Find Deals on 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
Students
under 26
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: Thu Feb 16 2017 Return: Fri Feb 17 2017 Trip spans 2 days
Southwest
Southwest
EWR
MDW
2h 25m
nonstop
MDW
EWR
2h 00m
nonstop
Depart: Thu Feb 2 2017 Return: Sat Feb 4 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
5h 17m
1 stop
MDW
JFK
5h 20m
1 stop
Depart: Sun Feb 5 2017 Return: Tue Feb 7 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
7h 36m
1 stop
MDW
JFK
7h 00m
1 stop
Depart: Sun Mar 19 2017 Return: Thu Mar 23 2017 Trip spans 5 days
Southwest
Southwest
EWR
MDW
2h 25m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Sun Feb 5 2017 Return: Mon Feb 6 2017 Trip spans 2 days
Delta
Delta
LGA
MDW
5h 36m
1 stop
MDW
LGA
4h 14m
1 stop
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Southwest
Southwest
EWR
MDW
2h 20m
nonstop
MDW
EWR
2h 05m
nonstop
Depart: Tue Feb 7 2017 Return: Wed Feb 8 2017 Trip spans 2 days
Delta
Delta
JFK
MDW
6h 01m
1 stop
MDW
JFK
5h 21m
1 stop
Depart: Fri Feb 10 2017 Return: Sat Feb 11 2017 Trip spans 2 days
Delta
Delta
JFK
MDW
6h 16m
1 stop
MDW
JFK
4h 13m
1 stop
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 10m
nonstop
Depart: Sat Feb 11 2017 Return: Mon Mar 13 2017 Trip spans 30 days
Delta
Delta
LGA
MDW
4h 30m
1 stop
MDW
LGA
5h 19m
1 stop
Depart: Tue May 2 2017 Return: Thu May 4 2017 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sun Feb 12 2017 Return: Wed Feb 15 2017 Trip spans 4 days
Delta
Delta
LGA
MDW
4h 12m
1 stop
MDW
LGA
3h 44m
1 stop
Depart: Thu Jun 15 2017 Return: Sat Jun 24 2017 Trip spans 10 days
Southwest
Southwest
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Mon Feb 13 2017 Return: Wed Feb 15 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
5h 33m
1 stop
MDW
JFK
7h 00m
1 stop
Depart: Tue Feb 14 2017 Return: Thu Feb 16 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
5h 33m
1 stop
MDW
JFK
5h 21m
1 stop
Depart: Mon Jan 30 2017 Return: Thu Feb 2 2017 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 10m
nonstop
Depart: Wed Feb 15 2017 Return: Wed Feb 22 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 17m
1 stop
MDW
JFK
5h 49m
1 stop
Depart: Wed Jul 5 2017 Return: Sat Jul 8 2017 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Feb 22 2017 Return: Tue Feb 28 2017 Trip spans 7 days
Delta
Delta
JFK
MDW
6h 05m
1 stop
MDW
JFK
6h 56m
1 stop
Depart: Wed Feb 22 2017 Return: Thu Feb 23 2017 Trip spans 2 days
Delta
Delta
LGA
MDW
6h 32m
1 stop
MDW
LGA
5h 38m
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
1040 6:00 am 7:30 am Jan 22 - Mar 8
2488 6:15 am 7:50 am Jan 21 - Mar 4
1050 9:55 am 11:40 am Jan 22 - Mar 8
2088 10:40 am 12:15 pm Jan 21 - Mar 4
1041 11:55 am 1:30 pm Jan 22 - Mar 8
2281 2:45 pm 4:15 pm Jan 21 - Mar 4
1052 4:35 pm 6:15 pm Jan 22 - Feb 3
1052 4:35 pm 6:15 pm Feb 6 - Mar 8
4671 4:45 pm 6:25 pm Feb 5 - Feb 5
5324 5:50 pm 7:25 pm Jan 21 - Mar 4
1045 6:45 pm 8:20 pm Jan 22 - Mar 8
1748 8:00 pm 9:40 pm Jan 21 - Mar 4
1167 8:55 pm 10:30 pm Jan 22 - Mar 8
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1695 6:05 am 7:30 am Feb 26 - Mar 6
1695 6:05 am 7:30 am Feb 17 - Feb 20
1695 6:05 am 7:30 am Feb 3 - Feb 15
1148 7:00 am 8:25 am Jan 21 - Mar 4
1133 7:35 am 9:00 am Feb 21 - Mar 7
1133 7:35 am 9:00 am Feb 10 - Feb 20
1133 7:35 am 9:00 am Jan 31 - Feb 9
3286 9:45 am 11:15 am Feb 5 - Feb 5
788 9:45 am 11:15 am Feb 6 - Mar 8
788 9:45 am 11:15 am Jan 22 - Feb 3
6556 12:00 pm 1:20 pm Feb 14 - Feb 14
1790 12:15 pm 1:35 pm Feb 15 - Mar 8
1790 12:15 pm 1:35 pm Feb 6 - Feb 13
1790 12:15 pm 1:35 pm Jan 22 - Feb 3
3607 12:15 pm 1:35 pm Feb 5 - Feb 5
4452 3:45 pm 5:10 pm Feb 12 - Mar 5
6682 3:45 pm 5:10 pm Feb 5 - Feb 5
790 3:45 pm 5:10 pm Jan 23 - Mar 8
14 5:15 pm 6:50 pm Feb 5 - Feb 5
5746 5:40 pm 7:05 pm Feb 11 - Mar 4
783 6:15 pm 7:45 pm Feb 15 - Mar 8
783 6:15 pm 7:45 pm Feb 6 - Feb 13
783 6:15 pm 7:45 pm Jan 22 - Feb 3
* 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.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

New York
only $144
only $144
Newark
$133
Destination

Chicago
$133
Airlines Airline reviews

4 travelers who booked a flight from Newark to Chicago rated their chosen airlines with an average of 8.3.

Overall
8.5
Boarding
9.5
Crew
9.0
Comfort
9.0
Food
5.5
Entertainment
8.0