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
$225 - $290
Route
Depart
Return
Price
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 4/16
1 stop18h 14m
Toronto Pearson Intl
Tue 4/23
1 stop11h 15m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 4/8
Nonstop1h 42m
Toronto Island
Thu 4/11
Nonstop1h 47m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 5/10
Nonstop1h 45m
Toronto Pearson Intl
Mon 5/13
Nonstop1h 54m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 5/12
Nonstop1h 43m
Toronto Pearson Intl
Mon 5/20
Nonstop1h 54m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sat 4/27
1 stop9h 41m
Calgary
Sat 5/4
1 stop6h 37m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 4/11
1 stop10h 00m
Toronto Pearson Intl
Sun 4/14
Nonstop2h 01m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Wed 8/21
Nonstop3h 45m
Calgary
Mon 8/26
Nonstop3h 27m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 4/12
1 stop7h 24m
Toronto Pearson Intl
Mon 4/15
Nonstop1h 55m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sat 4/27
1 stop9h 41m
Calgary
Sat 5/4
Nonstop3h 30m
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
34%of flight departures | Morning6 am to noon |
53%of flight departures | AfternoonNoon to 6 pm |
12%of flight departures | Evening6 pm to midnight |
Cheapflights helps you search for flights from Chicago to Canada via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
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Yes, we can. To see specific flights from Chicago to Canada with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Canada from Chicago today and book when prices fit your budget.