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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 Apr 20 2015 Return: Tue Apr 21 2015 Trip spans 2 days
Delta
Delta
YYZ
9:41a
MDW
3:51p
6h 10m
1 stop
MDW
2:25a
YYZ
8:06a
5h 41m
1 stop
Depart: Tue May 19 2015 Return: Sun May 24 2015 Trip spans 6 days
Delta
Delta
YYZ
3:15a
MDW
10:51a
7h 36m
1 stop
MDW
2:45a
YYZ
11:44a
8h 59m
2 stops
Depart: Sat Apr 18 2015 Return: Wed Apr 22 2015 Trip spans 5 days
Delta
Delta
YYZ
2:18a
MDW
6:17a
3h 59m
1 stop
MDW
3:00a
YYZ
6:23a
3h 23m
1 stop
Depart: Tue Apr 7 2015 Return: Sun Apr 12 2015 Trip spans 6 days
Delta
Delta
YYZ
9:41a
MDW
3:51p
6h 10m
1 stop
MDW
5:08a
YYZ
11:20a
6h 12m
1 stop
Depart: Sat May 16 2015 Return: Sat May 23 2015 Trip spans 8 days
Delta
Delta
YYZ
9:37a
MDW
7:07p
9h 30m
2 stops
MDW
1:09p
YYZ
5:32p
4h 23m
1 stop
Depart: Wed Apr 1 2015 Return: Thu Apr 2 2015 Trip spans 2 days
Delta
Delta
YYZ
5:45a
MDW
9:18a
3h 33m
1 stop
MDW
5:20a
YYZ
8:13a
2h 53m
1 stop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Delta
Delta
YYZ
6:55a
MDW
11:37a
4h 42m
1 stop
MDW
2:25a
YYZ
8:06a
5h 41m
1 stop
Depart: Sat Jun 20 2015 Return: Sat Jun 27 2015 Trip spans 8 days
Delta
Delta
YYZ
9:46a
MDW
12:56p
3h 10m
1 stop
MDW
11:04a
YYZ
5:28p
6h 24m
1 stop
Depart: Tue Jun 23 2015 Return: Wed Jun 24 2015 Trip spans 2 days
Delta
Delta
YYZ
3:00a
MDW
8:53a
5h 53m
1 stop
MDW
5:08a
YYZ
11:28a
6h 20m
1 stop
Depart: Tue Apr 21 2015 Return: Thu Apr 23 2015 Trip spans 3 days
Delta
Delta
YYZ
11:35a
MDW
2:57p
3h 22m
1 stop
MDW
3:00a
YYZ
6:23a
3h 23m
1 stop
Depart: Sat May 2 2015 Return: Fri May 8 2015 Trip spans 7 days
Delta
Delta
YYZ
2:30a
MDW
6:22a
3h 52m
1 stop
MDW
2:45a
YYZ
8:04a
5h 19m
1 stop
Depart: Fri May 8 2015 Return: Wed May 13 2015 Trip spans 6 days
Delta
Delta
YYZ
1:00p
MDW
6:02p
5h 02m
1 stop
MDW
2:45a
YYZ
8:04a
5h 19m
1 stop
Depart: Wed Aug 5 2015 Return: Mon Aug 10 2015 Trip spans 6 days
Delta
Delta
YYZ
2:15a
MDW
10:12a
7h 57m
1 stop
MDW
1:55p
YYZ
6:54p
4h 59m
1 stop
Depart: Fri Apr 17 2015 Return: Tue Apr 21 2015 Trip spans 5 days
Delta
Delta
YYZ
2:02p
MDW
7:09p
5h 07m
1 stop
MDW
2:25a
YYZ
8:06a
5h 41m
1 stop
Depart: Sun Apr 19 2015 Return: Wed Apr 22 2015 Trip spans 4 days
Delta
Delta
YYZ
3:00a
MDW
8:55a
5h 55m
1 stop
MDW
2:25a
YYZ
8:06a
5h 41m
1 stop
Depart: Thu May 7 2015 Return: Sun May 10 2015 Trip spans 4 days
Delta
Delta
YYZ
3:00a
MDW
9:00a
6h 00m
1 stop
MDW
2:45a
YYZ
8:04a
5h 19m
1 stop
Depart: Thu May 21 2015 Return: Mon May 25 2015 Trip spans 5 days
Delta
Delta
YYZ
3:00a
MDW
7:27a
4h 27m
1 stop
MDW
8:35a
YYZ
11:44a
3h 09m
1 stop
Depart: Tue May 26 2015 Return: Mon Jun 1 2015 Trip spans 7 days
Delta
Delta
YYZ
11:00a
MDW
4:58p
5h 58m
1 stop
MDW
2:00p
YYZ
6:57p
4h 57m
1 stop
Depart: Wed Jun 17 2015 Return: Mon Jun 22 2015 Trip spans 6 days
Delta
Delta
YYZ
2:15a
MDW
8:54a
6h 39m
1 stop
MDW
11:33a
YYZ
6:53p
7h 20m
1 stop
Depart: Tue Aug 25 2015 Return: Fri Aug 28 2015 Trip spans 4 days
Delta
Delta
YYZ
7:00a
MDW
1:51p
6h 51m
1 stop
MDW
5:15a
YYZ
11:40a
6h 25m
1 stop
Airports
Origin

Toronto
$291
Destination

Chicago
$291
Airlines