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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 Jun 16 2015 Return: Wed Jun 24 2015 Trip spans 9 days
Delta
Delta
EWR
12:45p
MDW
7:17p
6h 32m
1 stop
MDW
5:10a
EWR
10:59a
5h 49m
1 stop
Depart: Tue Jul 7 2015 Return: Tue Jul 14 2015 Trip spans 8 days
Delta
Delta
EWR
12:57p
MDW
5:28p
4h 31m
1 stop
MDW
8:25a
EWR
12:27p
4h 02m
1 stop
Depart: Wed Sep 2 2015 Return: Wed Sep 16 2015 Trip spans 15 days
Delta
Delta
EWR
6:30a
MDW
11:42a
5h 12m
1 stop
MDW
5:15a
EWR
10:46a
5h 31m
1 stop
Depart: Sat Sep 5 2015 Return: Tue Sep 8 2015 Trip spans 4 days
Delta
Delta
EWR
2:00a
MDW
6:25a
4h 25m
1 stop
MDW
12:45p
EWR
6:31p
5h 46m
1 stop
Depart: Tue Sep 8 2015 Return: Mon Sep 14 2015 Trip spans 7 days
Delta
Delta
EWR
12:50p
MDW
5:15p
4h 25m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Wed Sep 9 2015 Return: Mon Sep 14 2015 Trip spans 6 days
Delta
Delta
EWR
2:00a
MDW
6:00a
4h 00m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Delta
Delta
EWR
2:00a
MDW
6:00a
4h 00m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Fri Sep 11 2015 Return: Mon Sep 14 2015 Trip spans 4 days
Delta
Delta
EWR
2:00a
MDW
6:00a
4h 00m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
EWR
2:00a
MDW
6:25a
4h 25m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 days
Delta
Delta
EWR
7:45a
MDW
3:33p
7h 48m
1 stop
MDW
2:30p
EWR
6:31p
4h 01m
1 stop
Depart: Sat Oct 3 2015 Return: Sat Oct 24 2015 Trip spans 22 days
Delta
Delta
EWR
5:00a
MDW
11:42a
6h 42m
1 stop
MDW
12:45p
EWR
4:26p
3h 41m
1 stop
Depart: Sat Oct 17 2015 Return: Thu Oct 22 2015 Trip spans 6 days
Delta
Delta
EWR
5:00a
MDW
11:42a
6h 42m
1 stop
MDW
5:15a
EWR
10:56a
5h 41m
1 stop
Depart: Fri Oct 30 2015 Return: Sun Nov 1 2015 Trip spans 3 days
Delta
Delta
EWR
5:00a
MDW
10:12a
5h 12m
1 stop
MDW
2:15a
EWR
7:29a
5h 14m
1 stop
Depart: Tue Nov 10 2015 Return: Sun Nov 15 2015 Trip spans 6 days
Delta
Delta
EWR
9:15a
MDW
2:29p
5h 14m
1 stop
MDW
2:15a
EWR
7:29a
5h 14m
1 stop
Depart: Tue Jun 9 2015 Return: Tue Jun 23 2015 Trip spans 15 days
Delta
Delta
EWR
9:00a
MDW
2:30p
5h 30m
1 stop
MDW
8:29a
EWR
1:52p
5h 23m
1 stop
Depart: Wed Jun 10 2015 Return: Tue Jun 23 2015 Trip spans 14 days
Delta
Delta
EWR
3:59a
MDW
12:09p
8h 10m
1 stop
MDW
8:29a
EWR
1:52p
5h 23m
1 stop
Depart: Wed Jun 17 2015 Return: Tue Jun 23 2015 Trip spans 7 days
Delta
Delta
JFK
9:00a
MDW
5:25p
8h 25m
1 stop
MDW
