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Find Flight Deals from Toronto Island to Chicago Midway (YTZ - MDW)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Toronto Island to Chicago Midway

(Round-trip)
Depart: Wed Dec 24 2014 Return: Thu Dec 25 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
11:40a
YTZ
1:15p
1h 35m
nonstop
Depart: Mon Jan 5 2015 Return: Wed Jan 7 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
12:50p
MDW
2:40p
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Wed Jan 7 2015 Return: Fri Jan 16 2015 Trip spans 10 days
Porter Airlines
Porter Airlines
YTZ
4:00a
MDW
5:55a
1h 55m
nonstop
MDW
6:00a
YTZ
7:35a
1h 35m
nonstop
Depart: Fri Jan 16 2015 Return: Sun Jan 18 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
2:55p
MDW
4:50p
1h 55m
nonstop
MDW
5:25a
YTZ
7:00a
1h 35m
nonstop
Depart: Wed Feb 11 2015 Return: Sat Feb 28 2015 Trip spans 18 days
Porter Airlines
Porter Airlines
YTZ
10:00a
MDW
11:55a
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Fri Dec 26 2014 Return: Sat Dec 27 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
11:15a
YTZ
12:50p
1h 35m
nonstop
Depart: Mon Dec 29 2014 Return: Tue Dec 30 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
3:35a
YTZ
5:10a
1h 35m
nonstop
Depart: Fri Jan 2 2015 Return: Mon Jan 5 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
2:30p
YTZ
4:05p
1h 35m
nonstop
Depart: Mon Feb 16 2015 Return: Fri Feb 20 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
10:00a
MDW
11:50a
1h 50m
nonstop
MDW
6:00a
YTZ
7:35a
1h 35m
nonstop
Depart: Tue Dec 23 2014 Return: Wed Dec 24 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
3:35a
YTZ
5:10a
1h 35m
nonstop
Depart: Sat Dec 27 2014 Return: Mon Dec 29 2014 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
9:40a
MDW
11:35a
1h 55m
nonstop
MDW
2:30p
YTZ
4:05p
1h 35m
nonstop
Depart: Tue Dec 30 2014 Return: Wed Dec 31 2014 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
3:35a
YTZ
5:10a
1h 35m
nonstop
Depart: Wed Dec 31 2014 Return: Mon Jan 5 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:55a
1h 55m
nonstop
MDW
4:10a
YTZ
5:45a
1h 35m
nonstop
Depart: Thu Jan 8 2015 Return: Fri Jan 16 2015 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
4:00a
MDW
5:55a
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Sat Jan 10 2015 Return: Sat Jan 24 2015 Trip spans 15 days
Porter Airlines
Porter Airlines
YTZ
5:25a
MDW
7:20a
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Sun Jan 11 2015 Return: Tue Jan 20 2015 Trip spans 10 days
Porter Airlines
Porter Airlines
YTZ
10:00a
MDW
11:50a
1h 50m
nonstop
MDW
6:05a
YTZ
7:40a
1h 35m
nonstop
Depart: Mon Jan 12 2015 Return: Tue Jan 20 2015 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
2:55p
MDW
4:50p
1h 55m
nonstop
MDW
2:30p
YTZ
4:05p
1h 35m
nonstop
Depart: Tue Jan 13 2015 Return: Tue Jan 20 2015 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
12:45p
MDW
2:40p
1h 55m
nonstop
MDW
4:10a
YTZ
5:45a
1h 35m
nonstop
Depart: Wed Jan 14 2015 Return: Tue Jan 20 2015 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
12:45p
MDW
2:40p
1h 55m
nonstop
MDW
4:10a
YTZ
5:45a
1h 35m
nonstop
Depart: Thu Jan 15 2015 Return: Sun Jan 18 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
12:45p
MDW
2:40p
1h 55m
nonstop
MDW
2:25p
YTZ
4:00p
1h 35m
nonstop
Change your search
Direct flights YTZ to MDW on Porter Airlines
Flight # Depart YTZ Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
383 7:00 am 7:55 am Dec 22 - Jan 2
383 7:35 am 8:30 am Jan 5 - Feb 10
385 7:55 am 8:50 am Dec 20 - Jan 3
385 9:00 am 9:55 am Jan 7 - Mar 6
385 9:30 am 10:25 am Jan 5 - Feb 10
385 10:25 am 11:20 am Jan 10 - Feb 28
385 10:25 am 11:20 am Dec 21 - Jan 4
387 12:15 pm 1:10 pm Dec 22 - Jan 2
389 12:20 pm 1:15 pm Jan 11 - Feb 8
387 12:35 pm 1:30 pm Dec 20 - Jan 3
389 2:40 pm 3:35 pm Dec 20 - Jan 3
391 3:00 pm 3:50 pm Jan 11 - Feb 8
391 3:00 pm 3:55 pm Jan 5 - Feb 13
393 3:05 pm 4:00 pm Dec 25 - Jan 1
391 3:15 pm 4:10 pm Jan 10 - Mar 7
393 5:45 pm 6:40 pm Jan 6 - Feb 12
391 5:50 pm 6:45 pm Dec 22 - Jan 2
393 5:50 pm 6:40 pm Jan 5 - Jan 5
393 5:50 pm 6:45 pm Jan 11 - Feb 15
393 5:55 pm 6:50 pm Jan 9 - Mar 6
393 5:55 pm 6:50 pm Dec 21 - Jan 4
395 7:55 pm 8:50 pm Jan 5 - Mar 6
Airports
Origin

Toronto
$254
Destination

Chicago
$254