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: Mon Jul 24 2017 Return: Thu Jul 27 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
4:15p
MDW
6:00p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Sat Apr 22 2017 Return: Fri Apr 28 2017 Trip spans 7 days
Major Airline
Major Airline
YTZ
4:15a
MDW
6:00a
1h 45m
1 stop
MDW
11:25a
YTZ
1:05p
1h 40m
1 stop
Depart: Sun Jul 23 2017 Return: Tue Jul 25 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
4:15p
MDW
6:00p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Fri May 5 2017 Return: Sat May 6 2017 Trip spans 2 days
Major Airline
Major Airline
YTZ
5:40a
MDW
7:25a
1h 45m
nonstop
MDW
1:00a
YTZ
2:40a
1h 40m
nonstop
Depart: Tue Apr 18 2017 Return: Thu May 4 2017 Trip spans 17 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:40p
1h 45m
nonstop
MDW
1:25p
YTZ
3:05p
1h 40m
nonstop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
11:55a
MDW
1:40p
1h 45m
nonstop
MDW
7:05a
YTZ
8:45a
1h 40m
nonstop
Depart: Wed Apr 19 2017 Return: Thu Apr 20 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:40p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Fri Jun 9 2017 Return: Sun Jun 11 2017 Trip spans 3 days
Major Airline
Major Airline
YTZ
12:00p
MDW
1:45p
1h 45m
nonstop
MDW
3:50a
YTZ
5:30a
1h 40m
nonstop
Depart: Thu Apr 20 2017 Return: Fri Apr 21 2017 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:40p
1h 45m
nonstop
MDW
1:25p
YTZ
3:05p
1h 40m
nonstop
Depart: Sat Jun 10 2017 Return: Tue Jun 13 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
1:50a
MDW
3:35a
1h 45m
1 stop
MDW
9:15a
YTZ
10:55a
1h 40m
1 stop
Depart: Sun Apr 23 2017 Return: Wed Apr 26 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
4:10p
MDW
5:55p
1h 45m
nonstop
MDW
1:15p
YTZ
2:55p
1h 40m
nonstop
Depart: Mon Jun 12 2017 Return: Sun Jun 18 2017 Trip spans 7 days
Major Airline
Major Airline
YTZ
2:25a
MDW
4:10a
1h 45m
nonstop
MDW
3:50a
YTZ
5:30a
1h 40m
nonstop
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:40p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Fri Jun 16 2017 Return: Mon Jun 19 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
7:55a
MDW
9:40a
1h 45m
1 stop
MDW
7:05a
YTZ
8:45a
1h 40m
1 stop
Depart: Wed Apr 26 2017 Return: Tue May 2 2017 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:40p
1h 45m
nonstop
MDW
1:15p
YTZ
2:55p
1h 40m
nonstop
Depart: Fri Jun 30 2017 Return: Mon Jul 3 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
9:55a
MDW
11:40a
1h 45m
nonstop
MDW
5:35a
YTZ
7:15a
1h 40m
nonstop
Depart: Thu Apr 27 2017 Return: Wed May 3 2017 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:40p
1h 45m
nonstop
MDW
1:15p
YTZ
2:55p
1h 40m
nonstop
Depart: Thu Aug 3 2017 Return: Mon Aug 7 2017 Trip spans 5 days
Major Airline
Major Airline
YTZ
4:15a
MDW
6:00a
1h 45m
nonstop
MDW
7:00a
YTZ
8:40a
1h 40m
nonstop
Depart: Mon May 1 2017 Return: Wed May 3 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:40p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Tue Aug 22 2017 Return: Mon Aug 28 2017 Trip spans 7 days
Major Airline
Major Airline
YTZ
4:15a
MDW
6:00a
1h 45m
nonstop
MDW
11:30p
YTZ
1:10a
1h 40m
nonstop
Direct flights YTO to MDW on Porter Airlines
Flight # Depart YTZ Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
385 8:25 am 9:10 am Apr 21 - May 19
385 8:25 am 9:10 am Apr 12 - Apr 20
385 8:50 am 9:40 am Mar 29 - Apr 11
387 9:50 am 10:35 am Apr 15 - May 13
387 9:55 am 10:40 am Apr 14 - Apr 14
387 10:25 am 11:10 am Apr 21 - May 19
387 10:25 am 11:10 am Apr 12 - Apr 20
387 10:55 am 11:45 am Mar 30 - Apr 10
389 11:20 am 12:10 pm Apr 1 - Apr 8
389 12:00 pm 12:45 pm Apr 21 - May 19
389 12:00 pm 12:45 pm Apr 12 - Apr 20
389 12:00 pm 12:50 pm Apr 2 - Apr 9
389 12:05 pm 12:50 pm Apr 16 - May 14
389 12:10 pm 12:55 pm Apr 17 - May 15
391 12:15 pm 1:00 pm Apr 14 - Apr 14
391 12:15 pm 1:00 pm Apr 22 - May 13
393 1:35 pm 2:25 pm Mar 29 - Apr 11
391 1:40 pm 2:25 pm Apr 13 - Apr 20
391 1:40 pm 2:25 pm Apr 21 - May 19
391 2:25 pm 3:15 pm Apr 1 - Apr 8
395 2:45 pm 3:30 pm Apr 14 - Apr 15
395 2:45 pm 3:30 pm Apr 22 - May 13
393 3:40 pm 4:30 pm Apr 2 - Apr 9
393 3:50 pm 4:35 pm Apr 12 - May 17
393 3:55 pm 4:40 pm Apr 21 - May 19
393 3:55 pm 4:40 pm Apr 13 - Apr 20
395 5:55 pm 6:40 pm Apr 21 - May 19
395 5:55 pm 6:45 pm Mar 29 - Apr 11
395 5:55 pm 6:40 pm Apr 12 - Apr 20
395 6:05 pm 6:55 pm Apr 2 - Apr 9
395 6:15 pm 7:00 pm Apr 16 - May 21
397 7:55 pm 8:40 pm Apr 12 - Apr 19
397 7:55 pm 8:40 pm Apr 20 - May 18
397 8:00 pm 8:45 pm Apr 21 - Jun 23
397 8:00 pm 8:45 pm Apr 13 - Apr 13
397 8:05 pm 8:55 pm Mar 29 - Apr 11
397 8:10 pm 8:55 pm Apr 16 - May 21
397 8:29 pm 9:20 pm Apr 2 - Apr 9
* 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.

We compile tonnes of data for you
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
$199
Destination

Chicago
$199
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