To save up to 90% on this flight, we recommend booking at least 40 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Canada from C$ 493 1-2 weeks out and tickets from C$ 760 for flights departing within the next 72 hours.
Due to multiple factors, expect to potentially pay more when booking in September. For low rates, January can be a great choice for travel to Canada. Flights to Canada from Chicago in January are about C$ 441 on average during January, but can be found for as low as C$ 232.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Canada as you normally would.
Fly from
Fly to
Budget
C$ 298 - C$ 503
Route
Depart
Return
Price
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 13/9
Nonstop3h 45m
Calgary
Fri 20/9
Nonstop3h 39m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 28/5
Nonstop3h 46m
Calgary
Tue 28/5
1 stop7h 54m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 6/6
Nonstop3h 46m
Calgary
Wed 12/6
Nonstop3h 29m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 1/6
Nonstop1h 42m
Toronto Island
Sun 30/6
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sat 19/10
1 stop9h 35m
Calgary
Thu 31/10
Nonstop3h 20m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 16/8
1 stop10h 06m
Calgary
Sat 24/8
1 stop9h 05m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 11/6
Nonstop1h 50m
Toronto Pearson Intl
Tue 11/6
1 stop6h 41m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Thu 11/7
1 stop16h 50m
Vancouver Intl
Mon 15/7
1 stop25h 19m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Wed 14/8
1 stop7h 02m
Calgary
Sun 18/8
1 stop20h 40m
No data available for this route at this time. Please check back soon.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
2%of flight departures | Early morningMidnight to 6 am |
---|---|
41%of flight departures | Morning6 am to noon |
40%of flight departures | AfternoonNoon to 6 pm |
17%of flight departures | Evening6 pm to midnight |
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