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: Mon Aug 24 2015 Return: Tue Aug 25 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:45a
1h 45m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Mon Aug 31 2015 Return: Tue Sep 1 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:45a
1h 45m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Tue Sep 1 2015 Return: Mon Sep 14 2015 Trip spans 14 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Wed Sep 2 2015 Return: Mon Sep 14 2015 Trip spans 13 days
Porter Airlines
Porter Airlines
YTZ
8:25a
MDW
10:15a
1h 50m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Wed Sep 9 2015 Return: Sun Sep 13 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:50a
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Sep 18 2015 Return: Tue Sep 22 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
4:30a
YTZ
6:05a
1h 35m
nonstop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 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: Sat Sep 26 2015 Return: Sun Sep 27 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:05a
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Wed Sep 30 2015 Return: Fri Oct 2 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:50a
1h 50m
nonstop
MDW
4:30a
YTZ
6:05a
1h 35m
nonstop
Depart: Sat Oct 17 2015 Return: Sun Oct 18 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:05a
1h 50m
nonstop
MDW
8:30a
YTZ
10:05a
1h 35m
nonstop
Depart: Wed Oct 21 2015 Return: Sun Oct 25 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Sep 11 2015 Return: Sun Sep 13 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Thu Sep 24 2015 Return: Sun Sep 27 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:10p
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Sep 25 2015 Return: Sun Sep 27 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:10p
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Oct 2 2015 Return: Sun Oct 4 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Wed Dec 9 2015 Return: Tue Dec 15 2015 Trip spans 7 days
American Airlines
American Airlines
YYZ
1:55a
ORD
8:54a
6h 59m
1 stop
ORD
5:13p
YYZ
12:28p
19h 15m
1 stop
Depart: Wed Aug 26 2015 Return: Wed Sep 9 2015 Trip spans 15 days
Delta
Delta
YYZ
7:56a
MDW
12:58p
5h 02m
1 stop
MDW
1:45a
YYZ
4:40a
2h 55m
1 stop
Depart: Fri Nov 6 2015 Return: Tue Nov 10 2015 Trip spans 5 days
Delta
Delta
YYZ
6:45a
ORD
12:22p
5h 37m
1 stop
ORD
10:00a
YYZ
4:44p
6h 44m
1 stop
Depart: Sun Aug 16 2015 Return: Sun Sep 6 2015 Trip spans 22 days
Air Canada
Air Canada
YYZ
8:05a
ORD
9:45a
1h 40m
nonstop
ORD
4:45a
YYZ
6:18a
1h 33m
nonstop
Depart: Thu Dec 10 2015 Return: Sun Jan 3 2016 Trip spans 25 days
United
United
YYZ
7:00a
ORD
8:42a
1h 42m
nonstop
ORD
1:15p
YYZ
2:44p
1h 29m
nonstop
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 9:05 am Jul 25 - Sep 8
3134 10:16 am 11:05 am Jul 25 - Sep 8
3194 11:46 am 12:25 pm Jul 25 - Sep 2
3194 11:46 am 12:25 pm Jul 26 - Aug 30
3194 11:46 am 12:25 pm Sep 3 - Sep 8
3516 3:15 pm 4:05 pm Jul 25 - Sep 8
3216 6:22 pm 7:18 pm Aug 5 - Sep 4
3216 6:22 pm 7:18 pm Jul 26 - Aug 4
3216 6:22 pm 7:18 pm Aug 24 - Sep 7
3216 6:22 pm 7:18 pm Aug 22 - Aug 29
3216 6:22 pm 7:18 pm Aug 6 - Aug 20
3348 8:26 pm 9:07 pm Aug 2 - Aug 4
3348 8:29 pm 9:10 pm Aug 27 - Sep 4
3348 8:29 pm 9:10 pm Aug 22 - Sep 5
3348 8:29 pm 9:10 pm Aug 6 - Aug 21
3348 8:29 pm 9:10 pm Aug 5 - Sep 2
Flight # Depart YKF Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3137 7:00 am 7:36 am Jul 25 - Sep 8
3278 3:07 pm 3:43 pm Jul 26 - Sep 8
Airports
Origin

Toronto
only $220
only $197
Destination

Chicago
only $220
only $197