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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Toronto Pearson Intl to Chicago Midway

(Round-trip)
Depart: Fri Jun 10 2016 Return: Wed Jun 15 2016 Trip spans 6 days
Major Airline
Major Airline
YYZ
11:00p
MDW
7:39a
8h 39m
1 stop
MDW
1:55a
YYZ
8:23a
6h 28m
1 stop
Depart: Tue Mar 1 2016 Return: Tue Mar 8 2016 Trip spans 8 days
Delta
Delta
YYZ
12:18p
MDW
5:57p
5h 39m
1 stop
MDW
4:09a
YYZ
10:42a
6h 33m
1 stop
Depart: Wed Mar 2 2016 Return: Tue Mar 8 2016 Trip spans 7 days
Delta
Delta
YYZ
2:30a
MDW
7:39a
5h 09m
1 stop
MDW
7:57a
YYZ
11:17a
3h 20m
1 stop
Depart: Tue Mar 8 2016 Return: Wed Mar 16 2016 Trip spans 8 days
Delta
Delta
YYZ
10:36a
MDW
1:55p
3h 19m
1 stop
MDW
3:00a
YYZ
6:14a
3h 14m
1 stop
Depart: Wed Mar 9 2016 Return: Wed Mar 16 2016 Trip spans 7 days
Delta
Delta
YYZ
1:30a
MDW
7:39a
6h 09m
1 stop
MDW
3:00a
YYZ
6:14a
3h 14m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 23 2016 Trip spans 9 days
Delta
Delta
YYZ
10:57a
MDW
5:28p
6h 31m
1 stop
MDW
5:23a
YYZ
10:01a
4h 38m
1 stop
Depart: Wed Mar 16 2016 Return: Wed Mar 23 2016 Trip spans 8 days
Delta
Delta
YYZ
7:57a
MDW
12:58p
5h 01m
1 stop
MDW
5:23a
YYZ
10:01a
4h 38m
1 stop
Depart: Mon Mar 21 2016 Return: Wed Mar 30 2016 Trip spans 10 days
Delta
Delta
YYZ
11:36a
MDW
2:55p
3h 19m
1 stop
MDW
5:23a
YYZ
10:01a
4h 38m
1 stop
Depart: Mon Feb 29 2016 Return: Wed Mar 2 2016 Trip spans 3 days
Delta
Delta
YYZ
10:16a
MDW
4:40p
6h 24m
1 stop
MDW
2:05a
YYZ
8:17a
6h 12m
1 stop
Depart: Thu Mar 3 2016 Return: Tue Mar 8 2016 Trip spans 6 days
Delta
Delta
YYZ
1:05a
MDW
4:48a
3h 43m
1 stop
MDW
4:09a
YYZ
10:42a
6h 33m
1 stop
Depart: Sun Mar 6 2016 Return: Tue Mar 8 2016 Trip spans 3 days
Delta
Delta
YYZ
1:30a
MDW
7:39a
6h 09m
1 stop
MDW
2:05a
YYZ
8:17a
6h 12m
1 stop
Depart: Mon Mar 7 2016 Return: Wed Mar 9 2016 Trip spans 3 days
Delta
Delta
YYZ
12:20p
MDW
5:33p
5h 13m
1 stop
MDW
2:00a
YYZ
5:14a
3h 14m
1 stop
Depart: Wed Apr 20 2016 Return: Mon Apr 25 2016 Trip spans 6 days
Major Airline
Major Airline
YYZ
10:50p
MDW
2:34p
15h 44m
1 stop
MDW
5:50a
YYZ
12:43p
6h 53m
1 stop
Depart: Sun Mar 27 2016 Return: Fri Apr 1 2016 Trip spans 6 days
Delta
Delta
YYZ
2:15a
MDW
10:07a
7h 52m
1 stop
MDW
2:25a
YYZ
7:11a
4h 46m
1 stop
Depart: Sat Apr 9 2016 Return: Tue Apr 12 2016 Trip spans 4 days
Delta
Delta
YYZ
9:00a
MDW
6:30p
9h 30m
2 stops
MDW
2:20p
YYZ
7:18p
4h 58m
1 stop
Depart: Thu Mar 17 2016 Return: Tue Mar 22 2016 Trip spans 6 days
Delta
Delta
YYZ
3:30a
MDW
10:07a
6h 37m
1 stop
MDW
3:00a
YYZ
6:14a
3h 14m
1 stop
Depart: Sun Mar 20 2016 Return: Wed Mar 23 2016 Trip spans 4 days
Delta
Delta
YYZ
2:30a
MDW
8:39a
6h 09m
1 stop
MDW
3:00a
YYZ
6:14a
3h 14m
1 stop
Depart: Tue Mar 22 2016 Return: Fri Mar 25 2016 Trip spans 4 days
Delta
Delta
YYZ
10:57a
MDW
5:28p
6h 31m
1 stop
MDW
2:25a
YYZ
7:11a
4h 46m
1 stop
Depart: Wed Mar 23 2016 Return: Sat Mar 26 2016 Trip spans 4 days
Delta
Delta
YYZ
2:30a
MDW
7:34a
5h 04m
1 stop
MDW
8:30a
YYZ
12:09p
3h 39m
1 stop
Depart: Tue Mar 29 2016 Return: Fri Apr 1 2016 Trip spans 4 days
Delta
Delta
YYZ
11:36a
MDW
7:27p
7h 51m
2 stops
MDW
5:23a
YYZ
10:01a
4h 38m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

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Why aren’t prices accurate 100% of the time?
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Airports
Origin

Toronto
$211
Destination

Chicago
$211
Airlines