Find Deals on 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
Students
under 26
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: 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: Mon Feb 27 2017 Return: Wed Mar 1 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
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: Thu Apr 6 2017 Return: Sun Apr 9 2017 Trip spans 4 days
Air Canada
Air Canada
YTZ
ORD
4h 33m
1 stop
ORD
YTZ
4h 10m
1 stop
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: Sun Mar 12 2017 Return: Mon Mar 20 2017 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
nonstop
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 Apr 20 2017 Return: Mon Apr 24 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Tue Feb 14 2017 Return: Wed Feb 15 2017 Trip spans 2 days
Delta
Delta
YYZ
MDW
5h 22m
1 stop
MDW
YYZ
4h 50m
1 stop
Depart: Mon Feb 13 2017 Return: Wed Feb 22 2017 Trip spans 10 days
Major Airline
Major Airline
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
nonstop
Depart: Mon Apr 17 2017 Return: Thu Apr 27 2017 Trip spans 11 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
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: Wed Feb 15 2017 Return: Sun Feb 19 2017 Trip spans 5 days
Major Airline
Major Airline
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
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: Sun Mar 12 2017 Return: Sat Mar 18 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
nonstop
Depart: Fri Feb 24 2017 Return: Mon Feb 27 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
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 May 13 2017 Return: Mon May 15 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Mon Feb 27 2017 Return: Wed Mar 8 2017 Trip spans 10 days
Major Airline
Major Airline
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
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
Direct flights YTO 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.

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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
only $195
only $198
Destination

Chicago
only $195
only $198
Airlines Airline reviews

60 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 8.4.

Overall
8.6
Boarding
8.7
Crew
8.8
Comfort
8.4
Food
8.4
Entertainment
6.9