Find Deals on Flights from Toronto to Chicago Midway (YTO - 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 to Chicago Midway

(Round-trip)
Depart: Wed Mar 29 2017 Return: Fri Apr 7 2017 Trip spans 10 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Fri Mar 17 2017 Return: Tue Mar 21 2017 Trip spans 5 days
Major Airline
Major Airline
YTZ
2:55a
MDW
4:45a
1h 50m
nonstop
MDW
2:20a
YTZ
3:55a
1h 35m
nonstop
Depart: Sat Mar 18 2017 Return: Tue Mar 21 2017 Trip spans 4 days
Delta
Delta
YYZ
9:00a
MDW
12:51p
3h 51m
1 stop
MDW
2:30a
YYZ
7:26a
4h 56m
1 stop
Depart: Sun Mar 12 2017 Return: Fri Mar 24 2017 Trip spans 13 days
Porter Airlines
Porter Airlines
YTZ
1:25p
MDW
3:15p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Fri Mar 24 2017 Return: Mon Mar 27 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
5:35a
MDW
7:25a
1h 50m
nonstop
MDW
4:25a
YTZ
5:59a
1h 34m
nonstop
Depart: Mon Mar 13 2017 Return: Fri Mar 24 2017 Trip spans 12 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Sat Apr 8 2017 Return: Sun Apr 9 2017 Trip spans 2 days
Major Airline
Major Airline
YTZ
6:25a
MDW
8:15a
1h 50m
nonstop
MDW
5:35a
YTZ
7:12a
1h 37m
nonstop
Depart: Wed Apr 19 2017 Return: Fri Apr 21 2017 Trip spans 3 days
Delta
Delta
YYZ
3:15a
MDW
8:47a
5h 32m
1 stop
MDW
2:45a
YYZ
6:19a
3h 34m
1 stop
Depart: Wed Mar 15 2017 Return: Fri Mar 17 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
4:05p
MDW
5:55p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Tue Apr 18 2017 Return: Sun Apr 23 2017 Trip spans 6 days
Major Airline
Major Airline
YTZ
4:00a
MDW
5:45a
1h 45m
nonstop
MDW
3:50a
YTZ
5:30a
1h 40m
nonstop
Depart: Wed May 3 2017 Return: Thu May 11 2017 Trip spans 9 days
Delta
Delta
YYZ
5:07a
MDW
9:18a
4h 11m
1 stop
MDW
5:05a
YYZ
11:37a
6h 32m
1 stop
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Wed Jun 21 2017 Return: Thu Jun 22 2017 Trip spans 2 days
Major Airline
Major Airline
YTZ
2:25a
MDW
4:10a
1h 45m
nonstop
MDW
5:30a
YTZ
7:10a
1h 40m
nonstop
Depart: Sat May 6 2017 Return: Thu May 11 2017 Trip spans 6 days
Delta
Delta
YYZ
2:15a
MDW
6:20a
4h 05m
1 stop
MDW
5:05a
YYZ
11:37a
6h 32m
1 stop
Depart: Thu Mar 23 2017 Return: Tue Mar 28 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:45p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Fri Jun 30 2017 Return: Sat Jul 8 2017 Trip spans 9 days
Major Airline
Major Airline
YTZ
5:35a
MDW
7:20a
1h 45m
nonstop
MDW
7:45a
YTZ
9:25a
1h 40m
nonstop
Depart: Mon Mar 27 2017 Return: Thu Apr 6 2017 Trip spans 11 days
Porter Airlines
Porter Airlines
YTZ
4:05p
MDW
5:55p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Wed Jul 5 2017 Return: Sat Jul 8 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
12:15p
MDW
2:00p
1h 45m
nonstop
MDW
3:25a
YTZ
5:05a
1h 40m
nonstop
Depart: Tue Mar 28 2017 Return: Thu Apr 6 2017 Trip spans 10 days
Porter Airlines
Porter Airlines
YTZ
4:05p
MDW
5:55p
1h 50m
nonstop
MDW
3:30p
YTZ
5:07p
1h 37m
nonstop
Depart: Sun Apr 23 2017 Return: Tue Apr 25 2017 Trip spans 3 days
Delta
Delta
YYZ
11:35a
MDW
3:00p
3h 25m
1 stop
MDW
1:27p
YYZ
6:16p
4h 49m
1 stop
Direct flights YTO to MDW on Porter Airlines
Flight # Depart YTZ Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
385 8:50 am 9:40 am Feb 27 - Mar 10
385 8:50 am 9:40 am Mar 13 - Apr 11
387 9:45 am 10:35 am Mar 11 - Mar 11
387 9:45 am 10:35 am Mar 18 - Mar 18
387 10:55 am 11:45 am Feb 27 - Mar 10
387 10:55 am 11:45 am Mar 13 - Apr 10
389 11:00 am 11:50 am Mar 12 - Mar 19
389 11:20 am 12:10 pm Mar 25 - Apr 8
389 11:20 am 12:10 pm Feb 25 - Mar 4
389 11:25 am 12:15 pm Mar 18 - Mar 18
389 11:25 am 12:15 pm Mar 11 - Mar 11
389 12:00 pm 12:50 pm Mar 5 - Mar 5
389 12:00 pm 12:50 pm Mar 26 - Apr 9
391 12:40 pm 1:30 pm Mar 12 - Mar 19
393 1:35 pm 2:25 pm Mar 13 - Apr 11
393 1:35 pm 2:25 pm Feb 27 - Mar 10
391 2:25 pm 3:15 pm Feb 25 - Mar 11
391 2:25 pm 3:15 pm Mar 18 - Apr 8
393 3:40 pm 4:30 pm Mar 12 - Apr 9
393 3:40 pm 4:30 pm Feb 26 - Mar 5
398 3:55 pm 4:45 pm Mar 17 - Mar 17
395 5:25 pm 6:15 pm Mar 12 - Mar 19
395 5:55 pm 6:45 pm Mar 13 - Apr 11
395 5:55 pm 6:45 pm Feb 27 - Mar 10
395 6:05 pm 6:55 pm Feb 26 - Mar 5
395 6:05 pm 6:55 pm Mar 26 - Apr 9
397 8:05 pm 8:55 pm Feb 27 - Mar 10
397 8:05 pm 8:55 pm Mar 15 - Apr 11
397 8:29 pm 9:20 pm Mar 26 - Apr 9
397 8:29 pm 9:20 pm Mar 5 - Mar 5
397 8:30 pm 9:20 pm Mar 12 - Mar 19
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Toronto
only $230
only $204
Destination

Chicago
$204
Airlines Airline reviews

60 travelers who booked a flight from Toronto to Chicago rated their chosen airlines with an average of 8.4.

Overall
8.6
Boarding
8.7
Crew
8.8
Comfort
8.4
Food
8.4
Entertainment
6.9