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Find Flight Deals from New York to Chicago Midway (NYC - MDW)

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

Book cheap flights from New York to Chicago Midway

(Round-trip)
Depart: Mon Apr 27 2015 Return: Tue May 5 2015 Trip spans 9 days
Delta
Delta
JFK
12:30p
MDW
6:45p
6h 15m
1 stop
MDW
2:45a
JFK
9:59a
7h 14m
1 stop
Depart: Tue Apr 28 2015 Return: Tue May 5 2015 Trip spans 8 days
Delta
Delta
JFK
5:02a
MDW
9:20a
4h 18m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Wed Apr 29 2015 Return: Mon May 4 2015 Trip spans 6 days
Delta
Delta
JFK
4:10a
MDW
11:37a
7h 27m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Fri May 1 2015 Return: Wed May 6 2015 Trip spans 6 days
Delta
Delta
JFK
12:30p
MDW
6:53p
6h 23m
1 stop
MDW
10:26a
JFK
6:06p
7h 40m
1 stop
Depart: Sat May 2 2015 Return: Mon May 4 2015 Trip spans 3 days
Delta
Delta
JFK
1:30p
MDW
7:08p
5h 38m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Mon May 4 2015 Return: Tue May 12 2015 Trip spans 9 days
Delta
Delta
JFK
1:30p
MDW
7:10p
5h 40m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days
Delta
Delta
JFK
6:45a
MDW
1:39p
6h 54m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days
Delta
Delta
JFK
11:31a
MDW
7:10p
7h 39m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Thu May 7 2015 Return: Tue May 19 2015 Trip spans 13 days
Delta
Delta
JFK
6:45a
MDW
1:39p
6h 54m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Sat May 9 2015 Return: Tue May 12 2015 Trip spans 4 days
Delta
Delta
JFK
12:30p
MDW
5:09p
4h 39m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Sun May 10 2015 Return: Sun May 24 2015 Trip spans 15 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
2:45a
JFK
9:58a
7h 13m
1 stop
Depart: Mon May 11 2015 Return: Sun May 24 2015 Trip spans 14 days
Delta
Delta
JFK
12:30p
MDW
6:53p
6h 23m
1 stop
MDW
2:45a
JFK
7:47a
5h 02m
1 stop
Depart: Tue May 12 2015 Return: Sun May 24 2015 Trip spans 13 days
Delta
Delta
JFK
12:30p
MDW
6:53p
6h 23m
1 stop
MDW
2:45a
JFK
7:47a
5h 02m
1 stop
Depart: Wed May 13 2015 Return: Sun May 24 2015 Trip spans 12 days
Delta
Delta
JFK
2:30a
MDW
8:47a
6h 17m
1 stop
MDW
2:45a
JFK
9:58a
7h 13m
1 stop
Depart: Sat May 16 2015 Return: Sun May 24 2015 Trip spans 9 days
Delta
Delta
JFK
9:01a
MDW
2:22p
5h 21m
1 stop
MDW
2:45a
JFK
7:47a
5h 02m
1 stop
Depart: Tue May 19 2015 Return: Sun May 24 2015 Trip spans 6 days
Delta
Delta
JFK
11:31a
MDW
4:59p
5h 28m
1 stop
MDW
2:45a
JFK
7:47a
5h 02m
1 stop
Depart: Wed May 20 2015 Return: Tue Jun 2 2015 Trip spans 14 days
Delta
Delta
JFK
12:30p
MDW
6:53p
6h 23m
1 stop
MDW
12:34p
JFK
5:00p
4h 26m
1 stop
Depart: Thu May 28 2015 Return: Fri May 29 2015 Trip spans 2 days
Delta
Delta
EWR
3:15a
MDW
9:15a
6h 00m
1 stop
MDW
10:26a
EWR
4:44p
6h 18m
1 stop
Depart: Mon Jul 13 2015 Return: Tue Jul 21 2015 Trip spans 9 days
Sun Country Air
Sun Country Air
JFK
3:15a
MDW
5:45p
14h 30m
1 stop
MDW
4:00a
JFK
3:05p
11h 05m
1 stop
Depart: Fri Sep 4 2015 Return: Tue Sep 8 2015 Trip spans 5 days
Delta
Delta
LGA
10:35a
MDW
2:50p
4h 15m
1 stop
MDW
8:40a
LGA
12:04p
3h 24m
1 stop
Select an airline:  Southwest
Direct flights NYC to MDW on Southwest
Flight # Depart LGA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2866 6:00 am 7:30 am May 24 - May 24
3706 6:00 am 7:30 am May 25 - May 25
4123 6:00 am 7:30 am Apr 8 - May 22
4123 6:00 am 7:30 am May 26 - Jun 5
779 6:15 am 7:40 am Apr 11 - Jun 6
2529 9:30 am 11:00 am Apr 8 - May 22
2529 9:30 am 11:00 am May 26 - Jun 5
2912 9:30 am 11:00 am May 24 - May 25
1501 10:00 am 11:30 am Apr 11 - May 16
2659 11:05 am 12:40 pm May 26 - Jun 5
2659 11:05 am 12:40 pm Apr 8 - May 22
3049 11:05 am 12:40 pm May 24 - May 24
3049 11:05 am 12:40 pm May 25 - May 25
1668 11:30 am 12:55 pm Apr 11 - May 16
1685 11:30 am 12:55 pm May 23 - May 23
2101 1:50 pm 3:25 pm May 23 - May 23
2483 1:50 pm 3:25 pm May 25 - May 25
2489 1:50 pm 3:25 pm May 24 - May 24
2808 1:50 pm 3:25 pm Apr 11 - May 16
777 1:50 pm 3:25 pm Apr 8 - May 22
777 1:50 pm 3:25 pm May 26 - Jun 5
2104 3:15 pm 4:55 pm Apr 11 - May 16
2571 3:15 pm 4:55 pm May 23 - May 23
2516 3:25 pm 5:05 pm Apr 8 - May 22
2516 3:25 pm 5:05 pm May 26 - Jun 5
3593 3:25 pm 5:05 pm May 24 - May 25
1374 5:40 pm 7:25 pm Apr 11 - May 16
2750 5:40 pm 7:25 pm May 23 - May 23
868 5:50 pm 7:30 pm May 24 - May 24
2901 5:55 pm 7:35 pm May 25 - May 25
868 5:55 pm 7:35 pm May 26 - Jun 5
868 5:55 pm 7:35 pm Apr 8 - May 22
1033 8:55 pm 10:15 pm May 24 - May 25
479 8:55 pm 10:20 pm May 26 - Jun 5
479 8:55 pm 10:20 pm Apr 8 - May 22
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1614 6:00 am 7:20 am May 26 - Jun 5
1614 6:00 am 7:20 am Apr 27 - May 22
3171 6:00 am 7:20 am May 25 - May 25
2192 6:25 am 7:40 am Apr 11 - May 16
2635 6:25 am 7:40 am May 23 - May 23
1957 7:55 am 9:30 am May 24 - May 24
1097 9:35 am 11:10 am May 25 - May 25
393 9:35 am 11:10 am Apr 8 - May 22
393 9:35 am 11:10 am May 26 - Jun 5
1055 9:55 am 11:30 am May 24 - May 24
657 12:05 pm 1:20 pm May 25 - May 25
1883 12:10 pm 1:25 pm May 26 - Jun 5
1883 12:10 pm 1:25 pm Apr 8 - May 22
1883 12:10 pm 1:25 pm Apr 12 - May 17
1883 12:15 pm 1:30 pm May 24 - May 24
2764 12:15 pm 1:35 pm Apr 11 - May 16
3384 12:15 pm 1:35 pm May 23 - May 23
3487 4:30 pm 6:05 pm Apr 8 - May 22
3487 4:30 pm 6:05 pm May 26 - Jun 5
3826 4:35 pm 6:10 pm May 24 - May 24
4699 4:35 pm 6:10 pm May 25 - May 25
1252 5:55 pm 7:35 pm Apr 11 - May 16
1253 5:55 pm 7:35 pm May 23 - May 23
1050 6:25 pm 8:10 pm Apr 12 - May 17
2182 6:25 pm 8:05 pm May 25 - May 25
256 6:25 pm 8:05 pm May 26 - Jun 5
256 6:25 pm 8:05 pm Apr 8 - May 22
808 6:25 pm 8:05 pm May 24 - May 24
4896 8:55 pm 10:25 pm May 24 - May 25
4896 8:55 pm 10:30 pm Apr 8 - May 22
4896 8:55 pm 10:30 pm May 26 - Jun 5
Airports
Origin

New York
only $507
only $195
Newark
$232
Destination

Chicago
$195