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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 Mar 17 2015 Return: Thu Apr 23 2015 Trip spans 38 days
Porter Airlines
Porter Airlines
YTZ
11:00a
MDW
12:55p
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Thu Mar 19 2015 Return: Tue Apr 14 2015 Trip spans 27 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Fri Mar 20 2015 Return: Fri Mar 27 2015 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
11:00a
MDW
12:55p
1h 55m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Sat Mar 21 2015 Return: Tue Apr 14 2015 Trip spans 25 days
Porter Airlines
Porter Airlines
YTZ
10:35a
MDW
12:30p
1h 55m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Sun Mar 22 2015 Return: Thu Mar 26 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
1:50p
MDW
3:45p
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Mon Mar 23 2015 Return: Thu Mar 26 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:35a
MDW
5:30a
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Thu Mar 26 2015 Return: Sun Mar 29 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
1:45p
MDW
3:40p
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Fri Mar 27 2015 Return: Sun Mar 29 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Sat Mar 28 2015 Return: Sun Mar 29 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:30a
MDW
10:25a
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Tue Mar 31 2015 Return: Wed Apr 1 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
5:25a
MDW
7:15a
1h 50m
nonstop
MDW
3:30p
YTZ
5:05p
1h 35m
nonstop
Depart: Wed Apr 1 2015 Return: Sat Apr 4 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
4:00a
YTZ
5:35a
1h 35m
nonstop
Depart: Sat Apr 4 2015 Return: Sun Apr 5 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:30a
MDW
10:25a
1h 55m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Wed Apr 8 2015 Return: Wed Apr 15 2015 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Thu Apr 9 2015 Return: Sun Apr 12 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Fri Apr 10 2015 Return: Mon Apr 13 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Wed Mar 18 2015 Return: Tue Mar 31 2015 Trip spans 14 days
Multiple Airlines
Multiple Airlines
YYZ
4:01p
ORD
5:55p
1h 54m
nonstop
ORD
3:05a
YYZ
4:42a
1h 37m
nonstop
Depart: Fri May 8 2015 Return: Sat May 9 2015 Trip spans 2 days
United
United
YYZ
9:58a
ORD
11:49a
1h 51m
nonstop
ORD
4:50p
YYZ
6:30p
1h 40m
nonstop
Depart: Wed Jun 10 2015 Return: Sat Jun 13 2015 Trip spans 4 days
American Airlines
American Airlines
YYZ
4:25a
ORD
6:20a
1h 55m
nonstop
ORD
3:05a
YYZ
4:41a
1h 36m
nonstop
Depart: Thu Jul 2 2015 Return: Mon Jul 6 2015 Trip spans 5 days
Air Canada
Air Canada
YYZ
4:30a
ORD
6:11a
1h 41m
nonstop
ORD
1:55p
YYZ
3:28p
1h 33m
nonstop
Depart: Sat Mar 7 2015 Return: Mon Mar 9 2015 Trip spans 2 days
Delta
Delta
YYZ
11:28a
MDW
6:14p
6h 46m
1 stop
MDW
2:35p
YYZ
5:50p
3h 15m
1 stop
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
3079 8:25 am 9:16 am Apr 4 - May 2
3079 8:25 am 9:16 am Mar 29 - May 6
3081 9:19 am 10:20 am Mar 8 - Mar 28
3463 10:21 am 11:15 am Mar 29 - Mar 29
3463 10:21 am 11:15 am Mar 30 - May 6
3081 12:15 pm 1:03 pm Mar 30 - Apr 13
3081 12:15 pm 1:03 pm Mar 29 - Mar 29
3401 3:16 pm 4:07 pm Mar 29 - Apr 14
3401 3:16 pm 4:07 pm Apr 1 - Apr 8
3120 3:32 pm 4:25 pm Mar 28 - Mar 28
3120 3:32 pm 4:25 pm Mar 14 - Mar 21
3413 3:32 pm 4:25 pm Mar 9 - Mar 27
2956 5:06 pm 6:05 pm Mar 8 - Mar 27
2956 5:06 pm 6:05 pm Mar 10 - Mar 26
3019 6:26 pm 7:20 pm Mar 31 - Apr 9
3019 6:26 pm 7:20 pm Mar 29 - Apr 13
3076 8:01 pm 8:55 pm Mar 8 - Mar 27
3076 8:01 pm 8:55 pm Mar 10 - Mar 28
Airports
Origin

Toronto
only $205
only $203
Destination

Chicago
only $205
only $203