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: Fri Sep 8 2017 Return: Sun Sep 10 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Fri Oct 6 2017 Return: Sat Oct 7 2017 Trip spans 2 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Sun Dec 10 2017 Return: Fri Dec 15 2017 Trip spans 6 days
Air Canada
Air Canada
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
5h 18m
1 stop
MDW
YYZ
7h 02m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Mon Oct 30 2017 Return: Wed Nov 1 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
7h 33m
1 stop
MDW
YYZ
6h 10m
1 stop
Depart: Sat Oct 28 2017 Return: Mon Oct 30 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 50m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Wed Dec 13 2017 Return: Mon Dec 18 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Thu Jan 11 2018 Return: Sat Jan 13 2018 Trip spans 3 days
Delta
Delta
YYZ
MDW
3h 27m
1 stop
MDW
YYZ
5h 20m
1 stop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Sat Nov 4 2017 Return: Tue Nov 7 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
4h 03m
1 stop
MDW
YYZ
5h 42m
1 stop
Depart: Fri Nov 24 2017 Return: Sun Nov 26 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Thu Sep 14 2017 Return: Wed Sep 20 2017 Trip spans 7 days
Delta
Delta
YYZ
MDW
6h 25m
1 stop
MDW
YYZ
7h 02m
1 stop
Depart: Wed Aug 23 2017 Return: Wed Aug 30 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
4h 59m
1 stop
MDW
YYZ
4h 50m
1 stop
Depart: Tue Aug 8 2017 Return: Tue Aug 15 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
6h 05m
1 stop
MDW
YYZ
4h 17m
1 stop
Depart: Mon Jul 31 2017 Return: Sun Aug 6 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 47m
nonstop
Depart: Mon Dec 25 2017 Return: Sun Dec 31 2017 Trip spans 7 days
Delta
Delta
YYZ
MDW
5h 04m
1 stop
MDW
YYZ
3h 20m
1 stop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
4h 52m
1 stop
MDW
YYZ
5h 24m
1 stop
Depart: Fri Oct 6 2017 Return: Fri Oct 13 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
5h 20m
1 stop
MDW
YYZ
4h 40m
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 Jul 22 - Aug 21
2937 8:16 am 9:15 am Aug 22 - Oct 4
3094 11:47 am 12:39 pm Jul 22 - Aug 19
3137 11:47 am 12:39 pm Jul 23 - Aug 21
3137 11:50 am 12:43 pm Aug 22 - Sep 5
3497 3:14 pm 4:07 pm Jul 22 - Aug 21
3497 3:14 pm 4:04 pm Aug 22 - Sep 5
3623 6:20 pm 7:14 pm Aug 22 - Sep 5
3623 6:20 pm 7:14 pm Aug 24 - Sep 4
3623 6:20 pm 7:16 pm Aug 26 - Sep 2
3827 6:20 pm 7:12 pm Jul 22 - Aug 19
3623 6:21 pm 7:14 pm Jul 27 - Aug 21
3623 6:21 pm 7:14 pm Aug 1 - Aug 16
3348 7:55 pm 8:47 pm Jul 23 - Aug 20
3348 7:55 pm 8:47 pm Jul 24 - Aug 21
3348 7:55 pm 8:48 pm Aug 22 - Sep 5
3348 7:55 pm 8:48 pm Aug 24 - Sep 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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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
$206
Destination

Chicago
only $206
only $219
Airlines Airline reviews

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

Overall
6.7
Boarding
6.8
Crew
7.4
Comfort
6.9
Food
5.5
Entertainment
6.0