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Find Flight Deals 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: Thu Sep 10 2015 Return: Sat Sep 12 2015 Trip spans 3 days
Delta
Delta
YYZ
3:00a
MDW
8:51a
5h 51m
1 stop
MDW
8:40a
YYZ
6:54p
10h 14m
2 stops
Depart: Tue Oct 6 2015 Return: Thu Oct 8 2015 Trip spans 3 days
Delta
Delta
YYZ
10:54a
MDW
6:32p
7h 38m
1 stop
MDW
3:00a
YYZ
6:10a
3h 10m
1 stop
Depart: Wed Nov 4 2015 Return: Sun Nov 8 2015 Trip spans 5 days
Delta
Delta
YYZ
2:30a
MDW
7:49a
5h 19m
1 stop
MDW
2:15a
YYZ
8:15a
6h 00m
1 stop
Depart: Fri Sep 11 2015 Return: Fri Sep 18 2015 Trip spans 8 days
Delta
Delta
YYZ
2:15a
MDW
8:49a
6h 34m
1 stop
MDW
5:15a
YYZ
9:55a
4h 40m
1 stop
Depart: Tue Jun 16 2015 Return: Tue Jul 21 2015 Trip spans 36 days
Delta
Delta
YYZ
6:10a
MDW
12:09p
5h 59m
1 stop
MDW
8:19a
YYZ
2:14p
5h 55m
1 stop
Depart: Sat Jul 4 2015 Return: Sat Jul 11 2015 Trip spans 8 days
Delta
Delta
YYZ
3:00a
MDW
7:33a
4h 33m
1 stop
MDW
2:14p
YYZ
7:11p
4h 57m
1 stop
Depart: Wed Aug 19 2015 Return: Sun Aug 23 2015 Trip spans 5 days
Delta
Delta
YYZ
1:58p
MDW
7:07p
5h 09m
1 stop
MDW
5:05a
YYZ
11:40a
6h 35m
1 stop
Depart: Wed Nov 25 2015 Return: Sun Nov 29 2015 Trip spans 5 days
Delta
Delta
YYZ
8:45a
MDW
2:47p
6h 02m
1 stop
MDW
4:15a
YYZ
7:23a
3h 08m
1 stop
Depart: Wed Jun 3 2015 Return: Sat Jun 13 2015 Trip spans 11 days
Delta
Delta
YYZ
3:00a
MDW
7:27a
4h 27m
1 stop
MDW
1:16p
YYZ
5:28p
4h 12m
1 stop
Depart: Fri Jun 5 2015 Return: Mon Jun 8 2015 Trip spans 4 days
Delta
Delta
YYZ
2:15a
MDW
10:15a
8h 00m
1 stop
MDW
2:05p
YYZ
7:11p
5h 06m
1 stop
Depart: Sun Jun 7 2015 Return: Sat Jun 13 2015 Trip spans 7 days
Delta
Delta
YYZ
2:15a
MDW
8:54a
6h 39m
1 stop
MDW
1:16p
YYZ
5:28p
4h 12m
1 stop
Depart: Mon Jun 8 2015 Return: Tue Jun 9 2015 Trip spans 2 days
Delta
Delta
YYZ
1:10p
MDW
6:28p
5h 18m
1 stop
MDW
8:29a
YYZ
2:14p
5h 45m
1 stop
Depart: Tue Jun 30 2015 Return: Wed Jul 1 2015 Trip spans 2 days
Delta
Delta
YYZ
2:15a
MDW
10:15a
8h 00m
1 stop
MDW
8:19a
YYZ
2:14p
5h 55m
1 stop
Depart: Thu Jun 4 2015 Return: Mon Jun 8 2015 Trip spans 5 days
Delta
Delta
YYZ
2:15a
MDW
10:15a
8h 00m
1 stop
MDW
2:05p
YYZ
7:11p
5h 06m
1 stop
Depart: Tue Jun 9 2015 Return: Tue Jul 14 2015 Trip spans 36 days
Delta
Delta
YYZ
11:34a
MDW
2:55p
3h 21m
1 stop
MDW
11:42a
YYZ
4:50p
5h 08m
1 stop
Depart: Wed Jun 10 2015 Return: Tue Jun 16 2015 Trip spans 7 days
Delta
Delta
YYZ
7:52a
MDW
3:53p
8h 01m
1 stop
MDW
11:45a
YYZ
4:50p
5h 05m
1 stop
Depart: Sun May 24 2015 Return: Tue May 26 2015 Trip spans 3 days
Delta
Delta
YYZ
11:00a
MDW
7:08p
8h 08m
1 stop
MDW
2:00p
YYZ
6:57p
4h 57m
1 stop
Depart: Mon May 25 2015 Return: Tue May 26 2015 Trip spans 2 days
Delta
Delta
YYZ
3:15a
MDW
10:51a
7h 36m
1 stop
MDW
2:00p
YYZ
6:57p
4h 57m
1 stop
Depart: Tue May 26 2015 Return: Sat May 30 2015 Trip spans 5 days
Delta
Delta
YYZ
1:22p
MDW
6:53p
5h 31m
1 stop
MDW
8:35a
YYZ
5:24p
8h 49m
2 stops
Depart: Wed May 27 2015 Return: Sat May 30 2015 Trip spans 4 days
Delta
Delta
YYZ
11:00a
MDW
7:10p
8h 10m
1 stop
MDW
8:35a
YYZ
5:24p
8h 49m
2 stops
Airports
Origin

Toronto
$345
Destination

Chicago
$345
Airlines