Find Cheap 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 Aug 9 2017 Return: Wed Aug 30 2017 Trip spans 22 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:00a
1h 45m
nonstop
MDW
8:05a
YTZ
9:45a
1h 40m
nonstop
Depart: Tue Sep 5 2017 Return: Sat Sep 9 2017 Trip spans 5 days
Delta
Delta
YYZ
2:30a
MDW
8:55a
6h 25m
1 stop
MDW
2:25a
YYZ
7:14a
4h 49m
1 stop
Depart: Sat Sep 30 2017 Return: Thu Oct 5 2017 Trip spans 6 days
Major Airline
Major Airline
YTZ
7:15a
MDW
9:00a
1h 45m
nonstop
MDW
11:35a
YTZ
1:15p
1h 40m
nonstop
Depart: Tue Aug 22 2017 Return: Mon Aug 28 2017 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
4:20p
MDW
6:05p
1h 45m
nonstop
MDW
1:00p
YTZ
2:45p
1h 45m
nonstop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
YYZ
1:58p
MDW
7:16p
5h 18m
1 stop
MDW
12:15p
YYZ
7:17p
7h 02m
1 stop
Depart: Mon Oct 30 2017 Return: Wed Nov 1 2017 Trip spans 3 days
Major Airline
Major Airline
YTZ
3:55a
MDW
5:42a
1h 47m
nonstop
MDW
3:25a
YTZ
5:02a
1h 37m
nonstop
Depart: Wed Aug 23 2017 Return: Mon Aug 28 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
10:55a
MDW
12:40p
1h 45m
nonstop
MDW
9:40a
YTZ
11:25a
1h 45m
nonstop
Depart: Wed Oct 11 2017 Return: Tue Oct 17 2017 Trip spans 7 days
Delta
Delta
YYZ
2:30a
MDW
8:40a
6h 10m
1 stop
MDW
2:30a
YYZ
7:03a
4h 33m
1 stop
Depart: Thu Nov 30 2017 Return: Tue Dec 5 2017 Trip spans 6 days
Major Airline
Major Airline
YTZ
8:15a
MDW
10:05a
1h 50m
nonstop
MDW
7:00a
YTZ
8:37a
1h 37m
nonstop
Depart: Thu Aug 24 2017 Return: Tue Aug 29 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:00a
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Fri Aug 25 2017 Return: Mon Aug 28 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
9:55a
MDW
11:40a
1h 45m
nonstop
MDW
11:25p
YTZ
1:05a
1h 40m
nonstop
Depart: Sat Aug 26 2017 Return: Fri Sep 8 2017 Trip spans 14 days
Porter Airlines
Porter Airlines
YTZ
10:25a
MDW
12:10p
1h 45m
nonstop
MDW
8:25a
YTZ
10:05a
1h 40m
nonstop
Depart: Sun Aug 27 2017 Return: Wed Aug 30 2017 Trip spans 4 days
Major Airline
Major Airline
YTZ
4:10a
MDW
5:55a
1h 45m
nonstop
MDW
8:50a
YTZ
10:35a
1h 45m
nonstop
Depart: Fri Sep 8 2017 Return: Mon Sep 11 2017 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
6:55a
MDW
8:42a
1h 47m
nonstop
MDW
11:05a
YTZ
12:45p
1h 40m
nonstop
Depart: Thu Jan 11 2018 Return: Sat Jan 13 2018 Trip spans 3 days
Delta
Delta
YYZ
1:15a
MDW
4:42a
3h 27m
1 stop
MDW
12:10p
YYZ
5:30p
5h 20m
1 stop
Depart: Wed Sep 13 2017 Return: Fri Sep 15 2017 Trip spans 3 days
Major Airline
Major Airline
YTZ
1:50a
MDW
3:35a
1h 45m
nonstop
MDW
1:50a
YTZ
3:25a
1h 35m
nonstop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
2:10p
MDW
3:55p
1h 45m
nonstop
MDW
3:25p
YTZ
5:05p
1h 40m
nonstop
