To save up to 92% on this flight, we recommend booking at least 50 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 $367 1-2 weeks out and tickets from $480 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 $311 on average during January, but can be found for as low as $126.
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
$254 - $447
Route
Depart
Return
Price
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 5/28
Nonstop1h 42m
Toronto Island
Tue 6/4
Nonstop1h 47m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 5/22
Nonstop1h 42m
Toronto Island
Sat 6/1
Nonstop1h 47m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 6/8
Nonstop1h 42m
Toronto Island
Tue 6/11
Nonstop1h 47m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 5/28
Nonstop1h 42m
Toronto Island
Wed 5/29
Nonstop1h 47m
Chicago MidwayVancouver Intl
MDW - YVR
MDWYVR
Chicago Midway
Tue 5/28
1 stop20h 26m
Vancouver Intl
Tue 6/4
1 stop9h 10m
Chicago MidwayVancouver Intl
MDW - YVR
MDWYVR
Chicago Midway
Tue 5/28
1 stop20h 26m
Vancouver Intl
Sat 6/1
1 stop9h 35m
Chicago MidwayCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 10/1
1 stop7h 43m
Calgary
Sun 10/6
1 stop5h 12m
Chicago MidwayToronto Pearson Intl
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 5/30
1 stop5h 12m
Toronto Pearson Intl
Sun 6/2
1 stop6h 35m
Chicago MidwayCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 5/18
1 stop9h 47m
Calgary
Fri 5/24
1 stop9h 12m
No data available for this route at this time. Please check back soon.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
Crew
Overall
Boarding
Comfort
Entertainment
Food
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.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
64%of flight departures | Morning6 am to noon |
35%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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