Find Cheap Flights from Chicago to Canada

Depart
Return
1 adult
Cabin Economy
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
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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 to Canada

(Round-trip)
Depart: Tue Oct 17 2017 Return: Wed Oct 18 2017 Trip spans 2 days
$204
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 39m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Mon Oct 16 2017 Return: Tue Oct 17 2017 Trip spans 2 days
$214
Select
Major Airline
Major Airline
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Wed Nov 15 2017 Return: Mon Nov 27 2017 Trip spans 13 days
$215
Select
Multiple Airlines
Multiple Airlines
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 55m
nonstop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
$215
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 47m
nonstop
Depart: Thu Nov 16 2017 Return: Tue Nov 21 2017 Trip spans 6 days
$217
Select
American Airlines
American Airlines
ORD
→
YYZ
1h 40m
nonstop
YYZ
→
ORD
1h 55m
nonstop
Depart: Wed Oct 18 2017 Return: Sat Oct 21 2017 Trip spans 4 days
$204
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 45m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Thu Nov 16 2017 Return: Mon Nov 20 2017 Trip spans 5 days
$215
Select
Multiple Airlines
Multiple Airlines
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 55m
nonstop
Depart: Fri Nov 17 2017 Return: Mon Nov 27 2017 Trip spans 11 days
$215
Select
Major Airline
Major Airline
MDW
→
YTZ
1h 37m
nonstop
YTZ
→
MDW
1h 50m
nonstop
Depart: Tue Oct 17 2017 Return: Sat Oct 28 2017 Trip spans 12 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
$204
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 40m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Wed Nov 22 2017 Return: Mon Nov 27 2017 Trip spans 6 days
$225
Select
American Airlines
American Airlines
ORD
→
YYZ
9h 13m
1 stop
YYZ
→
ORD
1h 55m
nonstop
Depart: Wed Oct 18 2017 Return: Sat Oct 28 2017 Trip spans 11 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Sat Nov 18 2017 Return: Tue Nov 21 2017 Trip spans 4 days
$204
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 37m
nonstop
YTZ
→
MDW
1h 50m
nonstop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Wed Nov 22 2017 Return: Tue Nov 28 2017 Trip spans 7 days
$204
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 37m
nonstop
YTZ
→
MDW
1h 50m
nonstop
Depart: Tue Oct 24 2017 Return: Sat Oct 28 2017 Trip spans 5 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 44m
nonstop
Depart: Tue Oct 17 2017 Return: Thu Oct 19 2017 Trip spans 3 days
$212
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 39m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Wed Oct 25 2017 Return: Sat Nov 4 2017 Trip spans 11 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 47m
nonstop
Depart: Wed Oct 18 2017 Return: Sun Oct 22 2017 Trip spans 5 days
$212
Select
Porter Airlines
Porter Airlines
MDW
→
YTZ
1h 45m
nonstop
YTZ
→
MDW
1h 45m
nonstop
Depart: Sat Oct 28 2017 Return: Tue Oct 31 2017 Trip spans 4 days
$217
Select
Air Canada
Air Canada
ORD
→
YYZ
1h 31m
nonstop
YYZ
→
ORD
1h 47m
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
only $215
only $204
Destination
Toronto
only $215
only $204