Depart: Sun Sep 17 2017 Return: Tue Oct 17 2017 Trip spans 31 days
Major Airline
Major Airline
YTZ
11:55a
MDW
1:40p
1h 45m
nonstop
MDW
6:00a
YTZ
7:40a
1h 40m
nonstop
Depart: Fri Sep 15 2017 Return: Tue Sep 19 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
7:50a
MDW
9:35a
1h 45m
nonstop
MDW
7:15a
YTZ
8:55a
1h 40m
nonstop
Depart: Thu Sep 28 2017 Return: Fri Sep 29 2017 Trip spans 2 days
Major Airline
Major Airline
YTZ
12:20p
MDW
2:05p
1h 45m
nonstop
MDW
9:20a
YTZ
11:00a
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
381 7:00 am 7:45 am Aug 17 - Aug 21
385 8:25 am 9:10 am Aug 14 - Aug 31
385 8:25 am 9:10 am Aug 5 - Aug 11
385 8:25 am 9:10 am Jul 24 - Aug 4
387 9:55 am 10:40 am Aug 12 - Aug 26
387 9:55 am 10:40 am Jul 22 - Jul 29
387 10:05 am 10:50 am Jul 23 - Jul 30
387 10:05 am 10:50 am Aug 20 - Aug 27
387 10:05 am 10:50 am Aug 7 - Aug 13
387 10:40 am 11:25 am Aug 14 - Sep 1
387 10:40 am 11:25 am Aug 5 - Aug 11
387 10:40 am 11:25 am Jul 24 - Aug 4
389 11:50 am 12:35 pm Jul 22 - Jul 29
389 11:50 am 12:35 pm Aug 12 - Aug 26
389 12:10 pm 12:55 pm Aug 20 - Aug 27
389 12:10 pm 12:55 pm Jul 23 - Aug 6
389 12:10 pm 12:55 pm Aug 7 - Aug 13
389 12:15 pm 1:00 pm Jul 24 - Aug 4
389 12:15 pm 1:00 pm Aug 8 - Aug 31
391 1:10 pm 1:55 pm Aug 5 - Aug 5
391 1:30 pm 2:15 pm Aug 20 - Aug 27
391 1:30 pm 2:15 pm Aug 7 - Aug 13
391 1:30 pm 2:15 pm Jul 23 - Jul 30
391 1:35 pm 2:20 pm Jul 28 - Aug 4
391 1:35 pm 2:20 pm Aug 8 - Aug 11
391 1:35 pm 2:20 pm Aug 18 - Aug 25
391 1:40 pm 2:25 pm Aug 6 - Aug 6
391 2:00 pm 2:45 pm Jul 24 - Aug 3
391 2:00 pm 2:45 pm Aug 10 - Aug 31
391 2:25 pm 3:10 pm Jul 22 - Jul 29
391 2:25 pm 3:10 pm Aug 12 - Aug 26
393 2:55 pm 3:40 pm Jul 25 - Aug 2
393 2:55 pm 3:40 pm Aug 9 - Aug 30
393 3:25 pm 4:10 pm Jul 24 - Aug 4
393 3:25 pm 4:10 pm Aug 17 - Sep 1
393 3:25 pm 4:10 pm Aug 8 - Aug 14
393 3:30 pm 4:15 pm Aug 5 - Aug 5
393 3:50 pm 4:35 pm Aug 20 - Sep 3
393 3:50 pm 4:35 pm Aug 7 - Aug 13
393 3:50 pm 4:35 pm Jul 23 - Aug 6
395 4:30 pm 5:15 pm Jul 22 - Jul 29
395 4:30 pm 5:15 pm Aug 12 - Aug 26
395 5:55 pm 6:40 pm Jul 24 - Aug 4
395 5:55 pm 6:40 pm Aug 5 - Aug 11
395 5:55 pm 6:40 pm Aug 14 - Sep 1
395 6:15 pm 7:00 pm Aug 20 - Sep 3
395 6:15 pm 7:00 pm Aug 7 - Aug 13
395 6:15 pm 7:00 pm Jul 23 - Aug 6
397 8:15 pm 9:00 pm Aug 7 - Aug 13
397 8:15 pm 9:00 pm Jul 23 - Aug 6
397 8:15 pm 9:00 pm Aug 20 - Sep 3
397 8:20 pm 9:05 pm Aug 8 - Sep 1
397 8:20 pm 9:05 pm Jul 24 - Aug 4
* 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,
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Airports
Origin

Toronto
only $219
only $205
Destination

Chicago
$205
Airlines Airline reviews

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

Overall
8.7
Boarding
8.6
Crew
8.8
Comfort
8.5
Food
8.4
Entertainment
7.1