Find Deals on Flights from New York to Chicago Midway (NYC - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from New York to Chicago Midway

(Round-trip)
Depart: Sat Oct 31 2015 Return: Tue Nov 24 2015 Trip spans 25 days
Southwest
Southwest
LGA
2:20a
MDW
4:40a
2h 20m
nonstop
MDW
12:45a
LGA
3:00a
2h 15m
nonstop
Depart: Sat Sep 19 2015 Return: Wed Sep 23 2015 Trip spans 5 days
Southwest
Southwest
LGA
11:55a
MDW
6:05p
6h 10m
1 stop
MDW
4:00p
LGA
6:00p
2h 00m
nonstop
Depart: Mon Oct 26 2015 Return: Sat Oct 31 2015 Trip spans 6 days
Southwest
Southwest
LGA
4:55p
MDW
7:25p
2h 30m
nonstop
MDW
2:20p
LGA
4:25p
2h 05m
nonstop
Depart: Wed Sep 16 2015 Return: Thu Sep 24 2015 Trip spans 9 days
Delta
Delta
JFK
2:29a
MDW
10:15a
7h 46m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Tue Sep 22 2015 Return: Sat Sep 26 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: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Delta
Delta
JFK
4:30a
MDW
11:45a
7h 15m
1 stop
MDW
2:00a
JFK
7:29a
5h 29m
1 stop
Depart: Thu Sep 24 2015 Return: Mon Sep 28 2015 Trip spans 5 days
Delta
Delta
JFK
10:30a
MDW
5:27p
6h 57m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Sat Sep 26 2015 Return: Mon Sep 28 2015 Trip spans 3 days
Delta
Delta
JFK
7:00a
MDW
1:45p
6h 45m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 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: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Delta
Delta
JFK
7:00a
MDW
1:39p
6h 39m
1 stop
MDW
11:20a
JFK
6:06p
6h 46m
1 stop
Depart: Thu Oct 1 2015 Return: Sat Oct 3 2015 Trip spans 3 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Sat Oct 3 2015 Return: Mon Oct 5 2015 Trip spans 3 days
Delta
Delta
JFK
11:40a
MDW
5:17p
5h 37m
1 stop
MDW
12:27p
JFK
4:33p
4h 06m
1 stop
Depart: Mon Oct 5 2015 Return: Wed Oct 7 2015 Trip spans 3 days
Delta
Delta
JFK
2:15a
MDW
8:53a
6h 38m
1 stop
MDW
2:35a
JFK
8:47a
6h 12m
1 stop
Depart: Tue Oct 6 2015 Return: Sat Oct 10 2015 Trip spans 5 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
11:10a
JFK
4:25p
5h 15m
1 stop
Depart: Wed Oct 7 2015 Return: Sat Oct 10 2015 Trip spans 4 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
12:35p
JFK
4:30p
3h 55m
1 stop
Depart: Tue Oct 13 2015 Return: Wed Oct 14 2015 Trip spans 2 days
Delta
Delta
JFK
8:29a
MDW
3:00p
6h 31m
1 stop
MDW
6:29a
JFK
12:09p
5h 40m
1 stop
Depart: Wed Oct 14 2015 Return: Tue Oct 20 2015 Trip spans 7 days
Delta
Delta
JFK
8:29a
MDW
12:52p
4h 23m
1 stop
MDW
12:27p
JFK
4:33p
4h 06m
1 stop
Depart: Sat Oct 17 2015 Return: Tue Oct 20 2015 Trip spans 4 days
Delta
Delta
JFK
11:40a
MDW
5:17p
5h 37m
1 stop
MDW
12:27p
JFK
4:33p
4h 06m
1 stop
Depart: Thu Oct 15 2015 Return: Sat Oct 17 2015 Trip spans 3 days
Delta
Delta
EWR
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
1:59p
EWR
7:08p
5h 09m
1 stop
Depart: Mon Feb 1 2016 Return: Mon Feb 8 2016 Trip spans 8 days
Delta
Delta
LGA
9:35a
MDW
1:50p
4h 15m
1 stop
MDW
7:40a
LGA
11:04a
3h 24m
