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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 Feb 3 2015 Return: Tue Feb 10 2015 Trip spans 8 days
Delta
Delta
JFK
3:30a
MDW
9:05a
5h 35m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Wed Feb 4 2015 Return: Wed Feb 11 2015 Trip spans 8 days
Delta
Delta
JFK
4:10a
MDW
8:24a
4h 14m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Wed Feb 11 2015 Return: Tue Feb 17 2015 Trip spans 7 days
Delta
Delta
JFK
11:30a
MDW
4:30p
5h 00m
1 stop
MDW
11:34a
JFK
3:29p
3h 55m
1 stop
Depart: Thu Feb 5 2015 Return: Wed Feb 11 2015 Trip spans 7 days
Delta
Delta
JFK
4:10a
MDW
8:24a
4h 14m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Fri Feb 6 2015 Return: Wed Feb 11 2015 Trip spans 6 days
Delta
Delta
JFK
4:10a
MDW
8:24a
4h 14m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Tue Feb 10 2015 Return: Wed Feb 11 2015 Trip spans 2 days
Delta
Delta
JFK
4:10a
MDW
8:24a
4h 14m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Tue Feb 17 2015 Return: Tue Mar 3 2015 Trip spans 15 days
Delta
Delta
JFK
3:30a
MDW
10:39a
7h 09m
1 stop
MDW
10:37a
JFK
5:06p
6h 29m
1 stop
Depart: Wed Feb 18 2015 Return: Tue Feb 24 2015 Trip spans 7 days
Delta
Delta
JFK
4:15a
MDW
8:21a
4h 06m
1 stop
MDW
11:34a
JFK
3:29p
3h 55m
1 stop
Depart: Tue Feb 24 2015 Return: Tue Mar 10 2015 Trip spans 14 days
Delta
Delta
JFK
11:15a
MDW
6:03p
6h 48m
1 stop
MDW
12:34p
JFK
5:23p
4h 49m
1 stop
Depart: Wed Feb 25 2015 Return: Tue Mar 10 2015 Trip spans 13 days
Delta
Delta
JFK
11:15a
MDW
6:03p
6h 48m
1 stop
MDW
8:56a
JFK
4:02p
7h 06m
1 stop
Depart: Tue Mar 3 2015 Return: Wed Mar 11 2015 Trip spans 8 days
Delta
Delta
JFK
3:30a
MDW
11:01a
7h 31m
1 stop
MDW
11:07a
JFK
4:02p
4h 55m
1 stop
Depart: Wed Mar 4 2015 Return: Tue Mar 10 2015 Trip spans 6 days
Delta
Delta
JFK
1:15a
MDW
9:36a
8h 21m
1 stop
MDW
11:07a
JFK
4:02p
4h 55m
1 stop
Depart: Tue Mar 10 2015 Return: Wed Mar 11 2015 Trip spans 2 days
Delta
Delta
JFK
2:15a
MDW
10:36a
8h 21m
1 stop
MDW
11:07a
JFK
4:02p
4h 55m
1 stop
Depart: Sat Feb 7 2015 Return: Tue Feb 10 2015 Trip spans 4 days
Delta
Delta
JFK
4:10a
MDW
8:37a
4h 27m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Sun Feb 8 2015 Return: Wed Feb 11 2015 Trip spans 4 days
Delta
Delta
JFK
4:10a
MDW
8:24a
4h 14m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Mon Feb 9 2015 Return: Tue Feb 10 2015 Trip spans 2 days
Delta
Delta
JFK
11:30a
MDW
4:30p
5h 00m
1 stop
MDW
11:31a
JFK
