Find Cheap Flights to Canada

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Canada

(Round-trip)
Depart: Fri Dec 29 2017 Return: Sat Jan 20 2018 Trip spans 23 days
Major Airline
Major Airline
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Mon Sep 11 2017 Return: Wed Sep 13 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 50m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Thu Sep 28 2017 Return: Sun Oct 1 2017 Trip spans 4 days
Delta
Delta
MDW
YYZ
3h 05m
1 stop
YYZ
MDW
4h 57m
1 stop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Thu Oct 5 2017 Return: Tue Oct 10 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 45m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Mon Oct 30 2017 Return: Thu Nov 2 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Sat Sep 30 2017 Return: Tue Oct 3 2017 Trip spans 4 days
Delta
Delta
MDW
YYZ
4h 50m
1 stop
YYZ
MDW
5h 17m
1 stop
Depart: Thu Nov 2 2017 Return: Fri Nov 3 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Tue Oct 31 2017 Return: Fri Nov 24 2017 Trip spans 25 days
Delta
Delta
MDW
YYZ
5h 01m
1 stop
YYZ
MDW
5h 16m
1 stop
Depart: Wed Nov 22 2017 Return: Sat Nov 25 2017 Trip spans 4 days
Major Airline
Major Airline
MDW
YOW
3h 28m
1 stop
YOW
MDW
3h 25m
1 stop
Depart: Wed Nov 29 2017 Return: Sun Dec 3 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
Delta
Delta
MDW
YYZ
4h 52m
1 stop
YYZ
MDW
3h 35m
1 stop
Depart: Thu Jan 11 2018 Return: Wed Jan 17 2018 Trip spans 7 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Thu Nov 2 2017 Return: Sun Nov 5 2017 Trip spans 4 days
Delta
Delta
MDW
YYZ
4h 29m
1 stop
YYZ
MDW
3h 35m
1 stop
Depart: Wed Feb 7 2018 Return: Thu Feb 15 2018 Trip spans 9 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Fri Dec 8 2017 Return: Sun Dec 10 2017 Trip spans 3 days
Delta
Delta
MDW
YYZ
3h 06m
1 stop
YYZ
MDW
5h 09m
1 stop
Depart: Mon Jan 15 2018 Return: Fri Jan 19 2018 Trip spans 5 days
Delta
Delta
MDW
YYZ
5h 16m
1 stop
YYZ
MDW
3h 27m
1 stop
Depart: Fri Oct 20 2017 Return: Tue Oct 24 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Wed Feb 7 2018 Return: Thu Feb 15 2018 Trip spans 9 days
Delta
Delta
MDW
YYZ
7h 24m
1 stop
YYZ
MDW
3h 27m
1 stop
Depart: Wed Dec 13 2017 Return: Sun Dec 17 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$212
Destination

Ottawa
$314
Toronto
only $265
only $212