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 $362.
January is one of the best times of the year to fly to Canada from Chicago. Prices for January average $324 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
$209 - $304
Route
Depart
Return
Price
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Wed 8/14
Nonstop3h 45m
Calgary
Mon 8/19
Nonstop3h 27m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 6/12
1 stop18h 20m
Toronto Pearson Intl
Wed 6/19
1 stop12h 10m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 6/1
Nonstop1h 42m
Toronto Island
Fri 6/14
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sun 6/2
Nonstop3h 46m
Calgary
Tue 6/11
Nonstop3h 29m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 6/6
Nonstop3h 46m
Calgary
Tue 6/25
1 stop16h 34m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 7/2
1 stop10h 23m
Calgary
Fri 7/12
1 stop9h 35m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 6/5
Nonstop1h 50m
Toronto Pearson Intl
Wed 6/5
1 stop6h 52m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Fri 7/5
1 stop16h 21m
Vancouver Intl
Mon 7/15
1 stop9h 00m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 7/16
Nonstop1h 43m
Toronto Pearson Intl
Tue 7/23
Nonstop2h 02m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Crew
Comfort
Entertainment
Food
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 |
---|---|
40%of flight departures | Morning6 am to noon |
41%of flight departures | AfternoonNoon to 6 pm |
16%of flight departures | Evening6 pm to midnight |
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