Find Cheap Flights from Toronto Pearson Intl to Chicago (YYZ - CHI)

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 Toronto Pearson Intl to Chicago

(Round-trip)
Depart: Sat Nov 18 2017 Return: Wed Nov 29 2017 Trip spans 12 days
American Airlines
American Airlines
YYZ
ORD
1h 55m
nonstop
ORD
YYZ
1h 40m
nonstop
Depart: Thu Oct 19 2017 Return: Sun Oct 22 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Nov 16 2017 Return: Sat Nov 18 2017 Trip spans 3 days
United
United
YYZ
ORD
1h 59m
nonstop
ORD
YYZ
1h 36m
nonstop
Depart: Mon Oct 23 2017 Return: Wed Oct 25 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Sat Sep 30 2017 Return: Mon Oct 2 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
5h 08m
1 stop
MDW
YYZ
5h 01m
1 stop
Depart: Mon Oct 23 2017 Return: Thu Oct 26 2017 Trip spans 4 days
American Airlines
American Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 38m
nonstop
Depart: Thu Nov 2 2017 Return: Sun Nov 5 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Dec 7 2017 Return: Sun Dec 10 2017 Trip spans 4 days
United
United
YYZ
ORD
1h 59m
nonstop
ORD
YYZ
1h 36m
nonstop
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 50m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Mon Oct 2 2017 Return: Tue Oct 3 2017 Trip spans 2 days
Delta
Delta
YYZ
MDW
6h 20m
1 stop
MDW
YYZ
6h 10m
1 stop
Depart: Mon Oct 23 2017 Return: Wed Oct 25 2017 Trip spans 3 days
American Airlines
American Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
5h 30m
1 stop
Depart: Fri Nov 24 2017 Return: Sun Nov 26 2017 Trip spans 3 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Nov 9 2017 Return: Sat Nov 11 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 59m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Tue Oct 3 2017 Return: Thu Oct 19 2017 Trip spans 17 days
Delta
Delta
YYZ
ORD
6h 24m
1 stop
ORD
YYZ
5h 48m
1 stop
Depart: Fri Dec 1 2017 Return: Mon Dec 4 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Tue Oct 24 2017 Return: Thu Oct 26 2017 Trip spans 3 days
American Airlines
American Airlines
YYZ
ORD
5h 38m
1 stop
ORD
YYZ
1h 38m
nonstop
Depart: Mon Nov 13 2017 Return: Thu Nov 16 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
2h 00m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Wed Oct 11 2017 Return: Fri Oct 13 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
5h 17m
1 stop
MDW
YYZ
5h 01m
1 stop
Depart: Fri Dec 8 2017 Return: Mon Dec 11 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Oct 5 2017 Return: Sun Oct 8 2017 Trip spans 4 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 42m
nonstop
Direct flights YYZ to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3220 8:15 am 9:14 am Oct 5 - Oct 5
3569 8:15 am 9:11 am Oct 6 - Oct 29
2937 8:16 am 9:15 am Sep 2 - Oct 4
2930 11:45 am 12:38 pm Oct 5 - Oct 27
3137 11:45 am 12:38 pm Sep 6 - Sep 30
3137 11:45 am 12:38 pm Oct 1 - Oct 4
3787 11:45 am 12:35 pm Oct 7 - Oct 28
2933 3:12 pm 4:03 pm Oct 5 - Oct 28
3497 3:12 pm 4:02 pm Oct 1 - Oct 4
3497 3:12 pm 4:02 pm Sep 6 - Sep 30
3623 6:21 pm 7:15 pm Sep 6 - Oct 4
3623 6:21 pm 7:15 pm Sep 7 - Oct 2
3623 6:21 pm 7:15 pm Oct 5 - Oct 9
3623 6:21 pm 7:15 pm Oct 10 - Oct 25
3623 6:21 pm 7:15 pm Oct 12 - Oct 19
3623 6:21 pm 7:15 pm Oct 13 - Oct 23
3623 6:26 pm 7:22 pm Sep 9 - Sep 30
3623 6:26 pm 7:22 pm Oct 7 - Oct 21
2985 7:55 pm 8:49 pm Sep 6 - Oct 4
3665 7:55 pm 8:46 pm Oct 5 - Oct 27
* 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.

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Airports
Origin

Toronto
$197
Destination

Chicago
only $197
only $235
Airlines Airline reviews

234 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 6.7.

Overall
6.7
Boarding
6.7
Crew
7.3
Comfort
6.8
Food
5.5
Entertainment
6.0