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
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Toronto Pearson Intl to Chicago

(Round-trip)
Depart: Sat Jan 28 2017 Return: Sun Feb 5 2017 Trip spans 9 days
Major Airline
Major Airline
YYZ
ORD
1h 59m
nonstop
ORD
YYZ
1h 34m
nonstop
Depart: Thu Apr 6 2017 Return: Sun Apr 9 2017 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 57m
nonstop
ORD
YYZ
1h 40m
nonstop
Depart: Thu Mar 23 2017 Return: Tue Mar 28 2017 Trip spans 6 days
Delta
Delta
YYZ
MDW
7h 52m
1 stop
MDW
YYZ
7h 02m
1 stop
Depart: Fri Feb 3 2017 Return: Fri Feb 10 2017 Trip spans 8 days
Major Airline
Major Airline
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Fri Feb 24 2017 Return: Sun Mar 5 2017 Trip spans 10 days
Major Airline
Major Airline
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Tue Apr 4 2017 Return: Wed Apr 12 2017 Trip spans 9 days
Delta
Delta
YYZ
MDW
5h 38m
1 stop
MDW
YYZ
4h 37m
1 stop
Depart: Mon Feb 27 2017 Return: Wed Mar 8 2017 Trip spans 10 days
Major Airline
Major Airline
YYZ
ORD
1h 54m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Feb 23 2017 Return: Mon Mar 6 2017 Trip spans 12 days
Delta
Delta
YYZ
MDW
10h 13m
2 stops
MDW
YYZ
3h 46m
1 stop
Depart: Sat Apr 22 2017 Return: Sun Apr 23 2017 Trip spans 2 days
Major Airline
Major Airline
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Fri Feb 24 2017 Return: Tue Feb 28 2017 Trip spans 5 days
Delta
Delta
YYZ
MDW
8h 19m
1 stop
MDW
YYZ
7h 19m
2 stops
Depart: Thu May 25 2017 Return: Tue May 30 2017 Trip spans 6 days
Major Airline
Major Airline
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 36m
nonstop
Depart: Sun Feb 26 2017 Return: Wed Mar 1 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
8h 00m
2 stops
MDW
YYZ
11h 02m
2 stops
Depart: Sat Apr 29 2017 Return: Sun Apr 30 2017 Trip spans 2 days
Major Airline
Major Airline
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Mon Feb 27 2017 Return: Wed Mar 1 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
8h 19m
1 stop
MDW
YYZ
6h 28m
1 stop
Depart: Wed Apr 19 2017 Return: Wed Apr 26 2017 Trip spans 8 days
Delta
Delta
YYZ
MDW
3h 40m
1 stop
MDW
YYZ
7h 23m
1 stop
Depart: Wed Feb 15 2017 Return: Sun Feb 19 2017 Trip spans 5 days
Major Airline
Major Airline
YYZ
ORD
1h 59m
1 stop
ORD
YYZ
1h 36m
1 stop
Depart: Thu May 4 2017 Return: Tue May 9 2017 Trip spans 6 days
Delta
Delta
YYZ
MDW
6h 28m
1 stop
MDW
YYZ
5h 25m
1 stop
Depart: Sat Mar 11 2017 Return: Sat Mar 18 2017 Trip spans 7 days
Major Airline
Major Airline
YYZ
ORD
1h 45m
nonstop
ORD
YYZ
1h 30m
nonstop
Depart: Wed Mar 22 2017 Return: Sun Mar 26 2017 Trip spans 5 days
Delta
Delta
YYZ
MDW
5h 51m
1 stop
MDW
YYZ
4h 04m
1 stop
Depart: Fri Mar 17 2017 Return: Sun Mar 19 2017 Trip spans 3 days
Major Airline
Major Airline
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
1h 30m
nonstop
Direct flights YYZ to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3634 7:59 am 9:01 am Jan 21 - Feb 4
3634 7:59 am 9:01 am Feb 6 - Feb 16
3634 7:59 am 8:59 am Feb 17 - Mar 11
3534 10:16 am 11:15 am Jan 22 - Feb 3
3534 10:16 am 11:15 am Feb 6 - Feb 15
3534 10:16 am 11:14 am Feb 5 - Feb 5
3553 11:45 am 12:37 pm Mar 2 - Mar 10
3553 11:45 am 12:39 pm Jan 24 - Feb 14
3553 11:45 am 12:39 pm Jan 22 - Feb 15
3553 11:45 am 12:37 pm Feb 16 - Feb 28
3553 11:45 am 12:37 pm Feb 17 - Mar 1
3622 11:45 am 12:37 pm Feb 18 - Mar 11
3627 11:45 am 12:37 pm Jan 21 - Feb 11
3516 3:10 pm 4:05 pm Feb 21 - Feb 28
3516 3:10 pm 4:05 pm Mar 1 - Mar 10
3516 3:10 pm 4:05 pm Feb 16 - Feb 27
3516 3:15 pm 4:10 pm Jan 30 - Feb 13
3516 3:15 pm 4:07 pm Jan 21 - Feb 11
3516 3:15 pm 4:10 pm Feb 18 - Mar 11
3516 3:15 pm 4:10 pm Jan 25 - Feb 1
3516 3:15 pm 4:10 pm Feb 7 - Feb 15
3216 6:15 pm 7:16 pm Jan 23 - Feb 27
3216 6:15 pm 7:16 pm Feb 8 - Feb 8
3216 6:15 pm 7:16 pm Jan 25 - Feb 1
3216 6:15 pm 7:16 pm Feb 7 - Feb 28
3216 6:15 pm 7:16 pm Feb 15 - Feb 22
3216 6:15 pm 7:16 pm Jan 26 - Jan 31
3216 6:15 pm 7:16 pm Mar 1 - Mar 10
3216 6:15 pm 7:16 pm Feb 2 - Mar 2
3264 6:15 pm 7:14 pm Jan 28 - Mar 11
3288 6:15 pm 7:16 pm Jan 22 - Mar 5
3348 7:48 pm 8:42 pm Jan 22 - Mar 3
* 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.

We compile tonnes of data for you
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
$195
Destination

Chicago
only $195
only $226
Airlines Airline reviews

156 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 7.0.

Overall
7.0
Boarding
6.9
Crew
7.6
Comfort
7.2
Food
5.6
Entertainment
6.4