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
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: Wed Mar 2 2016 Return: Mon Mar 14 2016 Trip spans 12 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Sun Mar 6 2016 Return: Tue Mar 29 2016 Trip spans 23 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Sat Apr 2 2016 Return: Mon Apr 4 2016 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Thu May 26 2016 Return: Wed Jun 1 2016 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Sat Jul 30 2016 Return: Wed Aug 3 2016 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Mon Feb 29 2016 Return: Sat Mar 5 2016 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Fri Apr 8 2016 Return: Sun Apr 10 2016 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Wed Jun 8 2016 Return: Thu Jun 16 2016 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Fri Jul 22 2016 Return: Mon Jul 25 2016 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Fri May 13 2016 Return: Sun May 15 2016 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 55m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Thu Aug 11 2016 Return: Sun Aug 14 2016 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 35m
nonstop
Depart: Wed Mar 9 2016 Return: Thu Mar 31 2016 Trip spans 22 days
Air Canada
Air Canada
YYZ
ORD
1h 58m
nonstop
ORD
YYZ
1h 36m
nonstop
Depart: Mon May 16 2016 Return: Sun Jun 26 2016 Trip spans 42 days
Air Canada
Air Canada
YYZ
ORD
1h 41m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Wed Jul 27 2016 Return: Tue Aug 2 2016 Trip spans 7 days
Air Canada
Air Canada
YYZ
ORD
1h 40m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Thu Apr 28 2016 Return: Sun May 1 2016 Trip spans 4 days
Air Canada
Air Canada
YYZ
ORD
1h 53m
nonstop
ORD
YYZ
5h 58m
1 stop
Depart: Sat Feb 27 2016 Return: Sat Mar 5 2016 Trip spans 8 days
American Airlines
American Airlines
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 35m
nonstop
Depart: Fri Feb 26 2016 Return: Sun Feb 28 2016 Trip spans 3 days
Air Canada
Air Canada
YTZ
ORD
6h 07m
1 stop
ORD
YTZ
4h 50m
1 stop
Depart: Fri Jun 10 2016 Return: Wed Jun 15 2016 Trip spans 6 days
Major Airline
Major Airline
YYZ
MDW
8h 39m
1 stop
MDW
YYZ
6h 28m
1 stop
Depart: Thu Feb 25 2016 Return: Sun Feb 28 2016 Trip spans 4 days
Major Airline
Major Airline
YYZ
ORD
4h 23m
1 stop
ORD
YYZ
5h 35m
1 stop
Depart: Wed Apr 6 2016 Return: Sat Apr 9 2016 Trip spans 4 days
Delta
Delta
YYZ
MDW
4h 45m
1 stop
MDW
YYZ
4h 45m
1 stop
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3134 10:15 am 11:14 am Jan 30 - Mar 12
3134 10:15 am 11:14 am Mar 13 - Mar 26
3194 11:50 am 12:42 pm Jan 30 - Mar 10
3194 11:50 am 12:42 pm Mar 12 - Mar 12
3194 11:50 am 12:42 pm Mar 13 - Mar 25
3194 11:50 am 12:42 pm Mar 15 - Mar 24
3194 11:50 am 12:42 pm Jan 31 - Mar 11
3516 3:12 pm 4:08 pm Mar 10 - Mar 11
3516 3:12 pm 4:12 pm Mar 3 - Mar 5
3516 3:12 pm 4:08 pm Mar 1 - Mar 9
3516 3:12 pm 4:08 pm Feb 12 - Feb 29
3516 3:12 pm 4:08 pm Feb 11 - Feb 25
3516 3:12 pm 4:12 pm Mar 12 - Mar 12
3516 3:12 pm 4:08 pm Mar 13 - Mar 25
3216 5:17 pm 6:17 pm Mar 4 - Mar 11
3216 5:17 pm 6:17 pm Mar 13 - Mar 21
3216 5:17 pm 6:17 pm Mar 15 - Mar 17
3216 5:17 pm 6:17 pm Mar 3 - Mar 10
3216 5:17 pm 6:17 pm Mar 1 - Mar 1
3216 5:17 pm 6:17 pm Feb 5 - Mar 2
3216 5:17 pm 6:17 pm Feb 4 - Feb 25
3216 6:17 pm 7:18 pm Jan 30 - Mar 12
3348 7:43 pm 8:44 pm Mar 14 - Mar 25
3348 7:43 pm 8:40 pm Mar 13 - Mar 20
3348 7:43 pm 8:44 pm Mar 7 - Mar 11
3348 7:43 pm 8:40 pm Mar 6 - Mar 6
3348 7:43 pm 8:44 pm Feb 11 - Mar 4
Flight # Depart YKF Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3137 6:35 am 7:33 am Jan 30 - Mar 12
3137 6:35 am 7:33 am Mar 13 - Apr 4
3278 3:00 pm 3:54 pm Feb 8 - Mar 11
3278 3:00 pm 3:54 pm Mar 13 - Apr 4
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons 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 don'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
only $202
only $190
Destination

Chicago
only $202
only $190