Flights from Chicago to Canada

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.

Cheap Chicago - Canada flight offers

Find cheap flight tickets and last-minute flight deals from Chicago to Canada

Porter Airlines
Wed 01-07 (CHI) Chicago -> (YQM) Moncton
Porter Airlines
Fri 03-07 (YQM) Moncton -> (CHI) Chicago
Price found 2 days ago
from €476
Air Canada
Sat 25-07 (CHI) Chicago -> (YYZ) Toronto
Direct
Price found 6 days ago
from €100
Air Canada
Fri 24-07 (CHI) Chicago -> (YYZ) Toronto
Direct
Price found 6 days ago
from €102
Air Canada
Fri 09-04 (CHI) Chicago -> (YMQ) Montreal
Direct
Price found Yesterday
from €117
American Airlines
Sat 10-04 (CHI) Chicago -> (YMQ) Montreal
Direct
Price found 2 days ago
from €127
Porter Airlines
Thu 11-06 (CHI) Chicago -> (YTO) Toronto
Direct
Price found 2 days ago
from €147
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

Top airlines on the route Chicago - Canada

Airlines providing flights to Canada from Chicago

American Airlines
American Airlines
Air Canada
Air Canada
Porter Airlines
Porter Airlines
United
United

Compare flights from Chicago to Canada

Are you looking for a flight from Chicago to Canada? Compare airfares with Jetcost and find the best deal that suits your needs. Don't miss even a single chance! Find low-cost flights from Chicago to Canada and compare airfares.

We compare offers from over 600 airlines to find the one that suits you: low-cost flights, last minute offers, and special travel agency promotions. Compare airfares from Chicago to Canada and find the best deal for your low-cost flight.

All flight deals from Chicago to Canada

Don't waste time and compare thousands of low cost flight offers from the best online travel agencies and airlines within seconds. Jetcost records offers from over 600 airlines and agencies and shows you the best results for your search, starting with the cheapest flight. With Jetcost you can also get flight prices from Chicago to Canada for dates near the one selected. If your travel dates are flexible, you can find even better deals and even cheaper flights.