Title: Cheap Flights to South Side , IL from CA $168 - Expedia.ca ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to South Side , IL from CA $168 [View CA $168 flight on Mon, Oct 20, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YVR,to:ORD,departure:20/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:167.66&airProductToken=AQqXAQoxCMGGARIDMjUwGLiNASCYMSja9PoCMLn1-gI4R0AAWAFqBUJBU0lDcghHTkExQTBCQQowCMGGARIDMzMyGJgxIJhdKIT2-gIw_vf6AjhHQAFYAWoFQkFTSUNyCEdOQTFBMEJBCjAIwYYBEgM1MjEYmF0grhwoxPj6AjDb-foCOEdAAVgBagVCQVNJQ3IIR05BMUEwQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAN) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [South Side Travel Guide](https://expedia.ca/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d553248635074842823.Destination-Travel-Guides) ## Popular airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to South Side? Prices were available within the past 7 days and start at CA $168 for one-way flights and CA $282 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Mar 3 - Wed, Mar 18 YVR Vancouver ORD Chicago CA $282 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:03/03/2026TANYT&leg2=from:ORD,to:YVR,departure:18/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.41&airProductToken=AQpmCjEIwYYBEgMzMDQYuI0BIJhdKJDThgMwqNWGAzhHQABYAWoFQkFTSUNyCEdOQTFBMEJBCjEIwYYBEgQ4OTY3GJhdIK4cKPPVhgMwmNeGAzhHQAFYAWoFQkFTSUNyCEdOQTFBMEJBCjQKMgjBhgESBDEwNDkYrhwguI0BKLj9hwMwy_-HAzhHQABYAWoFQkFTSUNyCEdOQTFBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Oct 3 - Tue, Oct 7 YVR Vancouver ORD Chicago CA $282 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:03/10/2025TANYT&leg2=from:ORD,to:YVR,departure:07/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.42&airProductToken=AQojCiEI1YIBEgQyMjMwGLiNASCuHCi6sPkCMLay-QI4TkAAWAEKIwohCNWCARIEMTU4MBiuHCC4jQEo6eD5AjD-4vkCOE5AAFgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Oct 20 - Sat, Oct 25 YVR Vancouver ORD Chicago CA $282 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:20/10/2025TANYT&leg2=from:ORD,to:YVR,departure:25/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.44&airProductToken=AQo0CjIIwYIBEgQxNzE3GLiNASCuHCiM8foCMIvz-gI4QkAAWAFqBUJBU0lDcghPOEFDWk5CWApoCjEIwYIBEgM1NTAYrhwgo7EBKKWs-wIwwq37AjhCQABYAWoFQkFTSUNyCE84QUNaTkJYCjMIwYIBEgQxNDE1GKOxASC4jQEooLH7AjCss_sCOEJAAVgBagVCQVNJQ3IITzhBQ1pOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, Oct 17 - Sun, Oct 19 YVR Vancouver ORD Chicago CA $282 Roundtrip found 5 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:17/10/2025TANYT&leg2=from:ORD,to:YVR,departure:19/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.44&airProductToken=AQpmCjEI16YBEgMxMDAYuI0BIJgWKOzL-gIwx8z6AjhFQABYAWoFQkFTSUNyCExUVUQwWkJHCjEI16YBEgQxNTg4GJgWIK4cKKfO-gIw98_6AjhFQAFYAWoFQkFTSUNyCExUVUQwWkJHCmYKMQjXpgESBDE1ODkYrhwgmBYo5ub6AjDL6PoCOEVAAFgBagVCQVNJQ3IITFRVRDBaQkcKMQjXpgESAzEzMxiYFiC4jQEosOn6AjCQ6voCOEVAAVgBagVCQVNJQ3IITFRVRDBaQkcSCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Sep 30 - Fri, Oct 3 YVR Vancouver MDW Chicago CA $340 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:30/09/2025TANYT&leg2=from:MDW,to:YVR,departure:03/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:339.22&airProductToken=AQpwCjYIxJgBEgQyODc1GLiNASDMfCjHjPkCMJqO-QI4RUAAWAFqCUJBU0lDRUNPTnIIVkFUTkEwQlEKNgjEmAESBDQxNjkYzHwg7LABKKyQ-QIwi5H5AjhFQAFYAWoJQkFTSUNFQ09OcghWQVROQTBCUQqmAQo2CMSYARIEMjQwMBjssAEg4FwotK35AjCnrvkCOEVAAFgBaglCQVNJQ0VDT05yCFZBVVNBMEJRCjQIxJgBEgM0MjMY4Fwg8hIo17D5AjDGsvkCOEVAAVgBaglCQVNJQ0VDT05yCFZBVVNBMEJRCjYIxJgBEgQzNTg0GPISILiNASj0tPkCMIS2-QI4RUABWAFqCUJBU0lDRUNPTnIIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (MDW) ### August is typically the cheapest month to fly From CA $122 - CA $777 per traveller. Expedia.ca gives you the best tools to secure great deals on flights to South Side. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to South Side. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to South Side. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your South Side flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to South Side. Looking to save even more? Get additional savings by bundling your South Side flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your South Side trip! Flights to South Side information | Destination airport | O'Hare Intl. | | --- | --- | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $281 | ## Need more than a Flight to South Side? Heading to South Side? Explore South Side with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [South Side Hotels](https://expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[South Side Vacation Rentals](https://expedia.ca/South-Side-Vacation-Rentals.d553248635074842823.Travel-Guide-VacationRentals)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacations](https://expedia.ca/South-Side.d553248635074842823.Destination-Travel-Guides)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities) ## Trending flights to South Side Prices were available