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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: Fri Feb 27 2015 Return: Mon Mar 2 2015 Trip spans 4 days
United
United
YYZ
2:20a
ORD
4:10a
1h 50m
nonstop
ORD
11:00a
YYZ
12:34p
1h 34m
nonstop
Depart: Tue Feb 17 2015 Return: Thu Feb 19 2015 Trip spans 3 days
United
United
YYZ
4:00p
ORD
5:47p
1h 47m
nonstop
ORD
11:00a
YYZ
12:40p
1h 40m
nonstop
Depart: Wed Feb 18 2015 Return: Thu Feb 19 2015 Trip spans 2 days
United
United
YYZ
2:15p
ORD
4:18p
2h 03m
nonstop
ORD
8:44a
YYZ
10:24a
1h 40m
nonstop
Depart: Thu Feb 19 2015 Return: Sat Feb 21 2015 Trip spans 3 days
United
United
YYZ
11:50a
ORD
1:37p
1h 47m
nonstop
ORD
1:20a
YYZ
2:50a
1h 30m
nonstop
Depart: Fri Feb 20 2015 Return: Sat Feb 21 2015 Trip spans 2 days
United
United
YYZ
9:30a
ORD
11:25a
1h 55m
nonstop
ORD
1:20a
YYZ
2:50a
1h 30m
nonstop
Depart: Sat Feb 21 2015 Return: Tue Feb 24 2015 Trip spans 4 days
United
United
YYZ
10:05a
ORD
12:04p
1h 59m
nonstop
ORD
8:44a
YYZ
10:24a
1h 40m
nonstop
Depart: Sun Feb 22 2015 Return: Tue Feb 24 2015 Trip spans 3 days
United
United
YYZ
2:20a
ORD
4:10a
1h 50m
nonstop
ORD
4:00p
YYZ
5:34p
1h 34m
nonstop
Depart: Mon Feb 23 2015 Return: Wed Feb 25 2015 Trip spans 3 days
United
United
YYZ
4:00p
ORD
5:47p
1h 47m
nonstop
ORD
1:29p
YYZ
3:09p
1h 40m
nonstop
Depart: Tue Feb 24 2015 Return: Thu Feb 26 2015 Trip spans 3 days
United
United
YYZ
2:20a
ORD
4:10a
1h 50m
nonstop
ORD
6:28a
YYZ
8:02a
1h 34m
nonstop
Depart: Wed Feb 25 2015 Return: Fri Feb 27 2015 Trip spans 3 days
United
United
YYZ
4:00p
ORD
5:47p
1h 47m
nonstop
ORD
1:20a
YYZ
2:50a
1h 30m
nonstop
Depart: Thu Feb 26 2015 Return: Sat Feb 28 2015 Trip spans 3 days
United
United
YYZ
11:50a
ORD
1:37p
1h 47m
nonstop
ORD
1:20a
YYZ
2:50a
1h 30m
nonstop
Depart: Sat Feb 28 2015 Return: Mon Mar 2 2015 Trip spans 3 days
United
United
YYZ
1:55p
ORD
3:42p
1h 47m
nonstop
ORD
1:43a
YYZ
3:19a
1h 36m
nonstop
Depart: Sun Mar 1 2015 Return: Tue Mar 3 2015 Trip spans 3 days
United
United
YYZ
2:20a
ORD
4:10a
1h 50m
nonstop
ORD
3:45a
YYZ
5:15a
1h 30m
nonstop
Depart: Mon Mar 2 2015 Return: Wed Mar 4 2015 Trip spans 3 days
United
United
YYZ
4:00p
ORD
5:47p
1h 47m
nonstop
ORD
8:44a
YYZ
10:24a
1h 40m
nonstop
Depart: Tue Mar 17 2015 Return: Fri Mar 27 2015 Trip spans 11 days
American Airlines
American Airlines
