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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: Mon May 11 2015 Return: Thu May 28 2015 Trip spans 18 days
Delta
Delta
YYZ
1:00p
MDW
6:06p
5h 06m
1 stop
MDW
5:07a
YYZ
11:17a
6h 10m
1 stop
Depart: Thu May 21 2015 Return: Tue May 26 2015 Trip spans 6 days
Delta
Delta
YYZ
3:00a
MDW
7:27a
4h 27m
1 stop
MDW
11:12a
YYZ
5:24p
6h 12m
1 stop
Depart: Sat May 23 2015 Return: Wed May 27 2015 Trip spans 5 days
Delta
Delta
YYZ
9:00a
MDW
1:38p
4h 38m
1 stop
MDW
6:00a
YYZ
12:30p
6h 30m
1 stop
Depart: Sun May 31 2015 Return: Tue Jun 2 2015 Trip spans 3 days
Delta
Delta
YYZ
3:00a
MDW
8:46a
5h 46m
1 stop
MDW
1:09p
YYZ
5:24p
4h 15m
1 stop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
Delta
Delta
YYZ
2:15a
MDW
8:47a
6h 32m
1 stop
MDW
11:12a
YYZ
5:24p
6h 12m
1 stop
Depart: Sat May 30 2015 Return: Sat Jun 13 2015 Trip spans 15 days
Delta
Delta
YYZ
2:15a
MDW
8:44a
6h 29m
1 stop
MDW
1:16p
YYZ
5:28p
4h 12m
1 stop
Depart: Sat May 2 2015 Return: Wed May 6 2015 Trip spans 5 days
Delta
Delta
YYZ
9:39a
MDW
5:09p
7h 30m
2 stops
MDW
5:07a
YYZ
11:14a
6h 07m
1 stop
Depart: Tue May 12 2015 Return: Wed May 13 2015 Trip spans 2 days
Delta
Delta
YYZ
6:59a
MDW
11:42a
4h 43m
1 stop
MDW
2:45a
YYZ
8:04a
5h 19m
1 stop
Depart: Sun May 24 2015 Return: Sat May 30 2015 Trip spans 7 days
Delta
Delta
YYZ
2:15a
MDW
8:45a
6h 30m
1 stop
MDW
11:12a
YYZ
5:24p
6h 12m
1 stop
Depart: Wed Aug 19 2015 Return: Tue Aug 25 2015 Trip spans 7 days
Delta
Delta
YYZ
5:05a
MDW
11:30a
6h 25m
2 stops
MDW
8:40a
YYZ
4:30p
7h 50m
2 stops
Depart: Sat May 9 2015 Return: Sat May 16 2015 Trip spans 8 days
Delta
Delta
YYZ
9:15a
MDW
5:09p
7h 54m
2 stops
MDW
8:35a
YYZ
5:24p
8h 49m
2 stops
Depart: Wed May 13 2015 Return: Mon Jun 8 2015 Trip spans 27 days
Delta
Delta
YYZ
3:00a
MDW
7:27a
4h 27m
1 stop
MDW
11:45a
YYZ
7:11p
7h 26m
1 stop
Depart: Fri Jun 5 2015 Return: Mon Jun 8 2015 Trip spans 4 days
Delta
Delta
YYZ
1:59p
MDW
7:17p
5h 18m
1 stop
MDW
11:45a
YYZ
7:11p
7h 26m
1 stop
Depart: Wed May 6 2015 Return: Sun May 10 2015 Trip spans 5 days
Delta
Delta
YYZ
7:53a
MDW
2:24p
6h 31m
1 stop
MDW
2:45a
YYZ
8:04a
5h 19m
1 stop
Depart: Fri May 8 2015 Return: Wed May 27 2015 Trip spans 20 days
Delta
Delta
YYZ
2:24a
MDW
5:50a
3h 26m
1 stop
MDW
5:07a
YYZ
11:17a
6h 10m
1 stop
Depart: Sun May 17 2015 Return: Wed May 20 2015 Trip spans 4 days
Delta
Delta
YYZ
3:00a
MDW
7:27a
4h 27m
1 stop
MDW
2:00a
YYZ
9:20a
7h 20m
1 stop
Depart: Wed May 20 2015 Return: Sun May 24 2015 Trip spans 5 days
Delta
Delta
YYZ
3:00a
MDW
9:00a
6h 00m
1 stop
MDW
2:45a
YYZ
7:29a
4h 44m
1 stop
Depart: Mon Jun 8 2015 Return: Fri Jul 10 2015 Trip spans 33 days
Delta
Delta
YYZ
1:59p
MDW
7:17p
5h 18m
1 stop
MDW
8:31a
YYZ
11:35a
3h 04m
1 stop
Depart: Sat May 16 2015 Return: Wed May 20 2015 Trip spans 5 days
Delta
Delta
YYZ
1:22p
MDW
5:09p
3h 47m
1 stop
MDW
2:00a
YYZ
9:20a
7h 20m
1 stop
Depart: Mon Sep 21 2015 Return: Thu Sep 24 2015 Trip spans 4 days
Delta
Delta
YYZ
9:45a
MDW
3:47p
6h 02m
1 stop
MDW
5:15a
YYZ
9:55a
4h 40m
1 stop
Airports
Origin

Toronto
$285
Destination

Chicago
$285
Airlines