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

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

Book cheap flights from Toronto to Chicago Midway

(Round-trip)
Depart: Thu Mar 19 2015 Return: Tue Apr 14 2015 Trip spans 27 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Fri Mar 20 2015 Return: Fri Mar 27 2015 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
11:00a
MDW
12:55p
1h 55m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Sat Mar 21 2015 Return: Tue Apr 14 2015 Trip spans 25 days
Porter Airlines
Porter Airlines
YTZ
10:35a
MDW
12:30p
1h 55m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Sun Mar 22 2015 Return: Thu Mar 26 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
1:50p
MDW
3:45p
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Mon Mar 23 2015 Return: Thu Mar 26 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:35a
MDW
5:30a
1h 55m
nonstop
MDW
7:00a
YTZ
8:35a
1h 35m
nonstop
Depart: Thu Mar 26 2015 Return: Mon Mar 30 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Sat Mar 28 2015 Return: Tue Mar 31 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
10:35a
MDW
12:30p
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Tue Mar 31 2015 Return: Wed Apr 15 2015 Trip spans 16 days
Porter Airlines
Porter Airlines
YTZ
11:05a
MDW
1:00p
1h 55m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Wed Apr 1 2015 Return: Mon Apr 6 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
3:30p
YTZ
5:05p
1h 35m
nonstop
Depart: Sat Apr 4 2015 Return: Sat Apr 18 2015 Trip spans 15 days
Porter Airlines
Porter Airlines
YTZ
10:35a
MDW
12:30p
1h 55m
nonstop
MDW
7:35a
YTZ
9:10a
1h 35m
nonstop
Depart: Thu Apr 9 2015 Return: Sun Apr 12 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:55a
1h 55m
nonstop
MDW
6:25a
YTZ
8:00a
1h 35m
nonstop
Depart: Fri Apr 10 2015 Return: Mon Apr 13 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Sat Apr 11 2015 Return: Sun Apr 19 2015 Trip spans 9 days
Porter Airlines
Porter Airlines
YTZ
6:05a
MDW
8:00a
1h 55m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:15p
1h 55m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Thu Apr 16 2015 Return: Sun Apr 19 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Fri Apr 17 2015 Return: Sat Apr 18 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
4:00a
YTZ
5:35a
1h 35m
nonstop
Depart: Sun Apr 19 2015 Return: Mon Apr 20 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
10:40a
MDW
12:35p
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Mon Apr 20 2015 Return: Thu Apr 23 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:15p
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Tue Apr 21 2015 Return: Sun Apr 26 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:50p
1h 55m
nonstop
MDW
6:00a
YTZ
7:30a
1h 30m
nonstop
Depart: Sat Mar 7 2015 Return: Mon Mar 9 2015 Trip spans 2 days
Delta
Delta
YYZ
11:28a
MDW
6:14p
6h 46m
1 stop
MDW
2:35p
YYZ
5:50p
3h 15m
1 stop
Direct flights YTO to MDW on Porter Airlines
Flight # Depart YTZ Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
383 6:55 am 7:50 am Apr 10 - Apr 10
383 7:00 am 7:55 am Apr 13 - May 14
383 7:35 am 8:30 am Mar 9 - Apr 7
385 9:00 am 9:55 am Apr 8 - Apr 9
385 9:00 am 9:55 am Mar 26 - Apr 2
385 9:00 am 9:50 am Apr 13 - May 15
385 9:00 am 9:55 am Mar 11 - Mar 25
385 9:15 am 10:10 am Mar 12 - Mar 19
385 9:25 am 10:15 am Apr 10 - Apr 10
385 9:25 am 10:15 am Mar 30 - Apr 7
385 9:30 am 10:20 am Mar 9 - Mar 24
385 9:40 am 10:35 am Apr 3 - Apr 3
385 10:05 am 11:00 am Mar 14 - Apr 11
389 12:20 pm 1:15 pm Mar 8 - Apr 12
389 12:20 pm 1:15 pm Apr 13 - May 15
389 12:30 pm 1:25 pm Mar 28 - Apr 11
389 12:50 pm 1:45 pm Apr 3 - Apr 3
389 12:55 pm 1:50 pm Mar 14 - Mar 21
391 2:20 pm 3:15 pm Apr 11 - Apr 11
391 2:35 pm 3:30 pm Mar 14 - Apr 4
391 3:00 pm 3:50 pm Mar 8 - Mar 22
391 3:00 pm 3:55 pm Mar 9 - Mar 27
391 3:05 pm 4:00 pm Mar 30 - Apr 9
391 3:05 pm 3:55 pm Mar 29 - Apr 12
391 3:05 pm 4:00 pm Apr 3 - Apr 3
391 3:05 pm 4:00 pm Apr 10 - Apr 10
391 3:20 pm 4:15 pm Apr 13 - May 15
393 5:45 pm 6:40 pm Mar 9 - Apr 9
393 5:45 pm 6:40 pm Apr 13 - May 15
393 5:50 pm 6:45 pm Mar 8 - Apr 12
393 5:55 pm 6:50 pm Apr 10 - Apr 10
393 5:55 pm 6:50 pm Mar 13 - Mar 27
395 7:55 pm 8:50 pm Mar 8 - Apr 1
395 7:55 pm 8:50 pm Apr 5 - Apr 12
395 7:55 pm 8:50 pm Apr 13 - May 15
395 8:00 pm 8:55 pm Apr 2 - Apr 9
Airports
Origin

Toronto
only $393
only $203
Destination

Chicago
$203