within the past 7 days and start at CA $168 for one-way flights and CA $282 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Mar 3 - Wed, Mar 18 YVR Vancouver ORD Chicago CA $282 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:03/03/2026TANYT&leg2=from:ORD,to:YVR,departure:18/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.41&airProductToken=AQpmCjEIwYYBEgMzMDQYuI0BIJhdKJDThgMwqNWGAzhHQABYAWoFQkFTSUNyCEdOQTFBMEJBCjEIwYYBEgQ4OTY3GJhdIK4cKPPVhgMwmNeGAzhHQAFYAWoFQkFTSUNyCEdOQTFBMEJBCjQKMgjBhgESBDEwNDkYrhwguI0BKLj9hwMwy_-HAzhHQABYAWoFQkFTSUNyCEdOQTFBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars ### Lodging - [Canaryville Hotels](https://www.expedia.ca/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [B&B in Chicago 47th Street Station](https://www.expedia.ca/Chicago-47th-Street-Station-Bed-And-Breakfast.d6212783-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Cheap Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Cheap-Hotels.0-n171466-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Luxury-Hotel.0-n171466-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Washington Park Hotels](https://www.expedia.ca/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [Washington Park Court Hotels](https://www.expedia.ca/Washington-Park-Court-Chicago-Hotels.0-n6132200-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Park](https://www.expedia.ca/Washington-Park-Hotels.0-l507383-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Berwyn](https://www.expedia.ca/Cheap-Flights-To-Berwyn.d79328.Travel-Guide-Flights) - [Flights to Bridgeview](https://www.expedia.ca/Cheap-Flights-To-Bridgeview.d7045.Travel-Guide-Flights) - [Flights to Broadview](https://www.expedia.ca/Cheap-Flights-To-Broadview.d7064.Travel-Guide-Flights) - [Flights to Burbank](https://www.expedia.ca/Cheap-Flights-To-Burbank.d183178.Travel-Guide-Flights) - [Flights to Central Chicago](https://www.expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights) - [Flights to Chicago Ridge](https://www.expedia.ca/Cheap-Flights-To-Chicago-Ridge.d89160.Travel-Guide-Flights) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Crestwood](https://www.expedia.ca/Cheap-Flights-To-Crestwood.d6960.Travel-Guide-Flights) - [Flights to Elmhurst](https://www.expedia.ca/Cheap-Flights-To-Elmhurst.d7836.Travel-Guide-Flights) - [Flights to Elmwood Park](https://www.expedia.ca/Cheap-Flights-To-Elmwood-Park.d101509.Travel-Guide-Flights) - [Flights to Evanston](https://www.expedia.ca/Cheap-Flights-To-Evanston.d8049.Travel-Guide-Flights) - [Flights to Far Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights) - [Flights to Franklin Park](https://www.expedia.ca/Cheap-Flights-To-Franklin-Park.d180646.Travel-Guide-Flights) - [Flights to Harvey](https://www.expedia.ca/Cheap-Flights-To-Harvey.d8292.Travel-Guide-Flights) - [Flights to Hickory Hills](https://www.expedia.ca/Cheap-Flights-To-Hickory-Hills.d6132128.Travel-Guide-Flights) - [Flights to Hillside](https://www.expedia.ca/Cheap-Flights-To-Hillside.d8353.Travel-Guide-Flights) - [Flights to Homewood](https://www.expedia.ca/Cheap-Flights-To-Homewood.d8374.Travel-Guide-Flights) - [Flights to La Grange](https://www.expedia.ca/Cheap-Flights-To-La-Grange.d178165.Travel-Guide-Flights) - [Flights to Lyons](https://www.expedia.ca/Cheap-Flights-To-Lyons.d183188.Travel-Guide-Flights) - [Flights to Markham](https://www.expedia.ca/Cheap-Flights-To-Markham.d177670.Travel-Guide-Flights) - [Flights to McCook](https://www.expedia.ca/Cheap-Flights-To-McCook.d6132272.Travel-Guide-Flights) - [Flights to Midway Intl.](https://www.expedia.ca/Cheap-Flights-To-Midway-Intl.d5719117.Travel-Guide-Flights) - [Flights to North Side](https://www.expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights) - [Flights to Northlake](https://www.expedia.ca/Cheap-Flights-To-Northlake.d55171.Travel-Guide-Flights) - [Flights to Oak Brook](https://www.expedia.ca/Cheap-Flights-To-Oak-Brook.d9218.Travel-Guide-Flights) - [Flights to Oak Park](https://www.expedia.ca/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights) - [Flights to Rosemont](https://www.expedia.ca/Cheap-Flights-To-Rosemont.d7581.Travel-Guide-Flights) - [Flights to South Suburbs](https://www.expedia.ca/Cheap-Flights-To-South-Suburbs.d6264251.Travel-Guide-Flights) - [Flights to Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Flights to Worth](https://www.expedia.ca/Cheap-Flights-To-Worth.d176696.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) ### Packages - [Visit Canaryville](https://www.expedia.ca/Chicago-Canaryville.dx6132307) - [Visit Fuller Park](https://www.expedia.ca/Chicago-Fuller-Park.dx6132374) - [Visit Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922) - [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction) - [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction) ### Cars - [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide) - [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers) \*Available to Expedia members.