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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: Mon May 11 2015 Return: Wed May 27 2015 Trip spans 17 days
Porter Airlines
Porter Airlines
YTZ
8:20a
MDW
10:15a
1h 55m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Tue May 12 2015 Return: Wed May 13 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Wed May 13 2015 Return: Wed May 20 2015 Trip spans 8 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Sun May 17 2015 Return: Thu May 21 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:10a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Wed May 20 2015 Return: Mon May 25 2015 Trip spans 6 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Thu May 21 2015 Return: Mon May 25 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:55a
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Fri May 22 2015 Return: Mon May 25 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Sun May 24 2015 Return: Sat May 30 2015 Trip spans 7 days
Porter Airlines
Porter Airlines
YTZ
12:30p
MDW
2:20p
1h 50m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Sun May 31 2015 Return: Tue Jun 2 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
10:40a
MDW
12:35p
1h 55m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
Porter Airlines
Porter Airlines
YTZ
5:00a
MDW
6:50a
1h 50m
nonstop
MDW
12:55p
YTZ
2:30p
1h 35m
nonstop
Depart: Fri Jun 5 2015 Return: Tue Jun 9 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
3:55p
MDW
5:45p
1h 50m
nonstop
MDW
6:30a
YTZ
8:05a
1h 35m
nonstop
Depart: Sat Jun 6 2015 Return: Tue Jun 9 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
8:20a
MDW
10:15a
1h 55m
nonstop
MDW
3:20p
YTZ
4:55p
1h 35m
nonstop
Depart: Fri Jun 12 2015 Return: Mon Jun 15 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
2:55a
MDW
4:50a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Tue May 19 2015 Return: Sat May 23 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
1:45p
MDW
3:40p
1h 55m
nonstop
MDW
4:00a
YTZ
5:35a
1h 35m
nonstop
Depart: Sat May 23 2015 Return: Mon May 25 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
11:15a
MDW
1:10p
1h 55m
nonstop
MDW
2:30a
YTZ
4:05a
1h 35m
nonstop
Depart: Mon May 18 2015 Return: Thu May 21 2015 Trip spans 4 days
Porter Airlines
Porter Airlines
YTZ
8:15a
MDW
10:10a
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Thu May 14 2015 Return: Sat May 16 2015 Trip spans 3 days
Porter Airlines
Porter Airlines
YTZ
3:00a
MDW
4:55a
1h 55m
nonstop
MDW
9:55a
YTZ
11:30a
1h 35m
nonstop
Depart: Fri May 29 2015 Return: Tue Jun 2 2015 Trip spans 5 days
Porter Airlines
Porter Airlines
YTZ
11:20a
MDW
1:15p
1h 55m
nonstop
MDW
4:35a
YTZ
6:10a
1h 35m
nonstop
Depart: Mon Jun 8 2015 Return: Fri Jul 10 2015 Trip spans 33 days
Porter Airlines
Porter Airlines
YTZ
1:45p
MDW
3:40p
1h 55m
nonstop
MDW
4:30a
YTZ
6:05a
1h 35m
nonstop
Depart: Mon Jun 1 2015 Return: Wed Jun 3 2015 Trip spans 3 days
Delta
Delta
YYZ
2:24a
MDW
5:50a
3h 26m
1 stop
MDW
3:10a
YYZ
6:24a
3h 14m
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 May 22 - Jun 19
383 6:55 am 7:45 am Apr 17 - May 15
383 7:00 am 7:55 am May 19 - Jun 18
383 7:00 am 7:55 am Apr 13 - May 14
385 9:00 am 9:50 am May 19 - Jun 19
385 9:00 am 9:50 am Apr 13 - May 15
385 10:05 am 10:55 am Apr 18 - Jun 20
387 12:15 pm 1:10 pm Apr 19 - May 17
387 12:15 pm 1:10 pm May 18 - May 24
389 12:20 pm 1:15 pm Apr 13 - May 15
389 12:20 pm 1:15 pm May 9 - Jun 20
389 12:20 pm 1:15 pm May 19 - Jun 19
389 2:40 pm 3:35 pm Apr 19 - May 17
389 2:40 pm 3:35 pm May 18 - May 24
391 2:40 pm 3:30 pm Apr 18 - May 2
391 3:15 pm 4:10 pm May 9 - Jun 20
391 3:20 pm 4:15 pm May 19 - Jun 19
391 3:20 pm 4:15 pm Apr 13 - May 15
391 4:30 pm 5:20 pm May 18 - May 24
391 4:30 pm 5:20 pm Apr 19 - May 17
393 5:45 pm 6:40 pm Apr 13 - May 15
393 5:45 pm 6:40 pm May 19 - Jun 19
393 5:50 pm 6:40 pm May 18 - May 18
393 5:50 pm 6:40 pm Apr 19 - May 10
393 5:50 pm 6:45 pm Apr 18 - Jun 20
393 6:00 pm 6:55 pm May 17 - Jun 21
395 7:55 pm 8:45 pm Apr 16 - May 15
395 7:55 pm 8:50 pm May 19 - Jun 19
395 8:05 pm 9:00 pm Apr 19 - May 10
395 8:05 pm 9:00 pm May 18 - May 24
Airports
Origin

Toronto
only $344
only $222
Destination

Chicago
$222