Find a great deal and save up to 92% by booking at least 50 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 $367.
January is one of the best times of the year to fly to Canada from Chicago. Prices for January average $311 per person but you can even find prices for as low as $126. The most expensive prices can be found in the month of September. Opting for a January flight can save you 23% 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
$172 - $310
Route
Depart
Return
Price
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 5/29
1 stop18h 20m
Toronto Pearson Intl
Wed 6/5
1 stop12h 10m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 5/29
1 stop18h 20m
Toronto Pearson Intl
Wed 6/5
1 stop17h 23m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 5/27
Nonstop1h 42m
Toronto Island
Mon 6/3
Nonstop1h 47m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 7/23
Nonstop3h 45m
Calgary
Tue 7/30
Nonstop3h 27m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Mon 6/10
1 stop7h 46m
Calgary
Tue 6/11
1 stop7h 54m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 5/31
1 stop10h 28m
Calgary
Sat 6/8
1 stop9h 12m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 5/29
1 stop10h 11m
Toronto Pearson Intl
Thu 5/30
Nonstop1h 54m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 6/29
Nonstop1h 48m
Toronto Pearson Intl
Tue 7/2
Nonstop1h 54m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 5/14
1 stop7h 30m
Toronto Pearson Intl
Tue 5/14
Nonstop1h 55m
No data available for this route at this time. Please check back soon.
Comfort
Crew
Food
Boarding
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Crew
Food
Boarding
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Crew
Food
Boarding
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Crew
Food
Boarding
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Crew
Food
Boarding
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Crew
Food
Boarding
Overall
Entertainment
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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