Cheap flights from Chicago to Canada
Travel > North America > Canada
Travel tip: Big Ben is great!Check our current prices for flights from Chicago to Canada. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Canada, you will need to run a search below.
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Cheap Vancouver airfares from $470/RT are provided by Cheapoair.com. Outbound flight is leaving on 07/03/2025, 05:30 pm from Chicago O`hare (ORD) airport and arrives at Vancouver Intl (YVR) at 01:35 pm. The flight time is 20 hours and 5 minutes. The Returning flight departes on 07/11/2025, 06:00 am (other return dates are also available). Date posted: 27 Jan 2025
Price evolution for flights From Chicago To Canada

Recent Deals on Flights from Chicago to Canada:Roundtrip / Oneway
- $470
Westjet
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Vancouver, BC (YVR) 07/03/2025 05:30 pm Vancouver, BC (YVR) Chicago, IL (ORD) 07/11/2025 06:00 am - $479
Westjet
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Calgary, AB (YYC) 07/04/2025 05:30 pm Calgary, AB (YYC) Chicago, IL (ORD) 07/13/2025 12:15 pm - $489
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Calgary, AB (YYC) 07/04/2025 09:00 pm Calgary, AB (YYC) Chicago, IL (ORD) 07/13/2025 12:15 pm - $491
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Vancouver, BC (YVR) 07/03/2025 09:00 pm Vancouver, BC (YVR) Chicago, IL (ORD) 07/11/2025 07:00 am - $256
Westjet
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Toronto, ON (YYZ) 06/03/2025 02:00 pm - $1065
Westjet
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Charlottetown, PE (YYG) 06/11/2025 07:59 pm
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