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
1653 6:00 am 7:20 am Sep 7 - Sep 7
2073 6:00 am 7:20 am Sep 8 - Sep 25
2073 6:00 am 7:20 am Sep 27 - Oct 30
3184 6:00 am 7:20 am Sep 6 - Sep 6
57 6:40 am 8:00 am Sep 12 - Oct 3
2088 9:30 am 11:05 am Sep 8 - Sep 11
2088 9:30 am 11:05 am Sep 27 - Oct 18
2088 9:30 am 11:05 am Sep 21 - Sep 25
2088 9:30 am 11:05 am Sep 14 - Sep 18
2088 9:30 am 11:05 am Sep 28 - Oct 23
3653 9:30 am 11:05 am Sep 13 - Sep 20
620 9:30 am 11:05 am Sep 6 - Sep 6
620 9:30 am 11:05 am Sep 7 - Sep 7
4623 10:35 am 12:10 pm Oct 3 - Oct 31
4623 10:45 am 12:20 pm Sep 12 - Sep 26
6641 10:45 am 12:20 pm Sep 5 - Sep 5
483 11:25 am 1:00 pm Sep 6 - Sep 6
483 11:25 am 1:00 pm Sep 7 - Oct 30
5657 1:45 pm 3:15 pm Sep 5 - Sep 5
722 1:45 pm 3:15 pm Oct 3 - Oct 24
748 1:45 pm 3:15 pm Sep 12 - Sep 26
2958 3:10 pm 4:40 pm Sep 6 - Sep 6
381 3:10 pm 4:40 pm Sep 27 - Oct 30
381 3:15 pm 4:45 pm Sep 7 - Sep 25
5075 4:25 pm 6:00 pm Sep 5 - Sep 5
696 4:25 pm 6:00 pm Oct 3 - Oct 24
719 4:25 pm 6:00 pm Sep 12 - Sep 26
1057 5:50 pm 7:20 pm Sep 13 - Sep 20
2743 5:50 pm 7:25 pm Sep 8 - Sep 10
2743 5:50 pm 7:20 pm Sep 27 - Oct 2
2743 5:50 pm 7:25 pm Sep 11 - Sep 25
2743 5:50 pm 7:20 pm Oct 4 - Oct 30
5028 5:50 pm 7:20 pm Sep 7 - Sep 7
5028 5:50 pm 7:20 pm Sep 6 - Sep 6
3374 6:25 pm 7:55 pm Oct 3 - Oct 24
3374 6:30 pm 8:00 pm Sep 12 - Sep 26
6211 6:30 pm 8:00 pm Sep 5 - Sep 5
1576 6:55 pm 8:30 pm Sep 11 - Oct 30
2059 6:55 pm 8:30 pm Sep 6 - Sep 10
4280 7:55 pm 9:25 pm Sep 12 - Sep 26
4280 7:55 pm 9:25 pm Oct 3 - Oct 17
5223 7:55 pm 9:25 pm Sep 5 - Sep 5
935 8:55 pm 10:25 pm Aug 30 - Oct 30
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
3886 6:00 am 7:20 am Sep 12 - Oct 24
1571 6:05 am 7:25 am Sep 28 - Oct 30
1571 6:15 am 7:35 am Sep 8 - Sep 25
1098 6:20 am 7:40 am Sep 7 - Sep 7
5119 6:25 am 7:45 am Sep 5 - Sep 5
1591 9:35 am 10:55 am Sep 27 - Oct 30
1591 9:35 am 10:55 am Sep 6 - Sep 6
1591 9:35 am 10:55 am Sep 7 - Sep 13
1591 9:35 am 10:55 am Sep 20 - Sep 20
1826 9:35 am 10:55 am Sep 11 - Sep 25
2212 9:50 am 11:05 am Sep 12 - Sep 26
3883 9:50 am 11:05 am Oct 3 - Oct 31
6398 9:50 am 11:05 am Sep 5 - Sep 5
1586 12:25 pm 1:55 pm Sep 28 - Oct 30
1586 12:25 pm 1:50 pm Sep 8 - Sep 25
1586 12:25 pm 1:50 pm Sep 13 - Sep 20
3419 12:25 pm 1:45 pm Sep 27 - Oct 25
670 12:25 pm 1:50 pm Sep 6 - Sep 6
799 12:25 pm 1:50 pm Sep 7 - Sep 7
1339 3:40 pm 5:00 pm Sep 12 - Sep 26
1733 3:40 pm 5:00 pm Oct 3 - Oct 24
6016 3:40 pm 5:00 pm Sep 5 - Sep 5
1582 4:30 pm 5:55 pm Sep 11 - Sep 25
3389 4:30 pm 5:55 pm Sep 6 - Sep 6
484 4:30 pm 5:55 pm Sep 27 - Oct 30
484 4:30 pm 5:55 pm Sep 7 - Sep 7
484 4:30 pm 5:55 pm Sep 8 - Sep 10
5541 5:55 pm 7:25 pm Sep 5 - Sep 5
62 5:55 pm 7:25 pm Sep 12 - Oct 24
1833 6:25 pm 7:55 pm Sep 7 - Sep 7
2460 6:25 pm 7:55 pm Sep 8 - Oct 30
3661 6:25 pm 7:55 pm Sep 6 - Sep 6
976 8:50 pm 10:15 pm Sep 6 - Sep 6
976 8:50 pm 10:15 pm Sep 7 - Oct 30
Airports
Origin

New York
only $131
only $184
Newark
$188
Destination

Chicago
$131