Find Cheap 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: Tue Aug 29 2017 Return: Wed Aug 30 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Sat Sep 2 2017 Return: Thu Sep 7 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 51m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Thu Sep 28 2017 Return: Sat Sep 30 2017 Trip spans 3 days
Delta
Delta
YYZ
MDW
6h 25m
1 stop
MDW
YYZ
4h 50m
1 stop
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Air Canada
Air Canada
YTZ
ORD
4h 38m
1 stop
ORD
YTZ
4h 15m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 45m
nonstop
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 8 2017 Trip spans 10 days
Delta
Delta
YYZ
MDW
7h 52m
1 stop
MDW
YYZ
3h 20m
1 stop
Depart: Sat Sep 30 2017 Return: Mon Oct 2 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Wed Oct 4 2017 Return: Sat Oct 21 2017 Trip spans 18 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 49m
nonstop
ORD
YYZ
1h 31m
nonstop
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Delta
Delta
YYZ
MDW
5h 02m
1 stop
MDW
YYZ
4h 42m
1 stop
Depart: Wed Oct 18 2017 Return: Mon Oct 23 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Mon Oct 23 2017 Return: Tue Oct 31 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 52m
nonstop
ORD
YYZ
1h 33m
nonstop
Depart: Sat Aug 26 2017 Return: Tue Sep 12 2017 Trip spans 18 days
Air Canada
Air Canada
YTZ
ORD
4h 36m
1 stop
ORD
YTZ
4h 15m
1 stop
Depart: Sun Sep 3 2017 Return: Sat Sep 9 2017 Trip spans 7 days
Delta
Delta
YYZ
MDW
5h 18m
1 stop
MDW
YYZ
7h 33m
1 stop
Depart: Fri Nov 10 2017 Return: Mon Nov 13 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 50m
nonstop
MDW
YTZ
1h 37m
nonstop
Depart: Thu Nov 16 2017 Return: Sat Nov 25 2017 Trip spans 10 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
Air Canada
Air Canada
YTZ
ORD
4h 31m
1 stop
ORD
YTZ
4h 40m
1 stop
Depart: Wed Jan 17 2018 Return: Sat Jan 20 2018 Trip spans 4 days
Multiple Airlines
Multiple Airlines
YYZ
ORD
1h 47m
nonstop
ORD
YYZ
6h 53m
1 stop
Depart: Fri Aug 25 2017 Return: Sun Aug 27 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
MDW
1h 45m
nonstop
MDW
YTZ
1h 40m
nonstop
Depart: Wed Jan 3 2018 Return: Wed Jan 10 2018 Trip spans 8 days
Delta
Delta
YYZ
MDW
3h 27m
1 stop
MDW
YYZ
6h 54m
1 stop
Direct flights YTO 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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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.

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Airports
Origin

Toronto
only $207
only $206
Destination

Chicago
only $207
only $206
Airlines Airline reviews

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

Overall
8.7
Boarding
8.6
Crew
8.8
Comfort
8.5
Food
8.4
Entertainment
7.1