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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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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 May 9 2017 Return: Wed May 10 2017 Trip spans 2 days
Delta
Delta
EWR
MDW
4h 58m
1 stop
MDW
EWR
5h 14m
1 stop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
3h 46m
1 stop
MDW
EWR
7h 43m
1 stop
Depart: Wed Sep 6 2017 Return: Thu Sep 7 2017 Trip spans 2 days
Delta
Delta
EWR
MDW
4h 38m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Tue Oct 3 2017 Return: Sat Oct 7 2017 Trip spans 5 days
Delta
Delta
EWR
MDW
5h 22m
1 stop
MDW
EWR
5h 43m
1 stop
Depart: Tue Jun 6 2017 Return: Thu Jun 15 2017 Trip spans 10 days
Delta
Delta
JFK
MDW
6h 45m
1 stop
MDW
JFK
8h 09m
1 stop
Depart: Sat Sep 23 2017 Return: Mon Sep 25 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
5h 21m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Wed May 10 2017 Return: Mon May 15 2017 Trip spans 6 days
Delta
Delta
JFK
MDW
6h 45m
1 stop
MDW
JFK
5h 14m
1 stop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
7h 45m
1 stop
MDW
JFK
6h 41m
1 stop
Depart: Tue Sep 5 2017 Return: Tue Sep 19 2017 Trip spans 15 days
Delta
Delta
JFK
MDW
6h 19m
1 stop
MDW
JFK
5h 49m
1 stop
Depart: Thu Oct 26 2017 Return: Wed Nov 29 2017 Trip spans 35 days
Delta
Delta
JFK
MDW
7h 29m
1 stop
MDW
JFK
7h 29m
1 stop
Depart: Tue May 16 2017 Return: Wed May 24 2017 Trip spans 9 days
Delta
Delta
JFK
MDW
6h 45m
1 stop
MDW
JFK
6h 41m
1 stop
Depart: Wed Sep 20 2017 Return: Mon Sep 25 2017 Trip spans 6 days
Delta
Delta
JFK
MDW
8h 28m
1 stop
MDW
JFK
7h 17m
1 stop
Depart: Fri Apr 28 2017 Return: Tue May 9 2017 Trip spans 12 days
Delta
Delta
EWR
MDW
3h 47m
1 stop
MDW
EWR
3h 43m
1 stop
Depart: Tue May 9 2017 Return: Thu May 11 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
5h 05m
1 stop
MDW
EWR
5h 39m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Delta
Delta
EWR
MDW
3h 46m
1 stop
MDW
EWR
5h 29m
1 stop
Depart: Fri Aug 25 2017 Return: Tue Aug 29 2017 Trip spans 5 days
Delta
Delta
EWR
MDW
5h 17m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 38m
1 stop
MDW
JFK
3h 54m
1 stop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
4h 18m
1 stop
MDW
EWR
5h 29m
1 stop
Depart: Fri Apr 28 2017 Return: Sun Apr 30 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
3h 47m
1 stop
MDW
EWR
5h 45m
1 stop
Depart: Wed May 10 2017 Return: Fri May 12 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
4h 39m
1 stop
MDW
EWR
4h 06m
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
4453 6:00 am 7:25 am Apr 30 - May 28
1183 6:05 am 7:30 am Apr 25 - Jun 2
4327 6:10 am 7:35 am Apr 29 - Jun 3
4323 8:00 am 9:25 am May 20 - Jun 3
4323 8:00 am 9:25 am May 13 - May 13
4323 8:00 am 9:25 am Apr 29 - May 6
4464 9:35 am 11:05 am Apr 30 - May 28
1894 9:45 am 11:15 am Apr 25 - Jun 2
4458 12:00 pm 1:40 pm Apr 25 - Jun 2
1195 4:00 pm 5:30 pm Apr 25 - Jun 2
2548 4:00 pm 5:30 pm Apr 29 - Jun 3
2130 5:55 pm 7:30 pm Apr 29 - May 27
4457 6:45 pm 8:20 pm Apr 30 - May 28
1895 6:50 pm 8:25 pm Apr 25 - Jun 2
1579 8:00 pm 9:30 pm Apr 29 - Jun 3
937 8:55 pm 10:25 pm Apr 25 - Jun 2
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
921 6:10 am 7:30 am Apr 25 - May 2
921 6:10 am 7:30 am May 3 - May 8
921 6:10 am 7:30 am May 12 - May 26
921 6:10 am 7:30 am May 30 - Jun 2
4867 6:40 am 8:00 am Apr 29 - Jun 3
921 7:05 am 8:25 am May 29 - May 29
1749 9:35 am 11:00 am May 7 - Jun 2
1749 9:35 am 10:45 am Apr 25 - May 5
1606 11:45 am 1:05 pm May 30 - Jun 2
1606 11:45 am 1:05 pm May 8 - May 26
1606 11:55 am 1:05 pm Apr 25 - May 5
1606 11:55 am 1:05 pm May 29 - May 29
4109 12:15 pm 1:25 pm Apr 30 - May 28
936 3:20 pm 4:35 pm Apr 25 - Jun 2
2289 3:25 pm 4:40 pm May 13 - Jun 3
2289 3:25 pm 4:40 pm Apr 29 - May 6
927 5:30 pm 6:50 pm Apr 25 - Jun 2
894 6:15 pm 7:40 pm Apr 30 - May 28
5177 6:20 pm 7:45 pm Apr 29 - Jun 3
1196 7:55 pm 9:10 pm May 29 - May 29
1196 9:50 pm 11:05 pm Apr 26 - May 26
1196 9:50 pm 11:05 pm May 30 - Jun 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

New York
$197
Newark
$188
Destination

Chicago
$188
Airlines