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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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: Sat Nov 14 2015 Return: Wed Dec 2 2015 Trip spans 19 days
Southwest
Southwest
LGA
1:05a
MDW
3:40a
2h 35m
nonstop
MDW
3:20p
LGA
5:25p
2h 05m
nonstop
Depart: Sat Sep 19 2015 Return: Wed Sep 23 2015 Trip spans 5 days
Southwest
Southwest
LGA
2:40a
MDW
5:00a
2h 20m
nonstop
MDW
4:00p
LGA
6:00p
2h 00m
nonstop
Depart: Tue Sep 22 2015 Return: Mon Sep 28 2015 Trip spans 7 days
Southwest
Southwest
LGA
2:55p
MDW
5:30p
2h 35m
nonstop
MDW
4:00p
LGA
6:00p
2h 00m
nonstop
Depart: Wed Sep 23 2015 Return: Mon Sep 28 2015 Trip spans 6 days
Southwest
Southwest
LGA
5:30a
MDW
8:05a
2h 35m
nonstop
MDW
1:50a
LGA
3:55a
2h 05m
nonstop
Depart: Tue Oct 20 2015 Return: Thu Oct 22 2015 Trip spans 3 days
Southwest
Southwest
LGA
2:00a
MDW
4:20a
2h 20m
nonstop
MDW
1:50a
LGA
3:55a
2h 05m
nonstop
Depart: Sat Oct 31 2015 Return: Tue Nov 3 2015 Trip spans 4 days
Southwest
Southwest
LGA
11:10a
MDW
1:45p
2h 35m
nonstop
MDW
3:20p
LGA
5:25p
2h 05m
nonstop
Depart: Thu Sep 24 2015 Return: Sat Sep 26 2015 Trip spans 3 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 26 2015 Return: Mon Sep 28 2015 Trip spans 3 days
Delta
Delta
JFK
7:00a
MDW
1:45p
6h 45m
1 stop
MDW
11:11a
JFK
4:19p
5h 08m
1 stop
Depart: Tue Sep 29 2015 Return: Wed Sep 30 2015 Trip spans 2 days
Delta
Delta
JFK
10:30a
MDW
5:27p
6h 57m
1 stop
MDW
2:00a
JFK
7:28a
5h 28m
1 stop
Depart: Wed Sep 30 2015 Return: Mon Oct 5 2015 Trip spans 6 days
Delta
Delta
JFK
2:29a
MDW
8:50a
6h 21m
1 stop
MDW
5:18a
JFK
10:45a
5h 27m
1 stop
Depart: Thu Oct 1 2015 Return: Mon Oct 5 2015 Trip spans 5 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
12:27p
JFK
4:33p
4h 06m
1 stop
Depart: Fri Oct 2 2015 Return: Tue Oct 6 2015 Trip spans 5 days
Delta
Delta
JFK
7:25a
MDW
1:39p
6h 14m
1 stop
MDW
8:30a
JFK
3:06p
6h 36m
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: Thu Oct 8 2015 Trip spans 4 days
Delta
Delta
JFK
2:15a
MDW
10:15a
8h 00m
1 stop
MDW
5:18a
JFK
10:45a
5h 27m
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
12:35p
JFK
4:30p
3h 55m
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: Thu Oct 8 2015 Return: Tue Oct 13 2015 Trip spans 6 days
Delta
Delta
JFK
4:15a
MDW
11:40a
7h 25m
1 stop
MDW
8:50a
JFK
4:27p
7h 37m
1 stop
Depart: Tue Oct 13 2015 Return: Sat Oct 17 2015 Trip spans 5 days
Delta
Delta
JFK
5:10a
MDW
9:15a
4h 05m
1 stop
MDW
2:35a
JFK
8:46a
6h 11m
1 stop
Depart: Sat Nov 7 2015 Return: Sun Nov 15 2015 Trip spans 9 days
Delta
Delta
EWR
6:46a
MDW
1:20p
6h 34m
1 stop
MDW
7:31a
EWR
11:29a
3h 58m
1 stop
Depart: Mon Nov 16 2015 Return: Mon Nov 23 2015 Trip spans 8 days
Delta
Delta
LGA
7:00a
MDW
2:38p
7h 38m
1 stop
MDW
8:54a
LGA
3:59p
7h 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
2073 6:00 am 7:20 am Sep 27 - Oct 30
2073 6:00 am 7:20 am Sep 8 - Sep 25
57 6:20 am 7:40 am Oct 10 - Oct 31
57 6:40 am 8:00 am Sep 12 - Oct 3
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 8 - Sep 11
2088 9:30 am 11:05 am Sep 28 - Oct 23
2088 9:30 am 11:05 am Sep 27 - Oct 18
3653 9:30 am 11:05 am Sep 13 - Sep 20
4623 10:35 am 12:10 pm Oct 3 - Oct 31
4623 10:45 am 12:20 pm Sep 12 - Sep 26
483 11:25 am 1:00 pm Sep 7 - Oct 30
722 1:45 pm 3:15 pm Oct 3 - Oct 24
748 1:45 pm 3:15 pm Sep 12 - Sep 26
381 3:10 pm 4:40 pm Sep 27 - Oct 30
381 3:15 pm 4:45 pm Sep 7 - Sep 25
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 7:25 pm Sep 11 - Sep 25
2743 5:50 pm 7:20 pm Sep 27 - Oct 2
2743 5:50 pm 7:20 pm Oct 4 - Oct 30
3374 6:25 pm 7:55 pm Oct 3 - Oct 24
3374 6:30 pm 8:00 pm Sep 12 - Sep 26
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
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
1591 9:35 am 10:55 am Sep 7 - Sep 13
1591 9:35 am 10:55 am Sep 27 - Oct 30
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
1586 12:25 pm 1:50 pm Sep 13 - Sep 20
1586 12:25 pm 1:50 pm Sep 8 - Sep 25
1586 12:25 pm 1:55 pm Sep 28 - Oct 30
3419 12:25 pm 1:45 pm Sep 27 - Oct 25
1339 3:40 pm 5:00 pm Sep 12 - Sep 26
1733 3:40 pm 5:00 pm Oct 3 - Oct 24
1582 4:30 pm 5:55 pm Sep 11 - Sep 25
484 4:30 pm 5:55 pm Sep 8 - Sep 10
484 4:30 pm 5:55 pm Sep 27 - Oct 30
62 5:55 pm 7:25 pm Sep 12 - Oct 24
2460 6:25 pm 7:55 pm Sep 8 - Oct 30
976 8:50 pm 10:15 pm Sep 7 - Oct 30
Airports
Origin

New York
only $121
only $184
Newark
$188
Destination

Chicago
$121