Title: CA $303 Cheap Flights from Vancouver (YVR) to Chicago (MDW) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $303 Cheap Flights from Vancouver (YVR) to Chicago (MDW) [View CA $303 flight on Sat, May 16, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YVR,to:MDW,departure:16/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:302.08&airProductToken=AQpwCjYIxJgBEgQyODc1GLiNASDMfCjMkY0DMKOTjQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlEKNgjEmAESBDQ3MTQYzHwg7LABKMCVjQMwoJaNAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ## Popular airlines from Vancouver International Airport (YVR) to Chicago Midway Airport (MDW) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:YVR,to:MDW,departure:15/03/2026TANYT&leg2=from:MDW,to:YVR,departure:22/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:YVR,to:MDW,departure:15/03/2026TANYT&leg2=from:MDW,to:YVR,departure:22/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:YVR,to:MDW,departure:15/03/2026TANYT&leg2=from:MDW,to:YVR,departure:22/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![](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\* - ![](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\* - ![](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) ## Cheap flights from Vancouver (YVR) to Chicago (MDW) Prices were available within the past 7 days and start at CA $303 for one-way flights and CA $543 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 17 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $543 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:17/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:542.19&airProductToken=AQqoAQo2CMSYARIEMzg4Nxi4jQEgkgEo1tGKAzCm0ooDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjUIxJgBEgM4MTAYkgEg47QBKLbTigMwttWKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQo3CMSYARIENTIxOBjjtAEg7LABKKnWigMw-9aKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQqmAQo2CMSYARIEMzc5MhjssAEgzHwogPCKAzDn8IoDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjQIxJgBEgM4ODEYzHwgkgEol_KKAzD784oDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjYIxJgBEgQzODkzGJIBILiNASi99IoDMIn1igM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 17 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $546 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:17/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:545.27&airProductToken=AQqmAQo2CMSYARIEMzg4Nxi4jQEgkgEo1tGKAzCm0ooDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjQIxJgBEgM5NTMYkgEgzHwo49OKAzCn1YoDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjYIxJgBEgQzNzk1GMx8IOywASik1ooDMI7XigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlEKqAEKNwjEmAESBDUyMTgY7LABIOO0ASjj7YoDMKvuigM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU1g1QkMKNQjEmAESAzc2NRjjtAEg8hIop_GKAzCV84oDOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjYIxJgBEgQzNzE5GPISILiNASjU84oDMOv0igM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 15 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $550 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:15/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:549.12&airProductToken=AQqoAQo2CMSYARIEMzg4Nxi4jQEgkgEolruKAzDmu4oDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjUIxJgBEgM4MTAYkgEg47QBKPa8igMw9r6KAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQo3CMSYARIENTIxOBjjtAEg7LABKOm_igMwu8CKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQqoAQo3CMSYARIENTIxOBjssAEg47QBKOPtigMwq-6KAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTWDZCQwo1CMSYARIDNzY1GOO0ASDyEiin8YoDMJXzigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlEKNgjEmAESBDM3MTkY8hIguI0BKNTzigMw6_SKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVTQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 15 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $562 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:15/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:561.12&airProductToken=AQqmAQo2CMSYARIEMzg4Nxi4jQEgkgEolruKAzDmu4oDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjQIxJgBEgM1NjcYkgEg4FwonbyKAzC9vooDOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjYIxJgBEgQyNDE3GOBcIOywASiOwYoDMIPCigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU1g2QkMKpgEKNgjEmAESBDM3NzgY7LABIMx8KOXtigMwyu6KAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQo0CMSYARIDODc3GMx8IJIBKLDwigMwkfKKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQo2CMSYARIEMzg5MxiSASC4jQEovfSKAzCJ9YoDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 28 - Fri, May 1 YVR Vancouver MDW Chicago CA $564 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:28/04/2026TANYT&leg2=from:MDW,to:YVR,departure:01/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:563.99&airProductToken=AQqoAQo2CMSYARIEMzg4Nxi4jQEgkgEots2LAzCGzosDOEVAAFgBaglNQUlOQkFTSUNyCFRBVVNBMEJRCjUIxJgBEgM4MTAYkgEg47QBKJbPiwMwltGLAzhFQAFYAWoJTUFJTkJBU0lDcghUQVVTQTBCUQo3CMSYARIENTI1OBjjtAEg7LABKPnTiwMwx9SLAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTWDBCUQqmAQo2CMSYARIEMzc5ORjssAEgzHwokO6LAzD47osDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJECjQIxJgBEgM1MDUYzHwgkgEosO-LAzCe8YsDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJECjYIxJgBEgQ0MDgxGJIBILiNASjb9IsDMKn1iwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 15 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $568 