Fly from
Fly to
Route
Depart
Return
Price
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 1/22
8:01 pm-4:16 pm
2 stops21h 15m
Calgary
Wed 1/29
9:55 am-7:06 pm
1 stop8h 11m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sun 1/19
1:05 pm-3:47 pm
Nonstop1h 42m
Toronto Island
Thu 1/30
11:20 am-12:10 pm
Nonstop1h 50m
ChicagoVancouver
MDW - YVR
MDWYVR
Chicago Midway
Wed 1/22
8:01 pm-2:20 pm
2 stops20h 19m
Vancouver Intl
Wed 1/29
9:15 pm-6:26 pm
2 stops19h 11m
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 2/4
1:26 pm-8:53 pm
1 stop8h 27m
Calgary
Tue 2/11
6:35 am-5:43 pm
1 stop10h 08m
ChicagoEdmonton
MDW - YEG
MDWYEG
Chicago Midway
Thu 1/9
7:32 pm-3:39 pm
2 stops21h 07m
Edmonton
Wed 1/15
12:45 am-6:26 pm
1 stop16h 41m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 12/12
11:25 am-2:07 pm
Nonstop1h 42m
Toronto Island
Mon 12/16
3:50 pm-4:40 pm
Nonstop1h 50m
ChicagoHalifax
MDW - YHZ
MDWYHZ
Chicago Midway
Thu 1/9
1:05 pm-8:45 pm
1 stop5h 40m
Halifax Intl
Wed 1/15
6:20 am-12:10 pm
1 stop7h 50m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 1/10
1:05 pm-6:00 pm
1 stop3h 55m
Montreal Pierre Elliott Trudeau Intl
Fri 1/17
6:50 am-12:10 pm
1 stop6h 20m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 1/9
9:34 am-4:12 pm
1 stop5h 38m
Toronto Pearson Intl
Sun 1/12
6:00 am-8:54 am
1 stop3h 54m
ChicagoOttawa
MDW - YOW
MDWYOW
Chicago Midway
Thu 1/9
1:05 pm-8:34 pm
1 stop6h 29m
Ottawa
Mon 1/13
6:20 am-12:10 pm
1 stop6h 50m
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $243). Flying from Chicago Midway Airport to Canada in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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.
In terms of precipitation, rainfall in Canada ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Canada when rainfall is around 2.0 in.
If weather is an important factor for your trip to Canada, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).