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
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: Wed Nov 2 2016 Return: Wed Nov 9 2016 Trip spans 8 days
Major Airline
Major Airline
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Tue Nov 1 2016 Return: Sat Nov 5 2016 Trip spans 5 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
4h 41m
1 stop
Depart: Fri Oct 28 2016 Return: Mon Oct 31 2016 Trip spans 4 days
Southwest
Southwest
EWR
MDW
2h 20m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Sat Oct 22 2016 Return: Sat Oct 29 2016 Trip spans 8 days
Major Airline
Major Airline
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Tue Dec 6 2016 Return: Sat Dec 10 2016 Trip spans 5 days
Delta
Delta
JFK
MDW
5h 53m
1 stop
MDW
JFK
4h 20m
1 stop
Depart: Wed Oct 26 2016 Return: Wed Nov 30 2016 Trip spans 36 days
Major Airline
Major Airline
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Dec 7 2016 Return: Wed Dec 14 2016 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 53m
1 stop
MDW
JFK
6h 45m
1 stop
Depart: Wed Jan 4 2017 Return: Tue Jan 10 2017 Trip spans 7 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Sat Dec 10 2016 Return: Mon Jan 9 2017 Trip spans 31 days
Delta
Delta
JFK
MDW
5h 53m
1 stop
MDW
JFK
5h 43m
1 stop
Depart: Sat Jan 7 2017 Return: Tue Jan 10 2017 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Wed Nov 2 2016 Return: Fri Nov 11 2016 Trip spans 10 days
Southwest
Southwest
EWR
MDW
2h 20m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Wed Dec 14 2016 Return: Mon Dec 19 2016 Trip spans 6 days
Delta
Delta
JFK
MDW
5h 53m
1 stop
MDW
JFK
5h 45m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 19 2017 Trip spans 9 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Thu Nov 10 2016 Return: Mon Nov 21 2016 Trip spans 12 days
Southwest
Southwest
EWR
MDW
2h 35m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Thu Jan 26 2017 Return: Sun Jan 29 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
6h 24m
1 stop
MDW
JFK
5h 43m
1 stop
Depart: Sun Nov 13 2016 Return: Wed Nov 16 2016 Trip spans 4 days
Southwest
Southwest
EWR
MDW
2h 35m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Tue Oct 18 2016 Return: Thu Nov 17 2016 Trip spans 31 days
Major Airline
Major Airline
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Thu Feb 16 2017 Return: Sun Feb 19 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
7h 38m
1 stop
MDW
JFK
5h 43m
1 stop
Depart: Mon Dec 5 2016 Return: Thu Dec 8 2016 Trip spans 4 days
Southwest
Southwest
EWR
MDW
2h 20m
nonstop
MDW
EWR
2h 05m
nonstop
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
2195 6:00 am 7:30 am Nov 7 - Nov 24
752 6:05 am 7:25 am Oct 2 - Nov 4
3816 6:20 am 7:35 am Oct 8 - Oct 29
3816 6:20 am 7:35 am Nov 5 - Nov 5
3240 7:40 am 9:00 am Oct 8 - Nov 5
3805 9:35 am 11:10 am Oct 8 - Nov 5
3115 9:55 am 11:35 am Nov 6 - Nov 24
2078 10:00 am 11:35 am Oct 2 - Nov 4
2947 11:55 am 1:35 pm Oct 2 - Nov 4
2196 12:30 pm 2:10 pm Nov 6 - Nov 21
3586 1:45 pm 3:15 pm Oct 8 - Nov 5
2757 2:35 pm 4:05 pm Oct 2 - Oct 28
2208 4:35 pm 6:15 pm Nov 6 - Nov 21
2080 4:45 pm 6:25 pm Oct 2 - Nov 4
1797 6:35 pm 8:10 pm Nov 5 - Nov 5
5888 6:35 pm 8:10 pm Oct 8 - