Find a great deal and save up to 92% 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 $349.
January is one of the best times of the year to fly to Canada from Chicago. Prices for January average $309 per person but you can even find prices for as low as $170. The most expensive prices can be found in the month of November. Opting for a January flight can save you 24% on your journey compared to booking in November
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
$183 - $335
Route
Depart
Return
Price
Chicago MidwayVancouver Intl
MDW - YVR
MDWYVR
Chicago Midway
Thu 10/10
1 stop13h 04m
Vancouver Intl
Tue 10/15
2 stops11h 40m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sun 9/22
Nonstop3h 50m
Calgary
Fri 9/27
Nonstop3h 39m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 8/22
2 stops14h 25m
Calgary
Wed 8/28
2 stops13h 35m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 8/28
Nonstop1h 42m
Toronto Island
Sun 9/8
Nonstop1h 47m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Mon 8/19
1 stop10h 59m
Vancouver Intl
Wed 8/28
Nonstop4h 05m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 9/5
1 stop5h 15m
Toronto Pearson Intl
Sun 9/8
Nonstop1h 54m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Mon 8/19
1 stop8h 39m
Vancouver Intl
Wed 8/28
Nonstop4h 05m
Chicago O'Hare IntlCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Wed 9/18
1 stop17h 36m
Calgary
Fri 9/27
1 stop15h 48m
Chicago O'Hare IntlVancouver Intl
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Mon 8/19
Nonstop4h 37m
Vancouver Intl
Wed 8/28
Nonstop4h 05m
No data available for this route at this time. Please check back soon.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Air Canada | Cheapest$94 | Average$440 | FlexibilityNo cancel fee | On-time67% |
WestJet | Cheapest$108 | Average$437 | FlexibilityNo cancel fee | On-time60% |
United Airlines | Cheapest$114 | Average$528 | FlexibilityNo cancel fee | On-time69% |
American Airlines | Cheapest$122 | Average$398 | FlexibilityNo cancel fee | On-time71% |
Porter Airlines | Cheapest$136 | Average$367 | FlexibilityNo cancel fee | On-time52% |
Delta | Cheapest$144 | Average$504 | FlexibilityNo cancel fee | On-timeN/A |
Alaska Airlines | Cheapest$184 | Average$486 | FlexibilityNo cancel fee | On-time75% |
1%of flight departures | Early morningMidnight to 6 am |
---|---|
36%of flight departures | Morning6 am to noon |
36%of flight departures | AfternoonNoon to 6 pm |
27%of flight departures | Evening6 pm to midnight |