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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Book cheap flights from New York to Chicago Midway

(Round-trip)
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
6h 14m
1 stop
MDW
JFK
6h 09m
1 stop
Depart: Sun Oct 8 2017 Return: Tue Oct 10 2017 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Tue Oct 17 2017 Return: Sat Oct 21 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
8h 37m
1 stop
MDW
JFK
4h 24m
1 stop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 43m
1 stop
MDW
JFK
7h 29m
1 stop
Depart: Wed Aug 16 2017 Return: Mon Aug 21 2017 Trip spans 6 days
Southwest
Southwest
EWR
MDW
2h 10m
nonstop
MDW
EWR
6h 40m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
EWR
MDW
4h 06m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Sun Oct 8 2017 Return: Tue Oct 10 2017 Trip spans 3 days
Southwest
Southwest
EWR
MDW
2h 20m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Sat Sep 2 2017 Return: Wed Sep 6 2017 Trip spans 5 days
Delta
Delta
EWR
MDW
3h 44m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Wed Sep 6 2017 Return: Sat Sep 9 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
4h 38m
1 stop
MDW
EWR
4h 08m
1 stop
Depart: Sat Sep 23 2017 Return: Tue Sep 26 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
5h 35m
1 stop
MDW
EWR
3h 36m
1 stop
Depart: Sat Sep 30 2017 Return: Tue Oct 3 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
6h 41m
1 stop
MDW
EWR
4h 06m
1 stop
Depart: Wed Oct 11 2017 Return: Sat Oct 14 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
3h 50m
1 stop
MDW
EWR
5h 43m
1 stop
Depart: Tue Jun 13 2017 Return: Tue Jun 20 2017 Trip spans 8 days
Delta
Delta
EWR
MDW
6h 04m
1 stop
MDW
EWR
4h 06m
1 stop
Depart: Wed Jun 14 2017 Return: Sat Jun 17 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
4h 09m
1 stop
MDW
JFK
4h 17m
1 stop
Depart: Sat Sep 16 2017 Return: Mon Sep 18 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
6h 14m
1 stop
MDW
JFK
3h 44m
1 stop
Depart: Tue Jun 13 2017 Return: Sat Jun 17 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
4h 09m
1 stop
MDW
JFK
4h 17m
1 stop
Depart: Sat Aug 26 2017 Return: Sat Sep 9 2017 Trip spans 15 days
Delta
Delta
JFK
MDW
6h 14m
1 stop
MDW
JFK
4h 24m
1 stop
Depart: Tue Jul 25 2017 Return: Thu Jul 27 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
5h 01m
1 stop
MDW
EWR
6h 23m
1 stop
Depart: Tue Jun 13 2017 Return: Sat Jun 17 2017 Trip spans 5 days
Delta
Delta
EWR
MDW
5h 24m
1 stop
MDW
EWR
7h 57m
1 stop
Depart: Sun May 28 2017 Return: Sat Jun 3 2017 Trip spans 7 days
Delta
Delta
JFK
MDW
4h 08m
1 stop
MDW
JFK
3h 52m
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
1177 6:00 am 7:20 am Jun 4 - Jul 3
1183 6:05 am 7:30 am May 22 - Jun 2
4327 6:10 am 7:35 am May 20 - Jun 3
2437 6:35 am 7:55 am Jun 10 - Aug 12
4323 8:00 am 9:25 am May 20 - Jun 3
2759 9:15 am 10:40 am Jun 10 - Aug 12
1264 9:40 am 11:10 am Jun 5 - Aug 14
1894 9:45 am 11:15 am May 22 - Jun 2
4708 9:45 am 11:15 am Jun 4 - Aug 13
5728 11:45 am 1:25 pm Jun 10 - Aug 12
1179 12:00 pm 1:40 pm Jun 4 - Aug 13
4458 12:00 pm 1:40 pm May 21 - Jun 2
1854 12:10 pm 1:50 pm Jun 5 - Aug 14
3851 2:20 pm 3:50 pm Jun 10 - Aug 12
1195 4:00 pm 5:30 pm May 21 - Jun 2
2548 4:00 pm 5:30 pm May 20 - Jun 3
1266 4:05 pm 5:35 pm Jun 4 - Aug 13
3249 4:05 pm 5:35 pm Jun 5 - Jun 30
5937 4:40 pm 6:15 pm Jun 10 - Aug 12
2137 5:55 pm 7:30 pm Jun 3 - Jun 3
1257 6:45 pm 8:20 pm Jun 5 - Jun 30
1895 6:50 pm 8:25 pm May 22 - Jun 2
4701 6:55 pm 8:30 pm Jun 4 - Aug 13
1579 8:00 pm 9:30 pm May 20 - Jun 3
937 8:55 pm 10:25 pm May 21 - Jun 2
986 8:55 pm 10:25 pm Jun 4 - Aug 14
5698 9:15 pm 10:50 pm Jun 10 - Aug 12
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2164 5:50 am 7:05 am Jun 5 - Jun 30
869 6:05 am 7:20 am Jun 4 - Aug 13
4461 6:10 am 7:25 am Jun 10 - Aug 12
921 6:10 am 7:30 am May 30 - Jun 2
4867 6:40 am 8:00 am May 20 - Jun 3
1749 9:35 am 11:00 am May 21 - Jun 2
983 9:35 am 11:00 am Jun 4 - Aug 14
1606 11:45 am 1:05 pm May 30 - Jun 2
4445 12:15 pm 1:30 pm Jun 4 - Aug 13
2198 12:20 pm 1:35 pm Jun 5 - Aug 14
985 3:10 pm 4:30 pm Jun 5 - Aug 14
4451 3:15 pm 4:35 pm Jun 4 - Aug 13
936 3:20 pm 4:35 pm May 21 - Jun 2
2289 3:25 pm 4:40 pm May 20 - Jun 3
4508 3:55 pm 5:15 pm Jun 10 - Aug 12
927 5:30 pm 6:50 pm May 22 - Jun 2
4456 5:55 pm 7:20 pm Jun 4 - Aug 13
977 5:55 pm 7:20 pm Jun 5 - Jun 30
5177 6:20 pm 7:45 pm May 20 - Jun 3
1196 9:50 pm 11:05 pm May 30 - Jun 2
4785 9:55 pm 11:20 pm Jun 4 - Jul 2
4785 9:55 pm 11:20 pm Jun 10 - Aug 12
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

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
only $174
only $144
Newark
$184
Destination

Chicago
$144
Airlines Airline reviews

8 travelers who booked a flight from New York to Chicago rated their chosen airlines with an average of 7.8.

Overall
8.0
Boarding
7.5
Crew
8.0
Comfort
8.0
Food
7.5
Entertainment
7.8