Find Cheap Flights from Toronto to Chicago (YTO - 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 to Chicago

(Round-trip)
Depart: Tue Oct 17 2017 Return: Wed Nov 1 2017 Trip spans 16 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Tue Oct 17 2017 Return: Sat Oct 28 2017 Trip spans 12 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Sat Oct 21 2017 Return: Sun Oct 22 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
4h 59m
1 stop
Depart: Mon Nov 6 2017 Return: Fri Nov 10 2017 Trip spans 5 days
American Airlines
American Airlines
YYZ
ORD
7h 09m
1 stop
ORD
YYZ
9h 17m
1 stop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
nonstop
Depart: Sat Oct 28 2017 Return: Wed Nov 1 2017 Trip spans 5 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Tue Nov 7 2017 Return: Fri Nov 10 2017 Trip spans 4 days
American Airlines
American Airlines
YYZ
ORD
7h 09m
1 stop
ORD
YYZ
9h 17m
1 stop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Wed Nov 8 2017 Return: Fri Nov 10 2017 Trip spans 3 days
American Airlines
American Airlines
YYZ
ORD
7h 09m
1 stop
ORD
YYZ
9h 17m
1 stop
Depart: Mon Oct 16 2017 Return: Tue Oct 31 2017 Trip spans 16 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Tue Nov 21 2017 Return: Wed Nov 22 2017 Trip spans 2 days
Air Canada
Air Canada
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Tue Oct 17 2017 Return: Mon Oct 30 2017 Trip spans 14 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 39m
nonstop
Depart: Wed Oct 18 2017 Return: Sun Oct 22 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Mon Oct 16 2017 Return: Sat Oct 21 2017 Trip spans 6 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Oct 19 2017 Return: Sat Oct 21 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Tue Oct 17 2017 Return: Sun Oct 22 2017 Trip spans 6 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Fri Oct 20 2017 Return: Sat Oct 28 2017 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Wed Oct 18 2017 Return: Mon Oct 23 2017 Trip spans 6 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3569 7:59 am 8:53 am Oct 30 - Nov 4
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 29 - Nov 3
2930 11:45 am 12:38 pm Oct 5 - Oct 27
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 29 - Nov 4
2933 3:12 pm 4:03 pm Oct 5 - Oct 28
3497 3:12 pm 4:02 pm Oct 1 - Oct 4
3623 6:21 pm 7:15 pm Sep 6 - Oct 4
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 6:21 pm 7:15 pm Oct 26 - Oct 27
3623 6:21 pm 7:15 pm Oct 29 - Nov 3
3623 6:21 pm 7:15 pm Oct 31 - Nov 2
3623 6:26 pm 7:22 pm Oct 7 - Oct 21
3623 6:26 pm 7:22 pm Oct 28 - Nov 4
2985 7:55 pm 8:49 pm Sep 6 - Oct 4
3665 7:55 pm 8:46 pm Oct 29 - Nov 4
3665 7:55 pm 8:46 pm Oct 28 - Oct 28
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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Toronto
only $194
only $193
Destination

Chicago
only $194
only $193
Airlines Airline reviews

278 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 7.4.

Overall
7.4
Boarding
7.4
Crew
8.0
Comfort
7.5
Food
6.5
Entertainment
6.6