Find Deals on Flights from Toronto to Chicago (YTO - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
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: Sat Sep 5 2015 Return: Mon Sep 7 2015 Trip spans 3 days
Air Canada
Air Canada
YYZ
2:15p
ORD
3:55p
1h 40m
nonstop
ORD
4:45a
YYZ
6:22a
1h 37m
nonstop
Depart: Thu Sep 3 2015 Return: Tue Sep 8 2015 Trip spans 6 days
Air Canada
Air Canada
YYZ
4:45a
ORD
6:30a
1h 45m
nonstop
ORD
1:55p
YYZ
3:26p
1h 31m
nonstop
Depart: Wed Sep 2 2015 Return: Sun Sep 6 2015 Trip spans 5 days
Air Canada
Air Canada
YYZ
8:19a
ORD
10:02a
1h 43m
nonstop
ORD
4:45a
YYZ
6:22a
1h 37m
nonstop
Depart: Fri Sep 4 2015 Return: Sat Sep 5 2015 Trip spans 2 days
Air Canada
Air Canada
YYZ
12:40p
ORD
2:20p
1h 40m
nonstop
ORD
3:30p
YYZ
5:03p
1h 33m
nonstop
Depart: Mon Sep 7 2015 Return: Tue Sep 8 2015 Trip spans 2 days
Air Canada
Air Canada
YYZ
3:25a
ORD
5:09a
1h 44m
nonstop
ORD
1:55p
YYZ
3:26p
1h 31m
nonstop
Depart: Sun Sep 6 2015 Return: Mon Sep 21 2015 Trip spans 16 days
Porter Airlines
Porter Airlines
YTZ
12:30p
MDW
2:20p
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Tue Sep 8 2015 Return: Mon Sep 21 2015 Trip spans 14 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:10p
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Fri Sep 18 2015 Return: Thu Sep 24 2015 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Sat Sep 19 2015 Return: Fri Sep 25 2015 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:05a
1h 50m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
12:50p
YTZ
2:25p
1h 35m
nonstop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:25a
MDW
10:15a
1h 50m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Thu Sep 24 2015 Return: Fri Sep 25 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:50a
1h 50m
nonstop
MDW
12:50p
YTZ
2:25p
1h 35m
nonstop
Depart: Fri Sep 25 2015 Return: Sat Sep 26 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Sun Sep 27 2015 Return: Mon Oct 5 2015 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
9:15a
MDW
11:05a
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Sat Oct 3 2015 Return: Mon Oct 5 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Tue Nov 17 2015 Return: Thu Nov 19 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
12:55p
MDW
2:40p
1h 45m
nonstop
MDW
2:20p
YTZ
3:55p
1h 35m
nonstop
Depart: Wed Nov 4 2015 Return: Sat Nov 7 2015 Trip spans 4 days
United
United
YYZ
7:21a
ORD
9:16a
1h 55m
nonstop
ORD
4:06a
YYZ
5:41a
1h 35m
nonstop
Depart: Tue Oct 20 2015 Return: Sat Oct 24 2015 Trip spans 5 days
Delta
Delta
YYZ
11:34a
MDW
5:29p
5h 55m
1 stop
MDW
8:38a
YYZ
11:49a
3h 11m
1 stop
Depart: Tue Oct 13 2015 Return: Mon Oct 19 2015 Trip spans 7 days
Delta
Delta
YYZ
5:05a
ORD
12:54p
7h 49m
2 stops
ORD
10:24a
YYZ
5:46p
7h 22m
1 stop
Depart: Sun Nov 15 2015 Return: Sun Nov 22 2015 Trip spans 8 days
WestJet
WestJet
YYZ
5:17a
ORD
7:20a
2h 03m
nonstop
ORD
2:00a
YYZ
9:21a
7h 21m
1 stop
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3523 8:15 am 9:10 am Sep 9 - Sep 9
3523 8:15 am 9:05 am Aug 27 - Sep 8
3523 8:15 am 9:09 am Sep 10 - Oct 16
3134 10:16 am 11:05 am Aug 27 - Sep 8
3134 10:16 am 11:08 am Sep 9 - Oct 16
3194 11:46 am 12:25 pm Sep 6 - Sep 8
3194 11:53 am 12:39 pm Sep 9 - Oct 16
3516 3:15 pm 4:05 pm Aug 27 - Sep 8
3516 3:15 pm 4:03 pm Oct 5 - Oct 16
3516 3:15 pm 4:02 pm Sep 9 - Oct 4
3216 6:22 pm 7:18 pm Sep 3 - Sep 7
3216 6:22 pm 7:09 pm Oct 6 - Oct 13
3216 6:22 pm 7:09 pm Oct 7 - Oct 16
3216 6:22 pm 7:09 pm Oct 5 - Oct 12
3216 6:22 pm 7:09 pm Sep 12 - Oct 3
3216 6:22 pm 7:09 pm Sep 24 - Oct 15
3216 6:22 pm 7:09 pm Sep 10 - Sep 21
3216 6:22 pm 7:09 pm Sep 9 - Oct 4
3216 6:22 pm 7:18 pm Sep 6 - Sep 6
3216 6:22 pm 7:18 pm Sep 4 - Sep 8
3216 6:22 pm 7:09 pm Sep 28 - Sep 28
3348 8:27 pm 9:15 pm Sep 9 - Oct 16
3348 8:29 pm 9:10 pm Sep 7 - Sep 8
3348 8:29 pm 9:10 pm Sep 6 - Sep 6
Flight # Depart YKF Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3137 6:45 am 7:25 am Sep 9 - Oct 16
3137 7:00 am 7:36 am Aug 27 - Sep 8
3278 3:07 pm 3:43 pm Aug 27 - Sep 8
3278 3:07 pm 3:48 pm Sep 9 - Oct 16
Airports
Origin

Toronto
only $191
only $195
Destination

Chicago
only $191
only $195