3:29p
3h 58m
1 stop
Depart: Thu Feb 19 2015 Return: Tue Feb 24 2015 Trip spans 6 days
Delta
Delta
JFK
4:15a
MDW
8:21a
4h 06m
1 stop
MDW
11:34a
JFK
3:29p
3h 55m
1 stop
Depart: Fri Feb 20 2015 Return: Tue Feb 24 2015 Trip spans 5 days
Delta
Delta
JFK
3:30a
MDW
9:35a
6h 05m
1 stop
MDW
10:10a
JFK
3:04p
4h 54m
1 stop
Depart: Mon Feb 23 2015 Return: Wed Feb 25 2015 Trip spans 3 days
Delta
Delta
EWR
7:35a
MDW
11:57a
4h 22m
1 stop
MDW
4:46a
EWR
10:10a
5h 24m
1 stop
Depart: Sun May 3 2015 Return: Fri May 8 2015 Trip spans 6 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
Change your search
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
108 6:05 am 7:50 am Jan 27 - Mar 6
2221 6:15 am 7:50 am Mar 7 - Mar 7
4421 6:45 am 8:25 am Jan 31 - Feb 28
1064 8:25 am 10:00 am Jan 27 - Mar 6
2222 11:10 am 12:45 pm Mar 7 - Mar 7
1687 11:25 am 1:05 pm Feb 8 - Mar 1
3688 11:30 am 1:00 pm Mar 8 - Apr 5
2187 11:35 am 1:15 pm Jan 27 - Mar 6
3624 12:50 pm 2:20 pm Jan 31 - Feb 28
1270 1:00 pm 2:25 pm Mar 8 - Apr 5
119 1:10 pm 2:40 pm Jan 27 - Mar 6
2073 1:10 pm 2:40 pm Feb 1 - Mar 1
2223 2:35 pm 4:05 pm Mar 7 - Mar 7
1958 3:55 pm 5:35 pm Feb 1 - Mar 1
278 3:55 pm 5:35 pm Mar 8 - Apr 6
3208 3:55 pm 5:40 pm Jan 27 - Mar 6
3762 4:35 pm 6:20 pm Jan 31 - Feb 28
412 4:50 pm 6:35 pm Mar 7 - Mar 7
758 5:55 pm 7:40 pm Mar 8 - Apr 6
122 6:25 pm 8:05 pm Feb 1 - Mar 1
122 6:25 pm 8:05 pm Feb 9 - Feb 13
122 6:25 pm 8:05 pm Feb 16 - Mar 6
122 6:25 pm 8:05 pm Jan 27 - Feb 6
3526 6:45 pm 8:25 pm Jan 31 - Feb 28
2511 7:25 pm 9:00 pm Mar 7 - Mar 7
3147 8:55 pm 10:20 pm Mar 8 - Apr 6
762 8:55 pm 10:25 pm Jan 27 - Mar 6
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1796 6:00 am 7:30 am Jan 27 - Mar 6
243 6:15 am 7:40 am Mar 7 - Mar 7
1837 7:25 am 9:00 am Jan 27 - Mar 6
537 7:30 am 8:50 am Mar 8 - Apr 6
3607 7:50 am 9:20 am Jan 31 - Feb 28
1040 12:00 pm 1:25 pm Jan 31 - Feb 28
689 12:05 pm 1:30 pm Mar 8 - Apr 5
335 12:10 pm 1:35 pm Mar 7 - Mar 7
1852 1:15 pm 2:45 pm Jan 27 - Feb 6
1852 1:15 pm 2:45 pm Feb 8 - Mar 6
3685 4:35 pm 5:55 pm Mar 8 - Apr 5
1792 4:40 pm 6:15 pm Jan 27 - Mar 6
4405 5:40 pm 7:15 pm Jan 31 - Feb 28
1963 5:55 pm 7:20 pm Mar 7 - Mar 7
2290 6:25 pm 8:00 pm Jan 27 - Mar 6
2551 6:25 pm 8:00 pm Feb 1 - Mar 1
898 6:25 pm 7:55 pm Mar 8 - Apr 6
2265 8:30 pm 10:05 pm Jan 27 - Feb 6
2265 8:30 pm 10:05 pm Feb 8 - Mar 6
306 8:55 pm 10:25 pm Mar 8 - Apr 6
Airports
Origin

New York
$194
Newark
$232
Destination

Chicago
$194