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:15/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:567.84&airProductToken=AQqmAQo2CMSYARIEMzc2NBi4jQEgkgEorLmKAzD5uYoDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjQIxJgBEgM1NjcYkgEg4FwonbyKAzC9vooDOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjYIxJgBEgQyNDE3GOBcIOywASiOwYoDMIPCigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU1g2QkMKqAEKNwjEmAESBDUyMTgY7LABIOO0ASjj7YoDMKvuigM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU1g2QkMKNQjEmAESAzc2NRjjtAEg8hIop_GKAzCV84oDOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjYIxJgBEgQzNzE5GPISILiNASjU84oDMOv0igM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 24 - Mon, Apr 27 YVR Vancouver MDW Chicago CA $571 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:24/04/2026TANYT&leg2=from:MDW,to:YVR,departure:27/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:570.02&airProductToken=AQqmAQo2CMSYARIEMzg4Nxi4jQEgkgEotqCLAzCGoYsDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjQIxJgBEgM5NTMYkgEgzHwow6KLAzCHpIsDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJECjYIxJgBEgQzNzk1GMx8IOywASiEpYsDMO6liwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkQKpwEKNgjEmAESBDM3NzgY7LABIMx8KMW8iwMwqr2LAzhFQABYAWoJTUFJTkJBU0lDcghUQTdOQTBCUQo1CMSYARIEMjY1OBjMfCDyEiiCv4sDMLDAiwM4RUABWAFqCU1BSU5CQVNJQ3IIVEE3TkEwQlEKNgjEmAESBDM3MTkY8hIguI0BKLTCiwMwy8OLAzhFQAFYAWoJTUFJTkJBU0lDcghUQTdOQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 17 - Mon, Apr 20 YVR Vancouver MDW Chicago CA $574 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:17/04/2026TANYT&leg2=from:MDW,to:YVR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:573.69&airProductToken=AQqoAQo2CMSYARIEMzg4Nxi4jQEgkgEo1tGKAzCm0ooDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjUIxJgBEgM4MTAYkgEg47QBKLbTigMwttWKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQo3CMSYARIENTIxOBjjtAEg7LABKKnWigMw-9aKAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQqoAQo3CMSYARIENTIxOBjssAEg47QBKOPtigMwq-6KAzhFQABYAWoJTUFJTkJBU0lDcghYQVZUQTBCUQo1CMSYARIDNzI4GOO0ASCSASjU7ooDMP3wigM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQlEKNgjEmAESBDM2ODIYkgEguI0BKL7yigMwhPOKAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, May 28 - Mon, Jun 1 YVR Vancouver MDW Chicago CA $575 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:28/05/2026TANYT&leg2=from:MDW,to:YVR,departure:01/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:574.74&airProductToken=AQpwCjYIxJgBEgQyODc1GLiNASDMfCjMmI4DMKOajgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlEKNgjEmAESBDQ3MTQYzHwg7LABKMCcjgMwoJ2OAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQqmAQo2CMSYARIENDc1MBjssAEgzHwos8iOAzCYyY4DOEVAAFgBaglNQUlOQkFTSUNyCFhBVVNBMEJRCjQIxJgBEgM4ODEYzHwgkgEo38qOAzC9zI4DOEVAAVgBaglNQUlOQkFTSUNyCFhBVVNBMEJRCjYIxJgBEgQzODkzGJIBILiNASj4zI4DML3NjgM4RUABWAFqCU1BSU5CQVNJQ3IIWEFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Thu, May 21 - Sun, May 31 YVR Vancouver MDW Chicago CA $968 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:21/05/2026TANYT&leg2=from:MDW,to:YVR,departure:31/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:967.39&airProductToken=AQqnAQo1CNCIARIDMjY2GLiNASDYswEou9GNAzDY040DOEFAAFgBaghTVEFOREFSRHIIQThDMFpETFMKNgjQiAESBDIyMTAY2LMBIPjMASjQ1I0DMI_VjQM4QUABWAFqCFNUQU5EQVJEcghBOEMwWkRMUwo2CNCIARIEMjM5Mxj4zAEg7LABKKnXjQMwl9iNAzhMQAFYAWoIU1RBTkRBUkRyCEwyTjBaRFpTCqcBCjYI0IgBEgQyMzg4GOywASD4zAEovbuOAzChvI4DOFNAAFgBaghTVEFOREFSRHIIUzROMFpSWlMKNgjQiAESBDIyNTkY-MwBINizASiHvo4DMMK-jgM4U0ABWAFqCFNUQU5EQVJEcghTMkMwWkRMUwo1CNCIARIDMjY3GNizASC4jQEo_76OAzC_wY4DOFNAAVgBaghTVEFOREFSRHIIUzJDMFpETFMSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=FTG_SPRING_PROMO_) ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:YVR,to:ORD,departure:15/03/2026TANYT&leg2=from:ORD,to:YVR,departure:22/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from CA $1,123 ](https://www.expedia.ca/Flights-Search?leg1=from:YVR,to:ORD,departure:15/03/2026TANYT&leg2=from:ORD,to:YVR,departure:22/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from YVR to Midway Airport? ### Do I need to pay a cancellation fee if I cancel my flight from Vancouver Intl. Airport (YVR) to Chicago Airport? ### How do I find cheap flights from Vancouver Intl. Airport (YVR) to Chicago Airport that have flexible change policies? ### How many hours is the flight from YVR to Chicago Airport? ### How far is the flight from YVR to Midway Airport? ### Which airlines fly direct from Vancouver Intl. Airport (YVR) to Chicago Airport? ### Are Vancouver Intl. Airport (YVR) to Chicago Airport flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Vancouver Intl. | | ------------------- | ------------------------------- | | Destination airport | Midway Intl. | | Airlines serving | Delta, Porter Airlines, WestJet | | Roundtrip price | CA $542 | | Distance | 2836 km | ## Book with confidence # Vancouver to Chicago Flights **The easy way to book your flights from Vancouver to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Vancouver whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too. Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Vancouver to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Vancouver Intl., YVR to Midway Intl., MDW** Sort your search results by price to find great deals on your flight from Vancouver to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Vancouver currently is just CA $543 rising to CA $968\. Here are more money-saving tips: - Fly in April when flight prices are normally at their lowest - Book about a month to 6 weeks before you travel for the best prices to Chicago - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! **Reasons to choose Expedia for your flight to Chicago from Vancouver** Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Explore a world of travel with Expedia - Flights - [Flights from Lincoln to Rush Street ](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street) - [Flights