Find Cheap Flights from Chicago 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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Book cheap flights from Chicago to Canada

(Round-trip)
Depart: Tue Jun 20 2017 Return: Wed Jun 21 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Jun 16 2017 Return: Tue Jun 20 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Sat Jun 24 2017 Return: Mon Jun 26 2017 Trip spans 3 days
United
United
ORD
YYZ
1h 39m
nonstop
YYZ
ORD
1h 51m
nonstop
Depart: Sat Sep 9 2017 Return: Mon Sep 11 2017 Trip spans 3 days
Air Canada
Air Canada
ORD
YYZ
1h 31m
nonstop
YYZ
ORD
1h 44m
nonstop
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Delta
Delta
MDW
YYZ
6h 10m
1 stop
YYZ
MDW
4h 03m
1 stop
Depart: Thu Oct 5 2017 Return: Mon Oct 9 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
ORD
YVR
6h 49m
1 stop
YVR
ORD
10h 25m
2 stops
Depart: Sat Jul 1 2017 Return: Tue Jul 4 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
YYZ
1h 40m
nonstop
YYZ
ORD
1h 52m
nonstop
Depart: Fri Jul 7 2017 Return: Sat Jul 8 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Aug 25 2017 Return: Sun Aug 27 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Thu Aug 31 2017 Return: Thu Sep 7 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Aug 4 2017 Return: Tue Aug 8 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Thu Jun 15 2017 Return: Mon Jun 19 2017 Trip spans 5 days
WestJet
WestJet
ORD
YXX
6h 18m
1 stop
YXX
ORD
6h 47m
1 stop
Depart: Fri Sep 1 2017 Return: Sun Sep 3 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Aug 4 2017 Return: Tue Aug 8 2017 Trip spans 5 days
Air Canada
Air Canada
ORD
YYZ
1h 36m
nonstop
YYZ
ORD
1h 44m
nonstop
Depart: Sat Oct 7 2017 Return: Sat Oct 21 2017 Trip spans 15 days
Delta
Delta
MDW
YYZ
5h 13m
1 stop
YYZ
MDW
4h 03m
1 stop
Depart: Wed Jul 5 2017 Return: Sat Jul 8 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
1 stop
YTZ
MDW
1h 45m
1 stop
Depart: Fri Jul 7 2017 Return: Tue Jul 11 2017 Trip spans 5 days
Air Canada
Air Canada
ORD
YHM
4h 46m
1 stop
YHM
ORD
6h 06m
1 stop
Depart: Wed Jun 21 2017 Return: Mon Jun 26 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Tue Oct 10 2017 Return: Sun Oct 15 2017 Trip spans 6 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
1 stop
YTZ
MDW
1h 45m
1 stop
* 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.

We compile tonnes of data for you
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
only $240
only $212
Destination

Vancouver
$386
Hamilton
$265
Abbotsford
$491
Toronto
only $240
only $212