To save up to 92% 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$ 492 1-2 weeks out and tickets from C$ 765 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$ 445 on average during January, but can be found for as low as C$ 233.
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$ 291 - C$ 452
Route
Depart
Return
Price
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 25/6
Nonstop3h 45m
Calgary
Mon 1/7
Nonstop3h 27m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 4/6
1 stop18h 20m
Toronto Pearson Intl
Tue 18/6
1 stop10h 58m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sun 28/7
Nonstop3h 46m
Calgary
Fri 16/8
1 stop7h 54m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 31/5
Nonstop1h 42m
Toronto Island
Sun 2/6
Nonstop1h 47m
Chicago MidwayCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 2/10
1 stop7h 43m
Calgary
Sun 13/10
1 stop5h 12m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 5/6
Nonstop1h 48m
Toronto Pearson Intl
Sun 9/6
Nonstop1h 56m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 15/6
1 stop8h 07m
Toronto Pearson Intl
Wed 19/6
Nonstop1h 55m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Thu 30/5
Nonstop4h 38m
Vancouver Intl
Wed 5/6
Nonstop4h 01m
Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Thu 30/5
1 stop14h 40m
Montreal Pierre Elliott Trudeau Intl
Sun 2/6
1 stop27h 03m
No data available for this route at this time. Please check back soon.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
3%of flight departures | Early morningMidnight to 6 am |
---|---|
42%of flight departures | Morning6 am to noon |
42%of flight departures | AfternoonNoon to 6 pm |
13%of flight departures | Evening6 pm to midnight |
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