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Find Deals on Flights from Toronto Pearson Intl to Chicago Midway (YYZ - MDW)

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

Book cheap flights from Toronto Pearson Intl to Chicago Midway

(Round-trip)
Depart: Wed Aug 5 2015 Return: Tue Aug 18 2015 Trip spans 14 days
Delta
Delta
YYZ
5:05a
MDW
12:59p
7h 54m
2 stops
MDW
5:06a
YYZ
11:59a
6h 53m
1 stop
Depart: Fri Aug 21 2015 Return: Sat Sep 12 2015 Trip spans 23 days
Delta
Delta
YYZ
7:56a
MDW
12:58p
5h 02m
1 stop
MDW
8:15a
YYZ
7:10p
10h 55m
2 stops
Depart: Wed Nov 4 2015 Return: Sun Nov 8 2015 Trip spans 5 days
Delta
Delta
YYZ
1:10a
MDW
7:51a
6h 41m
2 stops
MDW
1:00a
YYZ
8:15a
7h 15m
1 stop
Depart: Wed Sep 2 2015 Return: Wed Sep 23 2015 Trip spans 22 days
Delta
Delta
YYZ
2:55a
MDW
7:36a
4h 41m
1 stop
MDW
5:17a
YYZ
9:58a
4h 41m
1 stop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
Delta
Delta
YYZ
3:19a
MDW
11:45a
8h 26m
1 stop
MDW
9:50a
YYZ
4:59p
7h 09m
1 stop
Depart: Thu Oct 8 2015 Return: Thu Nov 12 2015 Trip spans 36 days
Delta
Delta
YYZ
2:15a
MDW
10:12a
7h 57m
1 stop
MDW
2:15a
YYZ
9:00a
6h 45m
2 stops
Depart: Fri Sep 4 2015 Return: Wed Sep 9 2015 Trip spans 6 days
Delta
Delta
YYZ
11:33a
MDW
5:27p
5h 54m
1 stop
MDW
9:50a
YYZ
4:59p
7h 09m
1 stop
Depart: Thu Oct 22 2015 Return: Sun Oct 25 2015 Trip spans 4 days
Delta
Delta
YYZ
2:15a
MDW
10:12a
7h 57m
1 stop
MDW
7:05a
YYZ
4:46p
9h 41m
2 stops
Depart: Sat Sep 26 2015 Return: Sat Oct 3 2015 Trip spans 8 days
Delta
Delta
YYZ
2:25a
MDW
6:20a
3h 55m
1 stop
MDW
8:36a
YYZ
11:51a
3h 15m
1 stop
Depart: Sat Oct 10 2015 Return: Sat Oct 24 2015 Trip spans 15 days
Delta
Delta
YYZ
2:25a
MDW
5:48a
3h 23m
1 stop
MDW
12:35p
YYZ
4:07p
3h 32m
1 stop
Depart: Wed Oct 7 2015 Return: Thu Oct 8 2015 Trip spans 2 days
Delta
Delta
YYZ
2:15a
MDW
8:52a
6h 37m
1 stop
MDW
5:18a
YYZ
9:59a
4h 41m
1 stop
Depart: Thu Jan 7 2016 Return: Sun Jan 17 2016 Trip spans 11 days
Delta
Delta
YYZ
4:05a
MDW
10:30a
6h 25m
2 stops
MDW
7:30a
YYZ
1:24p
5h 54m
1 stop
Depart: Tue Aug 4 2015 Return: Tue Aug 18 2015 Trip spans 15 days
Delta
Delta
YYZ
5:05a
MDW
2:53p
9h 48m
2 stops
MDW
5:06a
YYZ
11:59a
6h 53m
1 stop
Depart: Tue Jul 28 2015 Return: Fri Aug 7 2015 Trip spans 11 days
Delta
Delta
YYZ
5:05a
MDW
2:37p
9h 32m
2 stops
MDW
2:14p
YYZ
7:11p
4h 57m
1 stop
Depart: Wed Jul 29 2015 Return: Wed Aug 12 2015 Trip spans 15 days
Delta
Delta
YYZ
5:05a
MDW
12:59p
7h 54m
2 stops
MDW
2:00a
YYZ
11:35a
9h 35m
2 stops
Depart: Thu Aug 6 2015 Return: Tue Aug 18 2015 Trip spans 13 days
Delta
Delta
YYZ
3:00a
MDW
7:25a
4h 25m
1 stop
MDW
5:06a
YYZ
11:59a
6h 53m
1 stop
Depart: Sat Aug 22 2015 Return: Mon Aug 31 2015 Trip spans 10 days
Delta
Delta
YYZ
9:00a
MDW
12:57p
3h 57m
1 stop
MDW
1:57p
YYZ
7:10p
5h 13m
1 stop
Depart: Sun Aug 23 2015 Return: Mon Aug 24 2015 Trip spans 2 days
Delta
Delta
YYZ
9:00a
MDW
5:27p
8h 27m
2 stops
MDW
1:57p
YYZ
7:10p
5h 13m
1 stop
Depart: Fri Oct 23 2015 Return: Sun Oct 25 2015 Trip spans 3 days
Delta
Delta
YYZ
2:15a
MDW
8:52a
6h 37m
1 stop
MDW
7:05a
YYZ
4:46p
9h 41m
2 stops
Depart: Sun Sep 27 2015 Return: Sat Oct 3 2015 Trip spans 7 days
Delta
Delta
YYZ
9:30a
MDW
5:12p
7h 42m
2 stops
MDW
2:35a
YYZ
8:02a
5h 27m
1 stop
Airports
Origin

Toronto
$267
Destination

Chicago
$267
Airlines