11:45a
JFK
6:33p
6h 48m
1 stop
Depart: Sun Jun 7 2015 Return: Tue Jun 9 2015 Trip spans 3 days
Delta
Delta
EWR
2:10a
MDW
7:26a
5h 16m
1 stop
MDW
2:35p
EWR
6:21p
3h 46m
1 stop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Delta
Delta
LGA
12:30p
MDW
5:15p
4h 45m
1 stop
MDW
8:40a
LGA
12:04p
3h 24m
1 stop
Depart: Mon Aug 24 2015 Return: Fri Aug 28 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
JFK
7:25a
MDW
5:45p
10h 20m
1 stop
MDW
4:00a
JFK
6:00p
14h 00m
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
4123 6:00 am 7:30 am May 31 - Jun 5
838 6:00 am 7:20 am Jun 7 - Jul 2
2250 6:05 am 7:25 am Jun 13 - Jun 27
779 6:15 am 7:40 am May 23 - Jun 6
2814 9:20 am 10:45 am Jun 13 - Aug 1
2529 9:30 am 11:00 am May 31 - Jun 5
806 9:30 am 11:05 am Jun 7 - Jul 2
1501 10:00 am 11:30 am May 30 - Jun 6
2659 11:05 am 12:40 pm May 31 - Jun 5
694 11:10 am 12:40 pm Jun 7 - Jul 2
1668 11:30 am 12:55 pm May 30 - Jun 6
2842 12:40 pm 2:15 pm Jun 13 - Jun 27
2808 1:50 pm 3:25 pm Jun 6 - Jun 6
777 1:50 pm 3:25 pm May 31 - Jun 5
2104 3:15 pm 4:55 pm May 30 - Jun 6
2516 3:25 pm 5:05 pm May 31 - Jun 5
633 3:25 pm 5:05 pm Jun 7 - Jul 2
4254 4:15 pm 5:50 pm Jun 13 - Jun 27
1498 5:40 pm 7:25 pm Jun 6 - Jun 6
163 5:55 pm 7:30 pm Jun 7 - Jul 2
868 5:55 pm 7:35 pm May 31 - Jun 5
4535 6:55 pm 8:30 pm Jun 13 - Jun 27
434 7:40 pm 9:15 pm Jun 7 - Jul 2
402 8:50 pm 10:15 pm Jun 13 - Jun 27
479 8:55 pm 10:20 pm May 31 - 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 Jun 1 - Jun 5
769 6:00 am 7:15 am Jun 7 - Jul 2
769 6:00 am 7:15 am Jun 13 - Jun 27
2192 6:25 am 7:40 am May 30 - Jun 6
393 9:35 am 11:10 am May 31 - Jun 5
824 9:35 am 10:55 am Jun 7 - Aug 7
1211 12:00 pm 1:15 pm Jun 13 - Jun 27
1883 12:10 pm 1:25 pm Jun 1 - Jun 5
1883 12:10 pm 1:25 pm May 31 - May 31
700 12:10 pm 1:25 pm Jun 8 - Jul 2
700 12:10 pm 1:25 pm Jun 7 - Aug 2
2764 12:15 pm 1:35 pm May 30 - Jun 6
1292 4:30 pm 5:55 pm Jun 7 - Jul 2
3487 4:30 pm 6:05 pm May 31 - Jun 5
1252 5:55 pm 7:35 pm May 30 - Jun 6
2563 5:55 pm 7:40 pm Jun 13 - Jun 27
1050 6:25 pm 8:10 pm May 31 - May 31
256 6:25 pm 8:05 pm Jun 1 - Jun 5
916 6:25 pm 8:05 pm Jun 7 - Aug 2
916 6:25 pm 8:05 pm Jun 8 - Jun 19
916 6:25 pm 8:05 pm Jun 29 - Jul 2
916 6:25 pm 8:05 pm Jun 22 - Jun 26
3582 8:55 pm 10:25 pm Jun 7 - Aug 7
4896 8:55 pm 10:30 pm May 31 - Jun 5
Airports
Origin

New York
only $496
only $244
Newark
$232
Destination

Chicago
$232