To save up to 92% on this flight, we recommend booking at least 50 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$ 502 1-2 weeks out and tickets from C$ 656 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$ 424 on average during January, but can be found for as low as C$ 172.
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$ 235 - C$ 443
Route
Depart
Return
Price
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 29/5
1 stop18h 20m
Toronto Pearson Intl
Wed 5/6
1 stop12h 10m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 29/5
1 stop18h 20m
Toronto Pearson Intl
Wed 5/6
1 stop10h 58m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 20/6
Nonstop3h 45m
Calgary
Sat 22/6
Nonstop3h 27m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 27/5
Nonstop1h 42m
Toronto Island
Mon 3/6
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 10/5
1 stop10h 28m
Calgary
Sun 12/5
1 stop10h 59m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 6/8
1 stop9h 14m
Calgary
Tue 13/8
1 stop8h 26m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 29/6
Nonstop1h 48m
Toronto Pearson Intl
Tue 2/7
Nonstop1h 54m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 18/5
1 stop5h 20m
Toronto Pearson Intl
Mon 20/5
Nonstop1h 55m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 11/5
Nonstop1h 53m
Toronto Pearson Intl
Sat 11/5
1 stop5h 04m
No data available for this route at this time. Please check back soon.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
43%of flight departures | Morning6 am to noon |
47%of flight departures | AfternoonNoon to 6 pm |
9%of flight departures | Evening6 pm to midnight |
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