Title: Southwest Side Vacation Packages & Trips 2025/2026 from CA $656 | 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/fallback-images-brand/bex_packages.jpeg?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. ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $656 per person Nov 17 - Nov 20 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (291 reviews) Food price was high but everything was fine Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-20/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=z3t8Y2T71m0S8JmZE9iPjaf5CLBJN7ucM6Rwhe-1DKa2o6Cpvb13Dbbr6-VS_omk) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,492 per person Nov 7 - Nov 11 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Clean room. Great staff Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-11/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=5en8rVcfXgv_kyiS2RCwb56dOwTb2PVeMJgqBr7dh-W1yvrrgexbK04OcchK_36p) ![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 $1,200 per person Nov 5 - Nov 9 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice. Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-09/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=9BfpBBk4iFRtCBx0_Y_KrWXpoYEKlEVq4Bl3_Nei1UILSKXuNA8Ln_SbZ_13SRGC) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,307 per person Dec 29 - Jan 2 found 16 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) Awesome room amazing tub even better service Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=dtx3vq16uPSd9QS67sCfUE7941lPGTMXbIxgr2Pgf9NeDAxp6rqjLqCfqsHng2P3) ![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 $1,003 per person Nov 5 - Nov 9 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (352 reviews) Everything was wonder beside my shower head it was leaking bad Reviewed on Sep 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-09/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=9BfpBBk4iFRtCBx0_Y_KrRM972leGs15LHJGIp3SpS-sQE_MulGjkSaqcT9X1193) ## 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) ![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 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) ![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. [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) ![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 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) ![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. [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) ![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) ### New City Beaches and mountain views are just a few things travelers like about New City. A stop by Union Stock Yard Gate is also recommended if you've got time to explore the area. [Find hotel + flight trips in New City](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20City&DestID=6132388&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 $178 CA $209 total Nov 2 - Nov 3 includes taxes & fees 7.8/10 Good! (9,387 reviews) "Top Lage, sehr zentral" Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=553248635976475403) ![Freehand Chicago](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Freehand Chicago 19 East Ohio Street, Chicago, IL Fully refundableReserve now, pay when you stay CA $121 CA $167 total Nov 4 - Nov 5 includes taxes & fees 7.8/10 Good! (2,412 reviews) Good for 3 nights "The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..." Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=9418281&PinnedHotelID=9418281&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 CA $243 CA $285 total Nov 4 - Nov 5 includes taxes & fees 8.4/10 Very Good! (5,026 reviews) "Overall a great stay - will be saying this place for future - Thanks" Reviewed on Oct 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=553248635976475403) [See all 4,939 properties in Southwest Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®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://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 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) ![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 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](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 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 ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour CA $67 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $77 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $47 per adult **94%** 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? > Our handy [Customer Service Portal](https://www.expedia.ca/service/?langId=1033) is where you can get important information about canceling your Southwest Side flight due to COVID-19. Before you reserve a seat, it's smart to look over the terms and conditions of your airfare too. ### What's the best way to find cheap flights to Southwest Side that have flexible change policies? > We know that plans can change in the blink of an eye, so booking a flexible airfare with Expedia is always a wise idea. Tick the "No change fee" box below the "Flexible change policies" filter. Your affordable, flexible flight to Southwest Side is only a few clicks away. ### What are some of the general tips for travelers to Southwest Side during the COVID-19 outbreak? > In the face of COVID-19, traveling now comes with a few extra challenges. Keep in mind these worthwhile tips before boarding your plane to Southwest Side: > > - 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? > American Airlines operates flights into or near Southwest Side, including 13307 that touch down at O'Hare Intl. Airport (ORD) each month. Work out your vacation dates and then lock in your ticket early for the biggest bargain. ### How can I find cheap tickets to Southwest Side? > You'll always walk away with a fabulous deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred flight date, then click on the flexible dates link above to see a list of prices for nearby days. was the best price for a flight to Southwest Side in the last seven days. ### How much is a flight to Southwest Side? > There were plenty of low-cost fares up for grabs in the last seven days, with the cost of a return ticket to Southwest Side varying between and . Many lucky vacationers purchased one-way seats from () for just . ### What are the most popular airports to fly into in Southwest Side? > The main entryway to Southwest Side, roughly 33491 flights service O'Hare Intl. Airport (ORD) each month. Look for a top deal, reserve your fare and get set to soak up the best of this renowned region. ### When is the cheapest time to fly to Southwest Side? > If you're not set on what day you jet off to Southwest Side, try to fly out earlier in the week. The cheapest day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the priciest day, with lots of vacationers choosing to fly on the weekend. ### How much is a plane ticket to Southwest Side? > In the last seven days, flights to Southwest Side varied between and . Prices generally depend on the departure time, airline, cabin class and when the fare is booked. ### Which airlines with flights to Southwest Side employ COVID-19 cleanliness policies? > As people begin traveling again, most commercial airlines have implemented physical distancing and other vital actions to reduce the impact of COVID-19. These carriers are among them: > > - 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 ### Lodging - [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) - 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[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 - [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) ### Packages - [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) ### Cars - [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. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)