from Waterloo (ALO) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/alo/ord/waterloo-to-chicago) - [Flights from Ahmedabad (AMD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/amd/ord/ahmedabad-to-chicago) - [Flights from Atlanta (ATL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/atl/ord/atlanta-to-chicago) - [Flights from Austin (AUS) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/aus/ord/austin-to-chicago) - [Flights from Bangor (BGR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bgr/ord/bangor-to-chicago) - [Flights from Bellingham (BLI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bli/ord/bellingham-to-chicago) - [Flights from Nashville (BNA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bna/ord/nashville-to-chicago) - [Flights from Mumbai (BOM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bom/ord/mumbai-to-chicago) - [Flights from Burlington (BTV) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/btv/ord/burlington-to-chicago) - [Flights from Buffalo (BUF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/buf/ord/buffalo-to-chicago) - [Flights from Baltimore (BWI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bwi/ord/baltimore-to-chicago) - [Flights from Sault Ste. 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[Flights from New York (LGA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/lga/ord/new-york-to-chicago) - [Flights from London (LHR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/lhr/ord/london-to-chicago) - [Flights from Kansas City (MCI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mci/ord/kansas-city-to-chicago) - [Flights from Orlando (MCO) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mco/ord/orlando-to-chicago) - [Flights from Memphis (MEM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mem/ord/memphis-to-chicago) - [Flights from Mexico City (MEX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mex/ord/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mia/ord/miami-to-chicago) - [Flights from Milwaukee (MKE) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mke/ord/milwaukee-to-chicago) - [Flights from Minot (MOT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mot/ord/minot-to-chicago) - 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Marie (YAM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yam/ord/sault-ste-marie-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ycd/ord/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ycm/ord/st-catharines-to-chicago) - [Flights from Edmonton (YEG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yeg/ord/edmonton-to-chicago) - [Flights from Fredericton (YFC) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yfc/ord/fredericton-to-chicago) - [Flights from Kingston (YGK) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ygk/ord/kingston-to-chicago) - [Flights from Hamilton (YHM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yhm/ord/hamilton-to-chicago) - [Flights from Halifax (YHZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yhz/ord/halifax-to-chicago) - [Flights from Kamloops (YKA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yka/ord/kamloops-to-chicago) - [Flights from Kitchener (YKF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ykf/ord/kitchener-to-chicago) - [Flights from Kelowna (YLW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ylw/ord/kelowna-to-chicago) - [Flights from Ottawa (YOW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yow/ord/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ypq/ord/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqb/ord/quebec-to-chicago) - [Flights from Windsor (YQG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqg/ord/windsor-to-chicago) - [Flights from Moncton (YQM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqm/ord/moncton-to-chicago) - [Flights from Regina (YQR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqr/ord/regina-to-chicago) - [Flights from Thunder Bay (YQT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqt/ord/thunder-bay-to-chicago) - [Flights from Sudbury (YSB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ysb/ord/sudbury-to-chicago) - [Flights from Saint John (YSJ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ysj/ord/saint-john-to-chicago) - [Flights from Toronto (YTZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ytz/ord/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yul/ord/montreal-to-chicago) - [Flights from Vancouver (YVR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yvr/ord/vancouver-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ywg/ord/winnipeg-to-chicago) - [Flights from Saskatoon (YXE) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxe/ord/saskatoon-to-chicago) - [Flights from London (YXU) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxu/ord/london-to-chicago) - [Flights from Abbotsford (YXX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxx/ord/abbotsford-to-chicago) - [Flights from North Bay (YYB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyb/ord/north-bay-to-chicago) - [Flights from Calgary (YYC) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyc/ord/calgary-to-chicago) - [Flights from Charlottetown (YYG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyg/ord/charlottetown-to-chicago) - [Flights from Victoria (YYJ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyj/ord/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyt/ord/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Flights from Sarnia (YZR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yzr/ord/sarnia-to-chicago) \*Available to Expedia members.