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Find Deals on Flights 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: Thu Sep 17 2015 Return: Sun Sep 20 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:40p
1h 45m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Sun Sep 20 2015 Return: Sun Oct 4 2015 Trip spans 15 days
Porter Airlines
Porter Airlines
YTZ
4:15p
MDW
6:05p
1h 50m
nonstop
MDW
10:45a
YTZ
12:20p
1h 35m
nonstop
Depart: Mon Sep 21 2015 Return: Mon Oct 5 2015 Trip spans 15 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:10p
1h 50m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Thu Sep 24 2015 Return: Sun Sep 27 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:10p
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Sat Sep 26 2015 Return: Fri Oct 2 2015 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:05a
1h 50m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Sun Sep 27 2015 Return: Fri Oct 2 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
6:55a
MDW
8:45a
1h 50m
nonstop
MDW
12:50p
YTZ
2:25p
1h 35m
nonstop
Depart: Mon Sep 28 2015 Return: Fri Oct 2 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:50a
1h 50m
nonstop
MDW
12:50p
YTZ
2:25p
1h 35m
nonstop
Depart: Thu Oct 1 2015 Return: Sun Oct 4 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
8:25a
MDW
10:15a
1h 50m
nonstop
MDW
10:45a
YTZ
12:20p
1h 35m
nonstop
Depart: Thu Oct 15 2015 Return: Sun Oct 18 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:50a
1h 50m
nonstop
MDW
10:45a
YTZ
12:20p
1h 35m
nonstop
Depart: Tue Dec 1 2015 Return: Thu Dec 3 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
7:25a
MDW
9:15a
1h 50m
nonstop
MDW
2:20p
YTZ
3:55p
1h 35m
nonstop
Depart: Sun Sep 13 2015 Return: Mon Sep 14 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
4:15p
MDW
6:05p
1h 50m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Thu Oct 22 2015 Return: Sun Oct 25 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
8:25a
MDW
10:15a
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Fri Oct 23 2015 Return: Sun Oct 25 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
1:55p
MDW
3:40p
1h 45m
nonstop
MDW
1:05p
YTZ
2:40p
1h 35m
nonstop
Depart: Wed Nov 4 2015 Return: Sun Nov 8 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
10:20a
MDW
12:10p
1h 50m
nonstop
MDW
7:30a
YTZ
9:05a
1h 35m
nonstop
Depart: Wed Dec 2 2015 Return: Fri Dec 4 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
12:55p
MDW
2:40p
1h 45m
nonstop
MDW
5:30a
YTZ
7:05a
1h 35m
nonstop
Depart: Thu Dec 3 2015 Return: Fri Dec 4 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
2:00a
MDW
3:50a
1h 50m
nonstop
MDW
8:55a
YTZ
10:30a
1h 35m
nonstop
Depart: Fri Aug 21 2015 Return: Sat Sep 12 2015 Trip spans 23 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:45a
1h 50m
nonstop
MDW
10:00a
YTZ
11:35a
1h 35m
nonstop
Depart: Wed Sep 2 2015 Return: Wed Sep 23 2015 Trip spans 22 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:45a
1h 45m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Direct flights YTZ to MDW on Porter Airlines
Flight # Depart YTZ Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
383 6:55 am 7:45 am Jul 2 - Sep 3
383 7:00 am 7:50 am Jul 8 - Jul 29
383 7:00 am 7:50 am Aug 4 - Sep 2
385 9:00 am 9:45 am Jul 8 - Jul 31
385 9:00 am 9:45 am Aug 4 - Sep 4
385 9:35 am 10:25 am Jun 27 - Sep 5
387 11:00 am 11:45 am Jul 8 - Jul 31
387 11:00 am 11:45 am Aug 4 - Sep 3
387 12:25 pm 1:15 pm Aug 3 - Aug 9
387 12:25 pm 1:15 pm Jul 12 - Aug 2
389 12:25 pm 1:15 pm Jul 8 - Jul 31
389 12:25 pm 1:15 pm Jun 27 - Aug 29
389 12:25 pm 1:15 pm Aug 4 - Sep 3
389 2:35 pm 3:25 pm Jul 12 - Aug 2
389 2:35 pm 3:25 pm Aug 3 - Aug 9
391 3:05 pm 3:55 pm Jun 27 - Aug 29
391 3:30 pm 4:15 pm Aug 4 - Sep 3
391 3:30 pm 4:15 pm Jul 8 - Jul 31
391 4:30 pm 5:20 pm Jul 12 - Aug 2
391 4:30 pm 5:20 pm Aug 3 - Aug 9
393 5:50 pm 6:40 pm Jun 27 - Sep 5
393 5:55 pm 6:45 pm Jul 8 - Jul 31
393 5:55 pm 6:45 pm Aug 4 - Sep 4
393 6:20 pm 7:05 pm Aug 3 - Aug 9
393 6:20 pm 7:05 pm Jul 12 - Aug 2
395 8:00 pm 8:50 pm Jul 8 - Jul 31
395 8:00 pm 8:50 pm Aug 4 - Sep 3
395 8:55 pm 9:45 pm Aug 3 - Aug 9
395 8:55 pm 9:45 pm Jul 12 - Aug 2
Airports
Origin

Toronto
$204
Destination

Chicago
$204