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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 Jan 9 2015 Return: Tue Jan 20 2015 Trip spans 12 days
American Airlines
American Airlines
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Thu Jan 15 2015 Return: Sun Jan 18 2015 Trip spans 4 days
US Airways
US Airways
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Sat Jan 10 2015 Return: Tue Jan 20 2015 Trip spans 11 days
American Airlines
American Airlines
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
7:10a
YYZ
8:48a
1h 38m
nonstop
Depart: Sun Jan 11 2015 Return: Tue Jan 20 2015 Trip spans 10 days
American Airlines
American Airlines
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
4:25p
YYZ
5:59p
1h 34m
nonstop
Depart: Mon Jan 12 2015 Return: Tue Jan 20 2015 Trip spans 9 days
American Airlines
American Airlines
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Tue Jan 13 2015 Return: Tue Jan 20 2015 Trip spans 8 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Wed Jan 14 2015 Return: Sun Jan 18 2015 Trip spans 5 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Fri Jan 16 2015 Return: Sun Jan 18 2015 Trip spans 3 days
US Airways
US Airways
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Sat Jan 17 2015 Return: Sun Jan 18 2015 Trip spans 2 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
4:25p
YYZ
5:59p
1h 34m
nonstop
Depart: Wed Jan 21 2015 Return: Sun Jan 25 2015 Trip spans 5 days
US Airways
US Airways
YYZ
4:19a
ORD
6:20a
2h 01m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Fri Jan 23 2015 Return: Tue Jan 27 2015 Trip spans 5 days
American Airlines
American Airlines
YYZ
3:00p
ORD
4:54p
1h 54m
nonstop
ORD
7:10a
YYZ
8:48a
1h 38m
nonstop
Depart: Sun Jan 25 2015 Return: Wed Jan 28 2015 Trip spans 4 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
7:10a
YYZ
8:48a
1h 38m
nonstop
Depart: Sun Feb 1 2015 Return: Sat Feb 28 2015 Trip spans 28 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Mon Feb 16 2015 Return: Fri Feb 20 2015 Trip spans 5 days
US Airways
US Airways
YYZ
3:01p
ORD
4:55p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Wed Feb 18 2015 Return: Wed Feb 25 2015 Trip spans 8 days
American Airlines
American Airlines
YYZ
1:00a
ORD
3:10a
2h 10m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Thu Feb 19 2015 Return: Wed Feb 25 2015 Trip spans 7 days
American Airlines
American Airlines
YYZ
3:01p
ORD
4:55p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Fri Feb 20 2015 Return: Wed Feb 25 2015 Trip spans 6 days
American Airlines
American Airlines
YYZ
3:01p
ORD
4:55p
1h 54m
nonstop
ORD
12:59a
YYZ
2:40a
1h 41m
nonstop
Depart: Wed Dec 24 2014 Return: Thu Dec 25 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
11:40a
YTZ
1:15p
1h 35m
nonstop
Depart: Sat Jan 3 2015 Return: Tue Jan 6 2015 Trip spans 4 days
United
United
YYZ
2:55a
ORD
4:51a
1h 56m
nonstop
ORD
8:44a
YYZ
10:24a
1h 40m
nonstop
Depart: Fri May 15 2015 Return: Mon May 18 2015 Trip spans 4 days
Air Canada
Air Canada
YYZ
4:55p
ORD
6:36p
1h 41m
nonstop
ORD
2:00a
YYZ
3:32a
1h 32m
nonstop
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
4228 6:00 am 7:05 am Dec 20 - Dec 31
4228 6:00 am 7:10 am Jan 6 - Mar 4
4228 6:00 am 7:05 am Jan 2 - Jan 5
4228 7:30 am 8:35 am Jan 1 - Jan 1
3081 9:15 am 10:15 am Dec 20 - Dec 31
3081 9:15 am 10:15 am Dec 23 - Dec 30
3081 9:15 am 10:15 am Jan 2 - Jan 5
3081 9:19 am 10:20 am Jan 7 - Feb 4
3081 9:19 am 10:20 am Jan 6 - Feb 3
4352 3:29 pm 4:29 pm Jan 5 - Jan 5
4352 3:29 pm 4:29 pm Jan 1 - Jan 4
4352 3:29 pm 4:29 pm Dec 21 - Dec 31
4352 3:29 pm 4:29 pm Dec 20 - Jan 3
4352 3:32 pm 4:30 pm Jan 10 - Jan 24
4352 3:32 pm 4:30 pm Jan 8 - Feb 16
4352 3:32 pm 4:30 pm Jan 6 - Feb 10
4352 3:32 pm 4:30 pm Jan 7 - Feb 11
2956 5:06 pm 6:05 pm Jan 9 - Feb 16
2956 5:06 pm 6:05 pm Jan 8 - Feb 12
2956 5:15 pm 6:20 pm Dec 23 - Jan 1
2956 5:15 pm 6:20 pm Dec 20 - Jan 5
3076 7:50 pm 8:45 pm Dec 31 - Jan 5
3076 7:50 pm 8:45 pm Jan 1 - Jan 3
3076 7:50 pm 8:45 pm Dec 23 - Dec 30
3076 7:50 pm 8:45 pm Dec 21 - Dec 29
3076 8:00 pm 8:54 pm Jan 7 - Jan 14
3076 8:00 pm 8:54 pm Jan 16 - Feb 9
3076 8:00 pm 8:54 pm Jan 13 - Feb 3
3076 8:00 pm 8:54 pm Jan 11 - Jan 29
3076 8:00 pm 8:54 pm Jan 6 - Jan 6
3076 8:00 pm 8:54 pm Jan 10 - Feb 7
Airports
Origin

Toronto
only $238
only $254
Destination

Chicago
only $238
only $254