YYZ
1:06p
ORD
3:05p
1h 59m
nonstop
ORD
1:59a
YYZ
3:40a
1h 41m
nonstop
Depart: Sun Feb 15 2015 Return: Fri Feb 20 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
2:55p
MDW
4:50p
1h 55m
nonstop
MDW
6:00a
YTZ
7:35a
1h 35m
nonstop
Depart: Thu Apr 9 2015 Return: Thu Apr 16 2015 Trip spans 8 days
Multiple Airlines
Multiple Airlines
YYZ
6:00a
ORD
7:41a
1h 41m
nonstop
ORD
3:05a
YYZ
4:42a
1h 37m
nonstop
Depart: Thu Apr 2 2015 Return: Sun Apr 12 2015 Trip spans 11 days
Air Canada
Air Canada
YYZ
8:00a
ORD
9:41a
1h 41m
nonstop
ORD
4:45a
YYZ
6:17a
1h 32m
nonstop
Depart: Mon Apr 6 2015 Return: Fri Apr 10 2015 Trip spans 5 days
Delta
Delta
YYZ
1:24p
ORD
7:06p
5h 42m
1 stop
ORD
7:05a
YYZ
2:24p
7h 19m
2 stops
Depart: Thu Feb 12 2015 Return: Fri Feb 20 2015 Trip spans 9 days
Delta
Delta
YYZ
1:30a
MDW
7:53a
6h 23m
1 stop
MDW
7:56a
YYZ
12:54p
4h 58m
1 stop
Change your search
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3464 6:00 am 7:00 am Mar 8 - Mar 28
3464 6:00 am 7:00 am Mar 5 - Mar 7
4228 6:00 am 7:10 am Jan 29 - Mar 4
3081 9:19 am 10:20 am Feb 3 - Feb 26
3081 9:19 am 10:20 am Mar 3 - Mar 7
3081 9:19 am 10:20 am Feb 6 - Mar 2
3081 9:19 am 10:20 am Mar 8 - Mar 28
3120 3:32 pm 4:25 pm Mar 7 - Mar 7
3413 3:32 pm 4:25 pm Mar 9 - Mar 27
3413 3:32 pm 4:25 pm Mar 5 - Mar 6
3413 3:32 pm 4:25 pm Mar 8 - Mar 8
4352 3:32 pm 4:30 pm Feb 17 - Mar 4
4352 3:32 pm 4:30 pm Jan 29 - Feb 16
4352 3:32 pm 4:30 pm Feb 3 - Feb 10
4352 3:32 pm 4:30 pm Feb 4 - Feb 11
4352 3:32 pm 4:30 pm Jan 31 - Feb 28
2956 5:06 pm 6:05 pm Mar 5 - Mar 5
2956 5:06 pm 6:05 pm Jan 30 - Feb 16
2956 5:06 pm 6:05 pm Mar 6 - Mar 6
2956 5:06 pm 6:05 pm Jan 29 - Feb 12
2956 5:06 pm 6:05 pm Mar 10 - Mar 26
2956 5:06 pm 6:05 pm Mar 8 - Mar 27
2956 5:06 pm 6:05 pm Feb 17 - Mar 3
2956 5:06 pm 6:05 pm Feb 18 - Mar 4
3076 8:00 pm 8:54 pm Jan 30 - Feb 9
3076 8:00 pm 8:54 pm Feb 8 - Feb 11
3076 8:00 pm 8:54 pm Feb 10 - Feb 10
3076 8:00 pm 8:54 pm Jan 31 - Feb 7
3076 8:01 pm 8:55 pm Feb 16 - Mar 2
3076 8:01 pm 8:55 pm Feb 14 - Mar 7
3076 8:01 pm 8:55 pm Mar 3 - Mar 6
3076 8:01 pm 8:55 pm Feb 25 - Feb 27
3076 8:01 pm 8:55 pm Mar 10 - Mar 28
3076 8:01 pm 8:55 pm Mar 8 - Mar 27
3076 8:01 pm 8:55 pm Feb 12 - Feb 26
3076 8:01 pm 8:55 pm Feb 13 - Feb 20
Airports
Origin

Toronto
only $209
only $224
Destination

Chicago
only $209
only $224