Find Deals on 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 Apr 29 2017 Return: Mon May 1 2017 Trip spans 3 days
Air Canada
Air Canada
YYZ
ORD
1h 43m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Sun May 21 2017 Return: Tue May 23 2017 Trip spans 3 days
United
United
YYZ
ORD
2h 00m
nonstop
ORD
YYZ
1h 32m
nonstop
Depart: Tue Jul 11 2017 Return: Tue Jul 25 2017 Trip spans 15 days
WestJet
WestJet
YYZ
ORD
6h 14m
1 stop
ORD
YYZ
1h 36m
nonstop
Depart: Fri Apr 21 2017 Return: Sun Apr 23 2017 Trip spans 3 days
Major Airline
Major Airline
YYZ
ORD
1h 50m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Thu May 4 2017 Return: Tue May 9 2017 Trip spans 6 days
Delta
Delta
YYZ
MDW
3h 31m
1 stop
MDW
YYZ
7h 02m
1 stop
Depart: Fri Jun 30 2017 Return: Tue Jul 4 2017 Trip spans 5 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 29m
nonstop
Depart: Thu Jul 13 2017 Return: Sun Jul 16 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Thu Sep 14 2017 Return: Wed Sep 20 2017 Trip spans 7 days
WestJet
WestJet
YYZ
ORD
6h 14m
1 stop
ORD
YYZ
1h 36m
nonstop
Depart: Wed Sep 20 2017 Return: Tue Sep 26 2017 Trip spans 7 days
Delta
Delta
YYZ
MDW
7h 52m
1 stop
MDW
YYZ
5h 04m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 44m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Fri May 26 2017 Return: Sun May 28 2017 Trip spans 3 days
WestJet
WestJet
YYZ
ORD
6h 14m
1 stop
ORD
YYZ
5h 39m
1 stop
Depart: Thu Apr 13 2017 Return: Fri Apr 21 2017 Trip spans 9 days
United
United
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Sat May 20 2017 Return: Mon May 22 2017 Trip spans 3 days
WestJet
WestJet
YYZ
ORD
6h 14m
1 stop
ORD
YYZ
5h 39m
1 stop
Depart: Sun Apr 23 2017 Return: Wed Apr 26 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
5h 32m
1 stop
MDW
YYZ
4h 56m
1 stop
Depart: Sat Apr 29 2017 Return: Mon May 1 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
9h 53m
2 stops
MDW
YYZ
7h 02m
1 stop
Depart: Thu Jul 6 2017 Return: Wed Jul 12 2017 Trip spans 7 days
Delta
Delta
YYZ
MDW
3h 35m
1 stop
MDW
YYZ
6h 27m
1 stop
Depart: Thu May 25 2017 Return: Tue May 30 2017 Trip spans 6 days
Delta
Delta
YYZ
MDW
4h 39m
1 stop
MDW
YYZ
3h 41m
1 stop
Depart: Fri Sep 22 2017 Return: Mon Sep 25 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
7h 52m
1 stop
MDW
YYZ
6h 59m
1 stop
Depart: Sat Apr 15 2017 Return: Mon Apr 17 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
5h 32m
1 stop
MDW
YYZ
4h 49m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Delta
Delta
YYZ
MDW
3h 31m
1 stop
MDW
YYZ
4h 39m
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 Apr 5 - Apr 13
2937 8:16 am 9:10 am Apr 14 - May 4
2937 8:16 am 9:12 am May 5 - Jun 1
3399 8:16 am 9:09 am Apr 7 - Apr 10
3094 11:45 am 12:37 pm Apr 8 - Apr 29
3137 11:45 am 12:39 pm May 5 - Jun 1
3137 11:45 am 12:37 pm Apr 4 - May 4
3516 3:10 pm 4:00 pm Apr 4 - May 4
3516 3:14 pm 4:06 pm May 5 - Jun 1
3516 3:15 pm 4:05 pm Apr 8 - Apr 29
2971 6:15 pm 7:09 pm May 5 - May 5
3216 6:15 pm 7:07 pm May 4 - May 4
3216 6:15 pm 7:07 pm Apr 6 - Apr 27
3216 6:15 pm 7:07 pm Apr 4 - May 3
3264 6:15 pm 7:06 pm Apr 8 - Apr 29
3288 6:15 pm 7:07 pm Apr 9 - Apr 30
3511 6:15 pm 7:08 pm May 6 - May 27
3348 7:50 pm 8:40 pm Apr 4 - Apr 19
3348 7:50 pm 8:40 pm Apr 6 - Apr 23
3348 7:50 pm 8:40 pm Apr 24 - May 1
3348 7:50 pm 8:40 pm Apr 25 - May 3
3348 7:50 pm 8:40 pm May 4 - May 4
3348 7:55 pm 8:47 pm May 5 - Jun 2
* 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

Toronto
$202
Destination

Chicago
only $202
only $225
Airlines Airline reviews

182 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 6.9.

Overall
6.9
Boarding
6.9
Crew
7.5
Comfort
7.0
Food
5.5
Entertainment
6.1