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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: Thu Apr 9 2015 Return: Fri Apr 10 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
11:05a
MDW
1:00p
1h 55m
nonstop
MDW
6:55a
YTZ
8:30a
1h 35m
nonstop
Depart: Fri Apr 10 2015 Return: Sun Apr 12 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Sun Apr 12 2015 Return: Wed Apr 15 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Wed Apr 15 2015 Return: Fri Apr 17 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
8:20a
MDW
10:15a
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Fri Apr 17 2015 Return: Mon Apr 20 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:45a
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Sat Apr 18 2015 Return: Mon Apr 20 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:50p
MDW
3:45p
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Mon Apr 20 2015 Return: Tue Apr 21 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
8:20a
MDW
10:15a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Fri Apr 24 2015 Return: Mon Apr 27 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:45a
1h 50m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:55a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Sat Apr 11 2015 Return: Mon Apr 13 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
6:05a
MDW
8:00a
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Mon Apr 13 2015 Return: Wed Apr 15 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:15p
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Tue Apr 14 2015 Return: Thu Apr 16 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Thu Apr 16 2015 Return: Sat Apr 18 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:55a
1h 55m
nonstop
MDW
12:10p
YTZ
1:45p
1h 35m
nonstop
Depart: Sun Apr 19 2015 Return: Tue Apr 21 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:50p
MDW
3:40p
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Wed Apr 8 2015 Return: Fri Apr 10 2015 Trip spans 3 days
Air Canada
Air Canada
YYZ
3:10a
ORD
4:57a
1h 47m
nonstop
ORD
1:30p
YYZ
3:13p
1h 43m
nonstop
Depart: Sat Apr 4 2015 Return: Wed Apr 22 2015 Trip spans 19 days
American Airlines
American Airlines
YYZ
4:25a
ORD
6:16a
1h 51m
nonstop
ORD
3:05a
YYZ
4:42a
1h 37m
nonstop
Depart: Wed Apr 1 2015 Return: Thu Apr 9 2015 Trip spans 9 days
US Airways
US Airways
YYZ
8:15a
ORD
10:03a
1h 48m
nonstop
ORD
3:05a
YYZ
4:42a
1h 37m
nonstop
Depart: Thu Apr 2 2015 Return: Thu Apr 9 2015 Trip spans 8 days
United
United
YYZ
9:45a
ORD
11:41a
1h 56m
nonstop
ORD
5:00a
YYZ
6:34a
1h 34m
nonstop
Depart: Tue Mar 31 2015 Return: Fri Apr 3 2015 Trip spans 4 days
Delta
Delta
YYZ
2:10a
MDW
5:45a
3h 35m
1 stop
MDW
10:11a
YYZ
4:50p
6h 39m
1 stop
Depart: Sun Mar 29 2015 Return: Sat May 2 2015 Trip spans 35 days
Delta
Delta
YYZ
3:45a
ORD
7:43a
3h 58m
1 stop
ORD
2:45a
YYZ
8:06a
5h 21m
1 stop
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3079 8:25 am 9:16 am Apr 4 - May 2
3079 8:25 am 9:16 am Mar 29 - May 6
3463 10:21 am 11:15 am Mar 30 - May 6
3081 12:15 pm 1:03 pm Apr 2 - Apr 5
3081 12:15 pm 1:03 pm Apr 9 - Apr 20
3081 12:15 pm 1:03 pm Mar 30 - Apr 8
3081 12:15 pm 1:03 pm Apr 28 - Apr 28
3081 12:15 pm 1:03 pm Apr 14 - Apr 21
3081 12:15 pm 1:03 pm Apr 22 - May 4
3401 3:16 pm 4:07 pm Apr 15 - Jun 3
3401 3:16 pm 4:07 pm Mar 30 - Apr 14
3401 3:16 pm 4:07 pm Apr 1 - Apr 8
3019 6:26 pm 7:20 pm Apr 6 - Apr 13
3019 6:26 pm 7:20 pm Mar 31 - Apr 7
3019 6:26 pm 7:20 pm Mar 29 - Apr 4
3019 6:26 pm 7:20 pm Apr 9 - Apr 9
3019 6:26 pm 7:20 pm Apr 5 - Apr 5
3019 6:27 pm 7:18 pm Apr 14 - Apr 28
3019 6:27 pm 7:18 pm Apr 17 - May 4
3019 6:27 pm 7:18 pm Apr 16 - Apr 30
3019 6:27 pm 7:18 pm Apr 15 - Apr 15
Flight # Depart YKF Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3022 7:20 am 7:58 am Mar 29 - Jun 3
2977 3:20 pm 3:58 pm Mar 29 - May 6
Airports
Origin

Toronto
only $209
only $203
Destination

Chicago
only $209
only $203