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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 13 2015 Return: Tue Apr 14 2015 Trip spans 2 days
Delta
Delta
EWR
12:30p
MDW
6:45p
6h 15m
1 stop
MDW
1:12p
EWR
5:59p
4h 47m
1 stop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
Delta
Delta
EWR
10:32a
MDW
3:51p
5h 19m
1 stop
MDW
2:00a
EWR
7:15a
5h 15m
1 stop
Depart: Wed Apr 15 2015 Return: Thu Apr 16 2015 Trip spans 2 days
Delta
Delta
EWR
10:32a
MDW
3:51p
5h 19m
1 stop
MDW
5:20a
EWR
10:44a
5h 24m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
Delta
Delta
EWR
2:10a
MDW
7:30a
5h 20m
1 stop
MDW
1:12p
EWR
5:59p
4h 47m
1 stop
Depart: Sun Apr 19 2015 Return: Tue Apr 21 2015 Trip spans 3 days
Delta
Delta
EWR
5:20a
MDW
9:20a
4h 00m
1 stop
MDW
12:34p
EWR
4:29p
3h 55m
1 stop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
Delta
Delta
EWR
7:00a
MDW
12:55p
5h 55m
1 stop
MDW
5:20a
EWR
10:44a
5h 24m
1 stop
Depart: Wed Apr 22 2015 Return: Thu Apr 23 2015 Trip spans 2 days
Delta
Delta
EWR
3:15a
MDW
9:20a
6h 05m
1 stop
MDW
5:20a
EWR
10:44a
5h 24m
1 stop
Depart: Thu Apr 23 2015 Return: Sat Apr 25 2015 Trip spans 3 days
Delta
Delta
EWR
5:20a
MDW
9:20a
4h 00m
1 stop
MDW
5:20a
EWR
8:55a
3h 35m
1 stop
Depart: Sat Apr 25 2015 Return: Mon Apr 27 2015 Trip spans 3 days
Delta
Delta
EWR
2:00a
MDW
6:17a
4h 17m
1 stop
MDW
8:40a
EWR
12:12p
3h 32m
1 stop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
3:00a
EWR
7:02a
4h 02m
1 stop
Depart: Wed Apr 29 2015 Return: Sat May 2 2015 Trip spans 4 days
Delta
Delta
EWR
6:30a
MDW
12:25p
5h 55m
1 stop
MDW
1:10p
EWR
5:54p
4h 44m
1 stop
Depart: Thu Apr 30 2015 Return: Fri May 1 2015 Trip spans 2 days
Delta
Delta
EWR
2:10a
MDW
7:30a
5h 20m
1 stop
MDW
5:15a
EWR
12:27p
7h 12m
1 stop
Depart: Sat May 2 2015 Return: Sat May 9 2015 Trip spans 8 days
Delta
Delta
EWR
12:45p
MDW
6:56p
6h 11m
1 stop
MDW
2:45a
EWR
7:52a
5h 07m
1 stop
Depart: Wed May 6 2015 Return: Wed May 13 2015 Trip spans 8 days
Delta
Delta
EWR
10:15a
MDW
6:32p
8h 17m
1 stop
MDW
8:40a
EWR
12:27p
3h 47m
1 stop
Depart: Sat May 9 2015 Return: Tue May 12 2015 Trip spans 4 days
Delta
Delta
EWR
12:45p
MDW
6:56p
6h 11m
1 stop
MDW
8:30a
EWR
1:50p
5h 20m
1 stop
Depart: Tue May 12 2015 Return: Tue May 19 2015 Trip spans 8 days
Delta
Delta
EWR
5:20a
MDW
9:15a
3h 55m
1 stop
MDW
8:40a
EWR
12:27p
3h 47m
1 stop
Depart: Wed May 13 2015 Return: Wed May 20 2015 Trip spans 8 days
Delta
Delta
EWR
7:25a
MDW
1:51p
6h 26m
1 stop
MDW
2:00a
EWR
7:18a
5h 18m
1 stop
Depart: Thu Mar 5 2015 Return: Tue Mar 10 2015 Trip spans 5 days
Delta
Delta
JFK
5:55a
MDW
12:40p
6h 45m
1 stop
MDW
8:56a
JFK
4:02p
7h 06m
1 stop
Depart: Tue May 26 2015 Return: Tue Jun 2 2015 Trip spans 8 days
Delta
Delta
LGA
12:40p
MDW
5:15p
4h 35m
1 stop
MDW
8:40a
LGA
12:09p
3h 29m
1 stop
Depart: Mon May 11 2015 Return: Fri May 15 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
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 Feb 24 - Mar 6
133 6:10 am 7:45 am Mar 9 - Apr 6
2221 6:10 am 7:45 am Mar 14 - Apr 4
2221 6:15 am 7:50 am Mar 7 - Mar 7
1064 8:25 am 10:00 am Feb 24 - Mar 6
998 8:25 am 9:55 am Apr 6 - Apr 6
998 8:25 am 9:55 am Mar 9 - Apr 3
2222 11:10 am 12:45 pm Mar 14 - Apr 4
2222 11:10 am 12:45 pm Mar 7 - Mar 7
125 11:30 am 1:00 pm Mar 9 - Apr 6
3688 11:30 am 1:00 pm Mar 8 - Apr 5
2187 11:35 am 1:15 pm Feb 24 - Mar 6
1270 1:00 pm 2:25 pm Mar 9 - Apr 6
1270 1:00 pm 2:25 pm Mar 8 - Apr 5
119 1:10 pm 2:40 pm Feb 24 - Mar 6
2223 2:35 pm 4:05 pm Mar 7 - Mar 7
2223 2:35 pm 4:05 pm Mar 14 - Apr 4
278 3:55 pm 5:35 pm Mar 8 - Apr 6
3208 3:55 pm 5:40 pm Feb 24 - Mar 6
2635 4:50 pm 6:35 pm Mar 14 - Apr 4
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 24 - Mar 6
2511 7:25 pm 9:00 pm Mar 14 - Apr 4
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 Feb 24 - Mar 6
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1796 6:00 am 7:30 am Feb 24 - Mar 6
572 6:00 am 7:30 am Mar 30 - Apr 3
572 6:00 am 7:30 am Apr 6 - Apr 6
572 6:00 am 7:30 am Mar 9 - Mar 27
243 6:15 am 7:40 am Mar 7 - Mar 7
4066 6:20 am 7:45 am Mar 14 - Apr 4
1837 7:25 am 9:00 am Feb 24 - Mar 6
537 7:30 am 8:50 am Mar 8 - Apr 6
689 12:05 pm 1:30 pm Mar 9 - Apr 6
689 12:05 pm 1:30 pm Mar 8 - Apr 5
2565 12:10 pm 1:35 pm Mar 14 - Apr 4
335 12:10 pm 1:35 pm Mar 7 - Mar 7
1852 1:15 pm 2:45 pm Feb 24 - Mar 6
3685 4:35 pm 5:55 pm Mar 8 - Apr 5
3685 4:35 pm 5:55 pm Mar 9 - Apr 6
1792 4:40 pm 6:15 pm Feb 24 - Mar 6
1963 5:55 pm 7:20 pm Mar 14 - Apr 4
1963 5:55 pm 7:20 pm Mar 7 - Mar 7
2290 6:25 pm 8:00 pm Feb 24 - Mar 6
898 6:25 pm 7:55 pm Mar 8 - Apr 6
2265 8:30 pm 10:05 pm Feb 24 - Mar 6
306 8:55 pm 10:25 pm Mar 8 - Apr 6
Airports
Origin

New York
only $405
only $215
Newark
$184
Destination

Chicago
$184