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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: Wed Feb 18 2015 Return: Fri Feb 20 2015 Trip spans 3 days
Delta
Delta
YYZ
1:30a
MDW
8:04a
6h 34m
1 stop
MDW
4:18a
YYZ
9:07a
4h 49m
1 stop
Depart: Tue Mar 3 2015 Return: Sat Mar 7 2015 Trip spans 5 days
Delta
Delta
YYZ
6:40a
MDW
11:51a
5h 11m
1 stop
MDW
3:45a
YYZ
7:12a
3h 27m
1 stop
Depart: Tue Mar 31 2015 Return: Tue Apr 7 2015 Trip spans 8 days
Delta
Delta
YYZ
2:15a
MDW
8:46a
6h 31m
1 stop
MDW
7:05a
YYZ
11:20a
4h 15m
1 stop
Depart: Mon Feb 16 2015 Return: Thu Feb 19 2015 Trip spans 4 days
Delta
Delta
YYZ
2:31p
MDW
6:03p
3h 32m
1 stop
MDW
7:56a
YYZ
12:54p
4h 58m
1 stop
Depart: Mon Apr 20 2015 Return: Mon Apr 27 2015 Trip spans 8 days
Delta
Delta
YYZ
2:02p
MDW
7:09p
5h 07m
1 stop
MDW
10:30a
YYZ
4:47p
6h 17m
1 stop
Depart: Sat Feb 14 2015 Return: Thu Feb 19 2015 Trip spans 6 days
Delta
Delta
YYZ
12:00p
MDW
4:04p
4h 04m
1 stop
MDW
6:16a
YYZ
12:54p
6h 38m
1 stop
Depart: Thu Mar 26 2015 Return: Sun Mar 29 2015 Trip spans 4 days
Delta
Delta
YYZ
2:35a
MDW
9:05a
6h 30m
1 stop
MDW
5:20a
YYZ
8:13a
2h 53m
1 stop
Depart: Sun Feb 15 2015 Return: Fri Feb 20 2015 Trip spans 6 days
Delta
Delta
YYZ
12:00p
MDW
4:05p
4h 05m
1 stop
MDW
4:18a
YYZ
9:07a
4h 49m
1 stop
Depart: Wed Mar 25 2015 Return: Fri Apr 3 2015 Trip spans 10 days
Delta
Delta
YYZ
6:09a
MDW
12:01p
5h 52m
1 stop
MDW
3:00a
YYZ
6:27a
3h 27m
1 stop
Depart: Mon Mar 2 2015 Return: Fri Mar 20 2015 Trip spans 18 days
Delta
Delta
YYZ
11:28a
MDW
6:15p
6h 47m
1 stop
MDW
2:25a
YYZ
7:25a
5h 00m
1 stop
Depart: Fri Jul 17 2015 Return: Sun Jul 19 2015 Trip spans 3 days
Delta
Delta
YYZ
7:30a
MDW
1:10p
5h 40m
1 stop
MDW
5:15a
YYZ
10:05a
4h 50m
1 stop
Depart: Fri Feb 27 2015 Return: Mon Mar 2 2015 Trip spans 4 days
Delta
Delta
YYZ
11:23a
MDW
5:46p
6h 23m
1 stop
MDW
7:40a
YYZ
12:50p
5h 10m
1 stop
Depart: Sun Mar 22 2015 Return: Wed Mar 25 2015 Trip spans 4 days
Delta
Delta
YYZ
2:35a
MDW
9:05a
6h 30m
1 stop
MDW
3:05a
YYZ
10:50a
7h 45m
1 stop
Depart: Fri May 8 2015 Return: Sun May 10 2015 Trip spans 3 days
Delta
Delta
YYZ
9:40a
MDW
4:54p
7h 14m
1 stop
MDW
2:00a
YYZ
8:10a
6h 10m
1 stop
Depart: Thu May 14 2015 Return: Sun May 17 2015 Trip spans 4 days
Delta
Delta
YYZ
2:40a
MDW
8:31a
5h 51m
1 stop
MDW
2:00a
YYZ
8:10a
6h 10m
1 stop
Depart: Fri May 22 2015 Return: Mon May 25 2015 Trip spans 4 days
Delta
Delta
YYZ
12:20p
MDW
6:27p
6h 07m
1 stop
MDW
2:00a
YYZ
9:25a
7h 25m
1 stop
Depart: Mon Jun 22 2015 Return: Sun Jun 28 2015 Trip spans 7 days
Delta
Delta
YYZ
7:30a
MDW
1:10p
5h 40m
1 stop
MDW
2:00a
YYZ
9:25a
7h 25m
1 stop
Depart: Tue Jun 23 2015 Return: Mon Jun 29 2015 Trip spans 7 days
Delta
Delta
YYZ
1:24p
MDW
5:15p
3h 51m
1 stop
MDW
7:05a
YYZ
11:40a
4h 35m
1 stop
Depart: Tue Jul 14 2015 Return: Mon Jul 20 2015 Trip spans 7 days
Delta
Delta
YYZ
5:50a
MDW
9:15a
3h 25m
1 stop
MDW
8:40a
YYZ
11:40a
3h 00m
1 stop
Depart: Thu Jun 25 2015 Return: Sun Jun 28 2015 Trip spans 4 days
Delta
Delta
YYZ
2:15a
MDW
10:12a
7h 57m
1 stop
MDW
3:15a
YYZ
9:25a
6h 10m
1 stop
Change your search
Airports
Origin

Toronto
$231
Destination

Chicago
$231
Airlines