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: Thu Jun 22 2017 Return: Mon Jun 26 2017 Trip spans 5 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Thu Nov 16 2017 Return: Tue Nov 21 2017 Trip spans 6 days
Major Airline
Major Airline
YYZ
ORD
1h 42m
nonstop
ORD
YYZ
1h 32m
nonstop
Depart: Thu Jul 6 2017 Return: Sun Jul 9 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Sun Oct 29 2017 Return: Sat Dec 2 2017 Trip spans 35 days
Delta
Delta
YYZ
MDW
5h 20m
1 stop
MDW
YYZ
5h 13m
1 stop
Depart: Fri Sep 1 2017 Return: Fri Sep 8 2017 Trip spans 8 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Fri Oct 6 2017 Return: Sun Oct 8 2017 Trip spans 3 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Tue Aug 15 2017 Return: Sun Aug 20 2017 Trip spans 6 days
Major Airline
Major Airline
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 38m
nonstop
Depart: Thu Aug 3 2017 Return: Sun Aug 6 2017 Trip spans 4 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Wed Jun 14 2017 Return: Tue Jun 27 2017 Trip spans 14 days
Delta
Delta
YYZ
MDW
5h 09m
1 stop
MDW
YYZ
5h 21m
1 stop
Depart: Fri Jun 23 2017 Return: Sun Jul 2 2017 Trip spans 10 days
Major Airline
Major Airline
YYZ
ORD
1h 53m
nonstop
ORD
YYZ
1h 40m
nonstop
Depart: Wed Sep 27 2017 Return: Sat Sep 30 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
8h 22m
1 stop
MDW
YYZ
5h 13m
1 stop
Depart: Wed Aug 16 2017 Return: Sat Aug 19 2017 Trip spans 4 days
Major Airline
Major Airline
YYZ
ORD
13h 14m
nonstop
ORD
YYZ
6h 10m
nonstop
Depart: Mon May 29 2017 Return: Thu Jun 8 2017 Trip spans 11 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 32m
nonstop
Depart: Tue Jul 11 2017 Return: Wed Aug 23 2017 Trip spans 44 days
Delta
Delta
YYZ
MDW
4h 49m
1 stop
MDW
YYZ
7h 43m
1 stop
Depart: Thu Aug 17 2017 Return: Mon Aug 21 2017 Trip spans 5 days
United
United
YYZ
ORD
1h 59m
nonstop
ORD
YYZ
1h 30m
nonstop
Depart: Thu Sep 14 2017 Return: Sat Sep 16 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
3h 35m
1 stop
MDW
YYZ
6h 59m
1 stop
Depart: Thu Oct 5 2017 Return: Sun Oct 8 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
6h 10m
1 stop
MDW
YYZ
3h 20m
1 stop
Depart: Fri Nov 17 2017 Return: Fri Nov 24 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
3h 35m
1 stop
MDW
YYZ
4h 10m
1 stop
Depart: Mon Nov 20 2017 Return: Thu Nov 23 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
5h 09m
1 stop
MDW
YYZ
6h 15m
1 stop
Depart: Tue May 30 2017 Return: Fri Jun 2 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
5h 53m
1 stop
MDW
YYZ
3h 15m
1 stop
Direct flights YYZ to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
2937 8:16 am 9:10 am Jun 2 - Aug 21
2937 8:16 am 9:12 am May 20 - Jun 1
3137 11:45 am 12:39 pm May 20 - Jun 1
3094 11:47 am 12:39 pm Jun 3 - Jun 10
3094 11:47 am 12:39 pm Jun 17 - Aug 19
3137 11:47 am 12:39 pm Jun 2 - Jun 15
3137 11:47 am 12:39 pm Jun 16 - Aug 21
3497 3:14 pm 4:07 pm Jun 16 - Aug 21
3497 3:14 pm 4:07 pm Jun 2 - Jun 15
3516 3:14 pm 4:06 pm May 20 - Jun 1
3511 6:15 pm 7:09 pm Jun 1 - Jun 1
3827 6:20 pm 7:12 pm Jun 3 - Aug 19
3623 6:21 pm 7:14 pm Jun 6 - Jun 6
3623 6:21 pm 7:14 pm Jun 7 - Aug 16
3623 6:21 pm 7:14 pm Jun 2 - Aug 21
3348 7:55 pm 8:47 pm May 21 - Jun 2
3348 7:55 pm 8:47 pm Jun 4 - Aug 20
3348 7:55 pm 8:47 pm Jun 5 - Aug 21
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$198
Destination

Chicago
only $198
only $221
Airlines Airline reviews

194 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 6.8.

Overall
6.8
Boarding
6.8
Crew
7.5
Comfort
7.0
Food
5.4
Entertainment
6.1