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
$215 - $287
Route
Depart
Return
Price
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 9/11
1 stop8h 00m
Toronto Pearson Intl
Wed 9/18
1 stop14h 56m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 8/16
Nonstop3h 45m
Calgary
Sun 8/25
Nonstop3h 27m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Mon 5/27
Nonstop3h 46m
Calgary
Thu 5/30
Nonstop3h 29m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 6/11
Nonstop1h 42m
Toronto Island
Mon 6/17
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 8/16
1 stop10h 06m
Calgary
Sat 8/24
1 stop9h 05m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Mon 7/15
Nonstop3h 46m
Calgary
Wed 7/17
1 stop14h 31m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 10/28
1 stop6h 13m
Toronto Pearson Intl
Mon 10/28
Nonstop2h 02m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 8/29
Nonstop1h 32m
Toronto Pearson Intl
Thu 9/5
Nonstop1h 56m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 9/26
Nonstop1h 32m
Toronto Pearson Intl
Sun 9/29
Nonstop1h 53m
No data available for this route at this time. Please check back soon.
Crew
Overall
Boarding
Comfort
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Overall
Boarding
Comfort
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Overall
Boarding
Comfort
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Overall
Boarding
Comfort
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Overall
Boarding
Comfort
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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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