Find a great deal and save up to 90% by booking at least 40 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Canada within the next two weeks, with the cheapest ticket starting at $359.
January is one of the best times of the year to fly to Canada from Chicago. Prices for January average $323 per person but you can even find prices for as low as $170. The most expensive prices can be found in the month of September. Opting for a January flight can save you 19% on your journey compared to booking in September
When flying from Chicago to Canada, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$220 - $392
Route
Depart
Return
Price
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sat 6/15
Nonstop3h 45m
Calgary
Sat 6/22
Nonstop3h 27m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Wed 6/5
Nonstop3h 46m
Calgary
Tue 6/18
Nonstop3h 29m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 7/4
Nonstop1h 42m
Toronto Island
Thu 7/4
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 8/27
1 stop10h 24m
Calgary
Wed 9/4
1 stop6h 59m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Wed 7/17
1 stop16h 58m
Vancouver Intl
Tue 7/23
1 stop9h 33m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sun 7/14
1 stop6h 16m
Calgary
Thu 7/25
Nonstop3h 29m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 6/15
1 stop8h 50m
Toronto Pearson Intl
Sat 6/15
Nonstop1h 55m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Fri 7/5
1 stop16h 21m
Vancouver Intl
Sun 7/14
1 stop17h 11m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Wed 8/7
1 stop14h 44m
Vancouver Intl
Sat 8/17
1 stop8h 40m
No data available for this route at this time. Please check back soon.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
4%of flight departures | Early morningMidnight to 6 am |
---|---|
37%of flight departures | Morning6 am to noon |
34%of flight departures | AfternoonNoon to 6 pm |
25%of flight departures | Evening6 pm to midnight |
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