Browse Origins:
Browse Destinations:

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: Thu Apr 16 2015 Trip spans 4 days
Delta
Delta
EWR
3:15a
MDW
9:20a
6h 05m
1 stop
MDW
2:00a
EWR
7:18a
5h 18m
1 stop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
8:40a
EWR
12:12p
3h 32m
1 stop
Depart: Wed Apr 15 2015 Return: Thu Apr 16 2015 Trip spans 2 days
Delta
Delta
EWR
2:10a
MDW
7:30a
5h 20m
1 stop
MDW
5:20a
EWR
10:44a
5h 24m
1 stop
Depart: Thu Apr 16 2015 Return: Fri Apr 17 2015 Trip spans 2 days
Delta
Delta
EWR
2:10a
MDW
7:30a
5h 20m
1 stop
MDW
5:20a
EWR
10:44a
5h 24m
1 stop
Depart: Mon Apr 20 2015 Return: Sat Apr 25 2015 Trip spans 6 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
2:25a
EWR
8:59a
6h 34m
1 stop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
8:40a
EWR
12:12p
3h 32m
1 stop
Depart: Wed Apr 22 2015 Return: Sat Apr 25 2015 Trip spans 4 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
5:20a
EWR
8:55a
3h 35m
1 stop
Depart: Thu Apr 23 2015 Return: Sat Apr 25 2015 Trip spans 3 days
Delta
Delta
EWR
2:10a
MDW
7:30a
5h 20m
1 stop
MDW
2:25a
EWR
8:59a
6h 34m
1 stop
Depart: Sat Apr 25 2015 Return: Mon Apr 27 2015 Trip spans 3 days
Delta
Delta
EWR
12:50p
MDW
6:52p
6h 02m
1 stop
MDW
8:40a
EWR
12:12p
3h 32m
1 stop
Depart: Sun Apr 26 2015 Return: Mon Apr 27 2015 Trip spans 2 days
Delta
Delta
EWR
3:15a
MDW
9:20a
6h 05m
1 stop
MDW
8:40a
EWR
12:12p
3h 32m
1 stop
Depart: Mon Apr 27 2015 Return: Sat May 2 2015 Trip spans 6 days
Delta
Delta
EWR
2:25p
MDW
6:45p
4h 20m
1 stop
MDW
12:30p
EWR
4:23p
3h 53m
1 stop
Depart: Tue Apr 28 2015 Return: Sat May 2 2015 Trip spans 5 days
Delta
Delta
EWR
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
8:35a
EWR
12:27p
3h 52m
1 stop
Depart: Wed Apr 29 2015 Return: Mon May 4 2015 Trip spans 6 days
Delta
Delta
EWR
9:00a
MDW
4:54p
7h 54m
1 stop
MDW
1:09p
EWR
6:04p
4h 55m
1 stop
Depart: Thu Apr 30 2015 Return: Sat May 2 2015 Trip spans 3 days
Delta
Delta
EWR
3:15a
MDW
9:20a
6h 05m
1 stop
MDW
11:12a
EWR
6:04p
6h 52m
1 stop
Depart: Sat May 2 2015 Return: Mon May 4 2015 Trip spans 3 days
Delta
Delta
EWR
4:20a
MDW
11:41a
7h 21m
1 stop
MDW
1:09p
EWR
6:04p
4h 55m
1 stop
Depart: Mon May 4 2015 Return: Wed May 6 2015 Trip spans 3 days
Delta
Delta
EWR
2:15p
MDW
6:43p
4h 28m
1 stop
MDW
8:35a
EWR
12:25p
3h 50m
1 stop
Depart: Tue May 5 2015 Return: Sat May 9 2015 Trip spans 5 days
Delta
Delta
EWR
2:15p
MDW
6:43p
4h 28m
1 stop
MDW
3:00a
EWR
8:33a
5h 33m
1 stop
Depart: Wed May 6 2015 Return: Sat May 9 2015 Trip spans 4 days
Delta
Delta
EWR
8:40a
MDW
12:56p
4h 16m
1 stop
MDW
3:00a
EWR
8:33a
5h 33m
1 stop
Depart: Tue Mar 31 2015 Return: Sat Apr 4 2015 Trip spans 5 days
