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Find Flight Deals from Toronto to Chicago (YTO - CHI)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Toronto to Chicago

(Round-trip)
Depart: Tue Jun 16 2015 Return: Wed Jun 17 2015 Trip spans 2 days
Air Canada
Air Canada
YYZ
4:35p
ORD
6:15p
1h 40m
nonstop
ORD
2:00a
YYZ
3:33a
1h 33m
nonstop
Depart: Sat Jun 20 2015 Return: Tue Jun 23 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
1:50p
MDW
3:45p
1h 55m
nonstop
MDW
8:25a
YTZ
10:00a
1h 35m
nonstop
Depart: Tue Jun 23 2015 Return: Wed Jun 24 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
4:00p
MDW
5:50p
1h 50m
nonstop
MDW
8:25a
YTZ
10:00a
1h 35m
nonstop
Depart: Wed Jun 17 2015 Return: Tue Jun 23 2015 Trip spans 7 days
Air Canada
Air Canada
YYZ
10:15a
ORD
11:55a
1h 40m
nonstop
ORD
1:55p
YYZ
3:28p
1h 33m
nonstop
Depart: Mon Jun 22 2015 Return: Tue Jun 23 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:25a
MDW
10:15a
1h 50m
nonstop
MDW
4:30a
YTZ
6:05a
1h 35m
nonstop
Depart: Mon Jun 15 2015 Return: Tue Jun 16 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:15p
1h 55m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Thu Jun 18 2015 Return: Sat Jun 20 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:55a
1h 55m
nonstop
MDW
4:00a
YTZ
5:35a
1h 35m
nonstop
Depart: Fri Jun 19 2015 Return: Sat Jun 20 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
4:00a
YTZ
5:35a
1h 35m
nonstop
Depart: Wed Jun 24 2015 Return: Mon Jun 29 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
4:00p
MDW
5:50p
1h 50m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Fri Sep 11 2015 Return: Sat Sep 12 2015 Trip spans 2 days
Air Canada
Air Canada
YYZ
2:10p
ORD
3:53p
1h 43m
nonstop
ORD
2:00a
YYZ
3:31a
1h 31m
nonstop
Depart: Mon Jun 29 2015 Return: Wed Jul 1 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
4:00p
MDW
5:50p
1h 50m
nonstop
MDW
3:45p
YTZ
5:20p
1h 35m
nonstop
Depart: Tue Jun 30 2015 Return: Fri Jul 3 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:45a
1h 45m
nonstop
MDW
4:30a
YTZ
6:05a
1h 35m
nonstop
Depart: Wed Jul 1 2015 Return: Fri Jul 3 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
10:35a
MDW
12:25p
1h 50m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Sun Jun 21 2015 Return: Mon Jun 22 2015 Trip spans 2 days
Air Canada
Air Canada
YYZ
3:00a
ORD
4:49a
1h 49m
nonstop
ORD
2:00a
YYZ
3:33a
1h 33m
nonstop
Depart: Thu Jun 25 2015 Return: Mon Jun 29 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
7:00a
MDW
8:45a
1h 45m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Fri Jun 26 2015 Return: Mon Jun 29 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:45a
1h 45m
nonstop
MDW
12:55p
YTZ
2:25p
1h 30m
nonstop
Depart: Sat Jun 27 2015 Return: Mon Jun 29 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
11:05a
MDW
12:55p
1h 50m
nonstop
MDW
12:55p
YTZ
2:25p
1h 30m
nonstop
Depart: Thu Aug 13 2015 Return: Sun Aug 16 2015 Trip spans 4 days
Air Canada
Air Canada
YTZ
7:15a
ORD
11:44a
4h 29m
1 stop
ORD
9:25a
YTZ
1:40p
4h 15m
1 stop
Depart: Wed Jun 3 2015 Return: Tue Jun 9 2015 Trip spans 7 days
Delta
Delta
YYZ
3:15a
MDW
10:51a
7h 36m
1 stop
MDW
8:30a
YYZ
11:45a
3h 15m
1 stop
Depart: Fri May 29 2015 Return: Tue Jun 23 2015 Trip spans 26 days
Delta
Delta
YYZ
2:15a
ORD
10:23a
8h 08m
1 stop
ORD
12:37p
YYZ
6:59p
6h 22m
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 9:05 am Jun 4 - Sep 4
3134 10:19 am 11:08 am Jun 4 - Jul 5
3194 11:46 am 12:25 pm Jun 13 - Jul 6
3194 11:46 am 12:25 pm Jun 5 - Jul 5
3194 11:46 am 12:25 pm Jun 4 - Jun 10
3516 3:15 pm 4:05 pm Jun 4 - Jul 5
3216 6:22 pm 7:18 pm Jul 5 - Jul 5
3216 6:22 pm 7:18 pm Jun 14 - Jul 1
3216 6:22 pm 7:18 pm Jul 3 - Jul 3
3216 6:22 pm 7:18 pm Jul 4 - Jul 4
3216 6:22 pm 7:18 pm Jun 13 - Jul 2
3216 6:22 pm 7:18 pm Jun 4 - Jun 12
3348 8:26 pm 9:07 pm Jun 14 - Jul 1
3348 8:26 pm 9:07 pm Jun 4 - Jun 10
3348 8:26 pm 9:07 pm Jun 11 - Jul 2
3348 8:26 pm 9:07 pm Jul 5 - Jul 5
Flight # Depart YKF Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3137 7:00 am 7:36 am Jun 4 - Sep 4
3278 3:05 pm 3:41 pm Jun 4 - Jul 5
Airports
Origin

Toronto
only $203
only $207
Destination

Chicago
only $203
only $207