To save up to 90% on this flight, we recommend booking at least 40 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Canada from $359 1-2 weeks out and tickets from $555 for flights departing within the next 72 hours.
Due to multiple factors, expect to potentially pay more when booking in September. For low rates, January can be a great choice for travel to Canada. Flights to Canada from Chicago Midway Airport in January are about $322 on average during January, but can be found for as low as $170.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Canada as you normally would.
Fly from
Fly to
Budget
$214 - $407
Route
Depart
Return
Price
Chicago MidwayVancouver Intl
MDW - YVR
MDWYVR
Chicago Midway
Wed 9/11
1 stop12h 58m
Vancouver Intl
Wed 9/18
1 stop9h 24m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 6/27
Nonstop1h 42m
Toronto Island
Sun 6/30
Nonstop1h 47m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 7/5
Nonstop1h 42m
Toronto Island
Fri 7/12
Nonstop1h 47m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 7/10
Nonstop1h 42m
Toronto Island
Sun 7/14
Nonstop1h 47m
Chicago MidwayVancouver Intl
MDW - YVR
MDWYVR
Chicago Midway
Mon 9/16
1 stop25h 20m
Vancouver Intl
Thu 9/19
1 stop9h 24m
Chicago MidwayCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 6/18
1 stop11h 47m
Calgary
Mon 6/24
1 stop25h 09m
Chicago MidwayToronto Pearson Intl
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 8/15
1 stop8h 29m
Toronto Pearson Intl
Tue 8/20
1 stop5h 34m
Chicago MidwayToronto Pearson Intl
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 8/2
1 stop7h 10m
Toronto Pearson Intl
Tue 8/6
1 stop8h 13m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Sun 7/28
Nonstop1h 42m
Toronto Island
Fri 8/9
Nonstop1h 47m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Comfort
Food
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Food
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Food
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Food
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Porter Airlines | Cheapest$192 | Average$380 | FlexibilityNo cancel fee | On-time52% |
Delta | Cheapest$554 | Average$682 | FlexibilityNo cancel fee | On-timeN/A |
1%of flight departures | Early morningMidnight to 6 am |
---|---|
68%of flight departures | Morning6 am to noon |
31%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |