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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: Tue May 26 2015 Return: Thu May 28 2015 Trip spans 3 days
Delta
Delta
EWR
12:42p
MDW
6:53p
6h 11m
1 stop
MDW
8:22a
EWR
1:45p
5h 23m
1 stop
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
Delta
Delta
EWR
2:15a
MDW
8:47a
6h 32m
1 stop
MDW
7:02a
EWR
11:52a
4h 50m
1 stop
Depart: Sat May 30 2015 Return: Tue Jun 2 2015 Trip spans 4 days
Delta
Delta
EWR
4:30a
MDW
12:05p
7h 35m
1 stop
MDW
3:10a
EWR
7:01a
3h 51m
1 stop
Depart: Mon Jun 1 2015 Return: Tue Jun 2 2015 Trip spans 2 days
Delta
Delta
EWR
2:15p
MDW
6:53p
4h 38m
1 stop
MDW
2:45a
EWR
8:58a
6h 13m
1 stop
Depart: Tue Jun 2 2015 Return: Sat Jun 6 2015 Trip spans 5 days
Delta
Delta
EWR
12:42p
MDW
6:53p
6h 11m
1 stop
MDW
2:05p
EWR
7:15p
5h 10m
1 stop
Depart: Wed Jun 3 2015 Return: Sat Jun 6 2015 Trip spans 4 days
Delta
Delta
EWR
2:15a
MDW
8:47a
6h 32m
1 stop
MDW
11:25a
EWR
6:00p
6h 35m
1 stop
Depart: Thu Jun 4 2015 Return: Sat Jun 6 2015 Trip spans 3 days
Delta
Delta
EWR
2:10a
MDW
7:26a
5h 16m
1 stop
MDW
8:58a
EWR
2:11p
5h 13m
1 stop
Depart: Fri Jun 5 2015 Return: Wed Jun 10 2015 Trip spans 6 days
Delta
Delta
EWR
12:45p
MDW
7:17p
6h 32m
1 stop
MDW
5:10a
EWR
10:59a
5h 49m
1 stop
Depart: Sat Jun 6 2015 Return: Tue Jun 9 2015 Trip spans 4 days
Delta
Delta
EWR
3:00a
MDW
8:25a
5h 25m
1 stop
MDW
2:05p
EWR
7:18p
5h 13m
1 stop
Depart: Sun Jun 7 2015 Return: Wed Jun 10 2015 Trip spans 4 days
Delta
Delta
EWR
2:10a
MDW
7:26a
5h 16m
1 stop
MDW
2:00a
EWR
7:23a
5h 23m
1 stop
Depart: Tue Jun 9 2015 Return: Sat Jun 13 2015 Trip spans 5 days
Delta
Delta
EWR
12:45p
MDW
7:17p
6h 32m
1 stop
MDW
11:04a
EWR
5:57p
6h 53m
1 stop
Depart: Wed Jun 10 2015 Return: Sat Jun 13 2015 Trip spans 4 days
Delta
Delta
EWR
5:21a
MDW
9:25a
4h 04m
1 stop
MDW
8:58a
EWR
2:11p
5h 13m
1 stop
Depart: Tue Jun 16 2015 Return: Mon Jun 22 2015 Trip spans 7 days
Delta
Delta
EWR
12:45p
MDW
7:17p
6h 32m
1 stop
MDW
11:45a
EWR
4:50p
5h 05m
1 stop
Depart: Wed Jun 17 2015 Return: Sat Jun 20 2015 Trip spans 4 days
Delta
Delta
EWR
3:15a
MDW
9:25a
6h 10m
1 stop
MDW
8:00a
EWR
3:11p
7h 11m
1 stop
Depart: Tue Jun 30 2015 Return: Tue Jul 14 2015 Trip spans 15 days
Delta
Delta
EWR
8:50a
MDW
12:57p
4h 07m
1 stop
MDW
8:25a
EWR
12:27p
4h 02m
1 stop
Depart: Wed Jul 1 2015 Return: Sat Jul 4 2015 Trip spans 4 days
Delta
Delta
EWR
3:15a
MDW
9:18a
6h 03m
1 stop
MDW
12:30p
EWR
4:29p
3h 59m
1 stop
Depart: Sat Jul 4 2015 Return: Wed Jul 8 2015 Trip spans 5 days
Delta
Delta
EWR
2:10a
MDW
7:33a
5h 23m
1 stop
MDW
8:33a
EWR
12:25p
3h 52m
1 stop
Depart: Mon Sep 14 2015 Return: Wed Sep 16 2015 Trip spans 3 days
Delta
Delta
JFK
7:00a
MDW
1:51p
6h 51m
1 stop
MDW
5:05a
JFK
9:58a
4h 53m
1 stop
Depart: Mon Oct 19 2015 Return: Tue Oct 27 2015 Trip spans 9 days
Sun Country Air
Sun Country Air
JFK
7:25a
MDW
5:45p
10h 20m
1 stop
MDW
4:00a
JFK
3:05p
11h 05m
1 stop
Depart: Sun Jul 5 2015 Return: Wed Aug 26 2015 Trip spans 53 days
Delta
Delta
LGA
3:10a
MDW
7:17a
4h 07m
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 May 26 - Jun 5
4123 6:00 am 7:30 am Apr 26 - May 22
838 6:00 am 7:20 am Jun 7 - Jul 2
779 6:15 am 7:40 am Apr 25 - Jun 6
2529 9:30 am 11:00 am May 26 - Jun 5
2529 9:30 am 11:00 am Apr 26 - May 22
2912 9:30 am 11:00 am May 24 - May 25
806 9:30 am 11:05 am Jun 7 - Jul 2
1501 10:00 am 11:30 am May 30 - Jun 6
1501 10:00 am 11:30 am Apr 25 - May 16
2659 11:05 am 12:40 pm May 26 - Jun 5
2659 11:05 am 12:40 pm Apr 26 - May 22
3049 11:05 am 12:40 pm May 24 - May 24
3049 11:05 am 12:40 pm May 25 - May 25
694 11:10 am 12:40 pm Jun 7 - Jul 2
1668 11:30 am 12:55 pm Apr 25 - May 16
1668 11:30 am 12:55 pm May 30 - Jun 6
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 May 30 - May 30
2808 1:50 pm 3:25 pm Jun 6 - Jun 6
2808 1:50 pm 3:25 pm Apr 25 - May 16
777 1:50 pm 3:25 pm Apr 26 - May 22
777 1:50 pm 3:25 pm May 26 - Jun 5
2104 3:15 pm 4:55 pm Apr 25 - May 16
2104 3:15 pm 4:55 pm May 30 - Jun 6
2571 3:15 pm 4:55 pm May 23 - May 23
2516 3:25 pm 5:05 pm May 26 - Jun 5
2516 3:25 pm 5:05 pm Apr 26 - May 22
3593 3:25 pm 5:05 pm May 24 - May 25
633 3:25 pm 5:05 pm Jun 7 - Jul 2
1374 5:40 pm 7:25 pm Apr 25 - May 16
1374 5:40 pm 7:25 pm May 30 - May 30
1498 5:40 pm 7:25 pm Jun 6 - Jun 6
2750 5:40 pm 7:25 pm May 23 - May 23
868 5:50 pm 7:30 pm May 24 - May 24
163 5:55 pm 7:30 pm Jun 7 - Jul 2
2901 5:55 pm 7:35 pm May 25 - May 25
868 5:55 pm 7:35 pm Apr 26 - May 22
868 5:55 pm 7:35 pm May 26 - Jun 5
434 7:40 pm 9:15 pm Jun 7 - Jul 2
1033 8:55 pm 10:15 pm May 24 - May 25
479 8:55 pm 10:20 pm Apr 26 - May 22
479 8:55 pm 10:20 pm May 26 - Jun 5
902 8:55 pm 10:20 pm Jun 7 - Jul 2
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1614 6:00 am 7:20 am Apr 27 - May 22
1614 6:00 am 7:20 am May 26 - Jun 5
3171 6:00 am 7:20 am May 25 - May 25
769 6:00 am 7:15 am Jun 7 - Jul 2
2192 6:25 am 7:40 am May 30 - Jun 6
2192 6:25 am 7:40 am Apr 25 - 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 May 26 - Jun 5
393 9:35 am 11:10 am Apr 26 - May 22
824 9:35 am 10:55 am Jun 7 - Aug 7
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 May 31 - May 31
1883 12:10 pm 1:25 pm Apr 26 - May 17
1883 12:10 pm 1:25 pm Apr 27 - May 22
700 12:10 pm 1:25 pm Jun 8 - Jul 2
700 12:10 pm 1:25 pm Jun 7 - Aug 2
1883 12:15 pm 1:30 pm May 24 - May 24
2764 12:15 pm 1:35 pm Apr 25 - May 16
2764 12:15 pm 1:35 pm May 30 - Jun 6
3384 12:15 pm 1:35 pm May 23 - May 23
1292 4:30 pm 5:55 pm Jun 7 - Jul 2
3487 4:30 pm 6:05 pm Apr 26 - 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 May 30 - Jun 6
1252 5:55 pm 7:35 pm Apr 25 - May 16
1253 5:55 pm 7:35 pm May 23 - May 23
1050 6:25 pm 8:10 pm Apr 26 - May 17
1050 6:25 pm 8:10 pm May 31 - May 31
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 27 - May 22
808 6:25 pm 8:05 pm May 24 - May 24
916 6:25 pm 8:05 pm Jun 7 - Aug 2
916 6:25 pm 8:05 pm Jun 8 - Jun 19
3582 8:55 pm 10:25 pm Jun 7 - Aug 7
4896 8:55 pm 10:30 pm May 26 - Jun 5
4896 8:55 pm 10:30 pm Apr 26 - May 22
4896 8:55 pm 10:25 pm May 24 - May 25
Airports
Origin

New York
only $517
only $244
Newark
$232
Destination

Chicago
$232