Browse Origins:
Browse Destinations:

Find Deals on Flights 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 Jul 14 2015 Return: Wed Jul 22 2015 Trip spans 9 days
Delta
Delta
JFK
9:59a
MDW
2:53p
4h 54m
1 stop
MDW
5:09a
JFK
9:59a
4h 50m
1 stop
Depart: Wed Jul 15 2015 Return: Wed Jul 22 2015 Trip spans 8 days
Delta
Delta
JFK
9:59a
MDW
2:53p
4h 54m
1 stop
MDW
5:09a
JFK
9:59a
4h 50m
1 stop
Depart: Tue Jul 21 2015 Return: Wed Jul 22 2015 Trip spans 2 days
Delta
Delta
JFK
9:59a
MDW
2:53p
4h 54m
1 stop
MDW
5:09a
JFK
9:59a
4h 50m
1 stop
Depart: Wed Aug 26 2015 Return: Thu Aug 27 2015 Trip spans 2 days
Delta
Delta
JFK
9:00a
MDW
2:22p
5h 22m
1 stop
MDW
5:06a
JFK
9:59a
4h 53m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Delta
Delta
JFK
7:00a
MDW
1:44p
6h 44m
1 stop
MDW
9:40a
JFK
6:10p
8h 30m
1 stop
Depart: Sat Aug 29 2015 Return: Wed Sep 9 2015 Trip spans 12 days
Delta
Delta
JFK
2:30a
MDW
8:22a
5h 52m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Mon Aug 31 2015 Return: Tue Sep 1 2015 Trip spans 2 days
Delta
Delta
JFK
9:00a
MDW
2:22p
5h 22m
1 stop
MDW
9:50a
JFK
3:20p
5h 30m
1 stop
Depart: Sat Sep 5 2015 Return: Tue Sep 8 2015 Trip spans 4 days
Delta
Delta
JFK
11:30a
MDW
5:10p
5h 40m
1 stop
MDW
5:17a
JFK
10:48a
5h 31m
1 stop
Depart: Sun Sep 6 2015 Return: Tue Sep 8 2015 Trip spans 3 days
Delta
Delta
JFK
11:29a
MDW
5:11p
5h 42m
1 stop
MDW
5:17a
JFK
10:48a
5h 31m
1 stop
Depart: Mon Sep 7 2015 Return: Tue Sep 8 2015 Trip spans 2 days
Delta
Delta
JFK
5:10a
MDW
9:23a
4h 13m
1 stop
MDW
5:17a
JFK
10:48a
5h 31m
1 stop
Depart: Tue Sep 8 2015 Return: Wed Sep 9 2015 Trip spans 2 days
Delta
Delta
JFK
4:30a
MDW
10:15a
5h 45m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Wed Sep 9 2015 Return: Thu Sep 10 2015 Trip spans 2 days
Delta
Delta
JFK
5:10a
MDW
9:23a
4h 13m
1 stop
MDW
1:45a
JFK
5:51a
4h 06m
1 stop
Depart: Fri Sep 11 2015 Return: Sat Sep 12 2015 Trip spans 2 days
Delta
Delta
JFK
7:00a
MDW
1:39p
6h 39m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Sat Sep 12 2015 Return: Mon Sep 14 2015 Trip spans 3 days
Delta
Delta
JFK
11:30a
MDW
5:10p
5h 40m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 days
Delta
Delta
JFK
10:30a
MDW
2:54p
4h 24m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Thu Sep 17 2015 Return: Mon Sep 21 2015 Trip spans 5 days
Delta
Delta
JFK
5:10a
MDW
9:23a
4h 13m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
JFK
11:30a
MDW
5:10p
5h 40m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Tue Aug 18 2015 Return: Wed Aug 19 2015 Trip spans 2 days
Delta
Delta
EWR
9:00a
MDW
2:22p
5h 22m
1 stop
MDW
2:00a
EWR
7:25a
5h 25m
1 stop
Depart: Thu Dec 31 2015 Return: Wed Jan 6 2016 Trip spans 7 days
Delta
Delta
LGA
2:00a
MDW
9:12a
7h 12m
1 stop
MDW
2:15a
LGA
8:00a
5h 45m
1 stop
Depart: Sun Sep 20 2015 Return: Mon Sep 28 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
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
838 6:00 am 7:20 am Jun 28 - Jul 9
838 6:00 am 7:20 am Jul 10 - Aug 7
2250 6:05 am 7:25 am Jul 11 - Aug 8
2814 9:20 am 10:45 am Jun 27 - Aug 1
2814 9:30 am 11:00 am Aug 8 - Aug 8
806 9:30 am 11:05 am Jul 10 - Aug 7
806 9:30 am 11:05 am Jun 28 - Jul 9
694 11:10 am 12:40 pm Jun 28 - Jul 9
694 11:10 am 12:40 pm Jul 10 - Jul 10
694 11:10 am 12:40 pm Jul 12 - Aug 7
2842 12:40 pm 2:15 pm Aug 8 - Aug 8
2842 12:40 pm 2:15 pm Jul 11 - Jul 11
2842 12:40 pm 2:15 pm Jul 18 - Aug 1
633 3:25 pm 5:05 pm Jul 10 - Aug 7
633 3:25 pm 5:05 pm Jun 28 - Jul 9
4254 4:15 pm 5:50 pm Jul 11 - Aug 1
3554 5:35 pm 7:10 pm Aug 8 - Aug 8
163 5:55 pm 7:30 pm Jul 10 - Aug 7
163 5:55 pm 7:30 pm Jun 28 - Jul 9
4535 6:55 pm 8:30 pm Jul 11 - Aug 1
5288 6:55 pm 8:30 pm Aug 8 - Aug 8
434 7:40 pm 9:15 pm Jun 28 - Jul 9
434 7:40 pm 9:15 pm Jul 10 - Aug 7
402 8:50 pm 10:15 pm Jul 11 - Aug 1
402 8:55 pm 10:20 pm Aug 8 - Aug 8
902 8:55 pm 10:20 pm Jun 28 - Jul 9
902 8:55 pm 10:20 pm Jul 10 - Aug 7
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
769 6:00 am 7:15 am Jun 28 - Jul 9
769 6:00 am 7:15 am Aug 8 - Aug 8
769 6:00 am 7:15 am Jul 10 - Aug 7
769 6:00 am 7:15 am Jul 11 - Aug 1
824 9:35 am 10:55 am Jun 28 - Aug 7
1211 12:00 pm 1:15 pm Jul 18 - Aug 8
1211 12:00 pm 1:15 pm Jul 11 - Jul 11
700 12:10 pm 1:25 pm Jun 28 - Aug 2
700 12:10 pm 1:25 pm Jun 29 - Jul 9
700 12:10 pm 1:25 pm Jul 10 - Aug 7
1292 4:30 pm 5:55 pm Jul 10 - Aug 7
1292 4:30 pm 5:55 pm Jun 28 - Jul 9
2563 5:55 pm 7:40 pm Jul 11 - Aug 8
916 6:25 pm 8:05 pm Jun 28 - Aug 2
916 6:25 pm 8:05 pm Jun 29 - Jul 9
916 6:25 pm 8:05 pm Jul 10 - Jul 31
916 6:25 pm 8:05 pm Aug 3 - Aug 7
3582 8:55 pm 10:25 pm Jun 28 - Aug 7
Airports
Origin

New York
only $448
only $230
Newark
$248
Destination

Chicago
$230