood ](https://www.expedia.ca/Englewood-Chicago-Hotels-Cheap-Hotels.0-n101911-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Englewood Hotels ](https://www.expedia.ca/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Gage Park ](https://www.expedia.ca/Gage-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n6132375-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Gage Park ](https://www.expedia.ca/Gage-Park-Chicago-Hotels-Business-Hotel.0-n6132375-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Gage Park ](https://www.expedia.ca/Gage-Park-Chicago-Hotels-Cheap-Hotels.0-n6132375-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Gage Park ](https://www.expedia.ca/Gage-Park-Chicago-Hotels-Luxury-Hotel.0-n6132375-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Gage Park Hotels ](https://www.expedia.ca/Gage-Park-Chicago-Hotels.0-n6132375-0.Travel-Guide-Filter-Hotels) - [Hotels near Garfield Station ](https://www.expedia.ca/Garfield-Station-Hotels.d6210926.Travel-Guide-Hotels) - [Inns in Garfield Station ](https://www.expedia.ca/Garfield-Station-Inns.d6210926-aaInns.Travel-Guide-Accommodation) - [Motel 6 Hotels in Glendale ](https://www.expedia.ca/Glendale-Chicago-Hotels-Motel-6.0-n6132385-0--bMotel6.Travel-Guide-Filter-Hotels) - [B&B in Halsted Station ](https://www.expedia.ca/Halsted-Station-Bed-And-Breakfast.d6211063-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Halsted Station ](https://www.expedia.ca/Halsted-Station-Hotels.d6211063.Travel-Guide-Hotels) - [Hotels near Marquette Park ](https://www.expedia.ca/Marquette-Park-Hotels.0-l507385-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in McKinley Park ](https://www.expedia.ca/McKinley-Park-Chicago-Hotels-Boutique-Hotel.0-n6132389-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Four Seasons Hotels in McKinley Park ](https://www.expedia.ca/McKinley-Park-Chicago-Hotels-Four-Seasons.0-n6132389-0--bFourSeasons.Travel-Guide-Filter-Hotels) - [Ski Hotels in McKinley Park ](https://www.expedia.ca/McKinley-Park-Chicago-Hotels-Ski-Hotel.0-n6132389-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Mckinley Park Hotels ](https://www.expedia.ca/McKinley-Park-Chicago-Hotels.0-n6132389-0.Travel-Guide-Filter-Hotels) - [B&B in Midway Station ](https://www.expedia.ca/Midway-Station-Bed-And-Breakfast.d6211025-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Midway Station ](https://www.expedia.ca/Midway-Station-Hotels.d6211025.Travel-Guide-Hotels) - [Motels in Midway Station ](https://www.expedia.ca/Midway-Station-Motels.d6211025-aaMotels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-Beach-Hotel.0-n6132388-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-Boutique-Hotel.0-n6132388-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-Hotel-With-Pool.0-n6132388-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132388-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-Luxury-Hotel.0-n6132388-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in New City ](https://www.expedia.ca/New-City-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132388-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [New City Hotels ](https://www.expedia.ca/New-City-Chicago-Hotels.0-n6132388-0.Travel-Guide-Filter-Hotels) - [Hotels near Pulaski Station ](https://www.expedia.ca/Pulaski-Station-Hotels.d6211019.Travel-Guide-Hotels) - [Cheap Hotels in West Englewood ](https://www.expedia.ca/West-Englewood-Chicago-Hotels-Cheap-Hotels.0-n6132412-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [West Englewood Hotels ](https://www.expedia.ca/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in West Lawn ](https://www.expedia.ca/West-Lawn-Chicago-Hotels-Luxury-Hotel.0-n6132413-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in West Lawn ](https://www.expedia.ca/West-Lawn-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132413-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [West Lawn Hotels ](https://www.expedia.ca/West-Lawn-Chicago-Hotels.0-n6132413-0.Travel-Guide-Filter-Hotels) - [Hotels near Zhou B Art Center ](https://www.expedia.ca/Zhou-B-Art-Center-Hotels.0-l553248621533116323-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago ](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Midway Intl. ](https://www.expedia.ca/lp/airports/mdw/flights-from-midway-intl-airport) - [Porter Airlines Toronto (YTZ) to Chicago (MDW) flights ](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-midway-intl/pd/ytz/mdw) - [Flights from Toronto (YTZ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago) - [Flights from Toronto (YYZ) to Chicago (MDW) ](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago) - [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Aon Center ](https://www.expedia.ca/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction) - [Art Institute of Chicago ](https://www.expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) - [Buckingham Fountain ](https://www.expedia.ca/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction) - [Burbank Vacations ](https://www.expedia.ca/Burbank.d183178.Destination-Travel-Guides) - [Cibc Theatre ](https://www.expedia.ca/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Carbide and Carbon Building ](https://www.expedia.ca/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Chatham Fields Vacations ](https://www.expedia.ca/Chatham-Fields.d6132323.Destination-Travel-Guides) - [Visit Back of the Yards ](https://www.expedia.ca/Chicago-Back-Of-The-Yards.dx553248635976382392) - [Visit Brighton Park ](https://www.expedia.ca/Chicago-Brighton-Park.dx6132396) - [Visit Canaryville ](https://www.expedia.ca/Chicago-Canaryville.dx6132307) - [Visit Chicago Lawn ](https://www.expedia.ca/Chicago-Chicago-Lawn.dx6132188) - [Visit Englewood ](https://www.expedia.ca/Chicago-Englewood.dx101911) - [Visit Gage Park ](https://www.expedia.ca/Chicago-Gage-Park.dx6132375) - [Chicago Museum of Science and Industry ](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Chicago Riverwalk ](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [Chicago Theatre ](https://www.expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction) - [Chicago Vacations ](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Clearing Vacations ](https://www.expedia.ca/Clearing.d6132083.Destination-Travel-Guides) - [Cloud Gate ](https://www.expedia.ca/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction) - [Downtown Chicago Vacations ](https://www.expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) - [Garfield Park Conservatory ](https://www.expedia.ca/Garfield-Park-Conservatory-East-Garfield-Park.d6182807.Vacation-Attraction) - [Grant Park ](https://www.expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) - [Hometown Vacations ](https://www.expedia.ca/Hometown.d6132133.Destination-Travel-Guides) - [House of Blues Chicago ](https://www.expedia.ca/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction) - [Loretto Hospital ](https://www.expedia.ca/Loretto-Hospital-Austin.d553248635997986962.Vacation-Attraction) - [Marina City ](https://www.expedia.ca/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction) - [Millennium Park ](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Obama's House ](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction) - [Richard J. Daley Center ](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [Robie House ](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction) - [Sleepy Hollow Vacations ](https://www.expedia.ca/Sleepy-Hollow.d6132427.Destination-Travel-Guides) - [South Loop Vacations ](https://www.expedia.ca/South-Loop.d6130108.Destination-Travel-Guides) - [The East Bank Club ](https://www.expedia.ca/The-East-Bank-Club-Downtown-Chicago.d553248621555594881.Vacation-Attraction) - [The Loop Vacations ](https://www.expedia.ca/The-Loop.d800024.Destination-Travel-Guides) - [United Center ](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - [Willis Tower ](https://www.expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [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) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](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