Delta
Delta
JFK
12:30p
MDW
6:55p
6h 25m
1 stop
MDW
12:34p
JFK
5:30p
4h 56m
1 stop
Depart: Mon May 18 2015 Return: Thu May 21 2015 Trip spans 4 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
4123 6:00 am 7:30 am Apr 8 - May 22
133 6:10 am 7:45 am Mar 9 - Apr 6
2221 6:10 am 7:45 am Mar 14 - Apr 4
3832 6:10 am 7:45 am Apr 7 - Apr 7
779 6:15 am 7:40 am Apr 11 - Jun 6
998 8:25 am 9:55 am Mar 9 - Apr 3
998 8:25 am 9:55 am Apr 6 - Apr 6
2082 8:30 am 10:00 am Apr 7 - Apr 7
2529 9:30 am 11:00 am Apr 8 - May 22
1501 10:00 am 11:30 am Apr 11 - May 16
2659 11:05 am 12:40 pm Apr 8 - May 22
2222 11:10 am 12:45 pm Mar 14 - Apr 4
125 11:30 am 1:00 pm Mar 9 - Apr 6
1668 11:30 am 12:55 pm Apr 11 - May 16
3688 11:30 am 1:00 pm Mar 8 - Apr 5
963 11:30 am 1:00 pm Apr 7 - Apr 7
1270 1:00 pm 2:25 pm Mar 8 - Apr 5
1270 1:00 pm 2:25 pm Mar 9 - Apr 6
2374 1:00 pm 2:25 pm Apr 7 - Apr 7
2808 1:50 pm 3:25 pm Apr 11 - May 16
777 1:50 pm 3:25 pm Apr 8 - May 22
2223 2:35 pm 4:05 pm Mar 14 - Apr 4
2104 3:15 pm 4:55 pm Apr 11 - May 16
2516 3:25 pm 5:05 pm Apr 8 - May 22
278 3:55 pm 5:35 pm Mar 8 - Apr 6
3928 3:55 pm 5:35 pm Apr 7 - Apr 7
2635 4:50 pm 6:35 pm Mar 14 - Apr 4
1374 5:40 pm 7:25 pm Apr 11 - May 16
1758 5:55 pm 7:40 pm Apr 7 - Apr 7
758 5:55 pm 7:40 pm Mar 8 - Apr 6
868 5:55 pm 7:35 pm Apr 8 - May 22
2511 7:25 pm 9:00 pm Mar 14 - Apr 4
1633 8:55 pm 10:20 pm Apr 7 - Apr 7
3147 8:55 pm 10:20 pm Mar 8 - Apr 6
479 8:55 pm 10:20 pm Apr 8 - May 22
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1522 6:00 am 7:30 am Apr 7 - Apr 7
1614 6:00 am 7:20 am Apr 8 - May 22
572 6:00 am 7:30 am Mar 30 - Apr 3
572 6:00 am 7:30 am Mar 9 - Mar 27
572 6:00 am 7:30 am Apr 6 - Apr 6
4066 6:20 am 7:45 am Mar 14 - Apr 4
2192 6:25 am 7:40 am Apr 11 - May 16
1483 7:30 am 8:50 am Apr 7 - Apr 7
537 7:30 am 8:50 am Mar 8 - Apr 6
393 9:35 am 11:10 am Apr 8 - May 22
3882 12:05 pm 1:30 pm Apr 7 - Apr 7
689 12:05 pm 1:30 pm Mar 8 - Apr 5
689 12:05 pm 1:30 pm Mar 9 - Apr 6
1883 12:10 pm 1:25 pm Apr 12 - May 17
1883 12:10 pm 1:25 pm Apr 8 - May 22
2565 12:10 pm 1:35 pm Mar 14 - Apr 4
2764 12:15 pm 1:35 pm Apr 11 - May 16
3487 4:30 pm 6:05 pm Apr 8 - May 22
3253 4:35 pm 5:55 pm Apr 7 - Apr 7
3685 4:35 pm 5:55 pm Mar 8 - Apr 5
3685 4:35 pm 5:55 pm Mar 9 - Apr 6
1252 5:55 pm 7:35 pm Apr 11 - May 16
1963 5:55 pm 7:20 pm Mar 14 - Apr 4
1050 6:25 pm 8:10 pm Apr 12 - May 17
130 6:25 pm 7:55 pm Apr 7 - Apr 7
256 6:25 pm 8:05 pm Apr 8 - May 22
898 6:25 pm 7:55 pm Mar 8 - Apr 6
1201 8:55 pm 10:25 pm Apr 7 - Apr 7
306 8:55 pm 10:25 pm Mar 8 - Apr 6
4896 8:55 pm 10:30 pm Apr 8 - May 22
Airports
Origin

New York
$194
Newark
$184
Destination

Chicago
$184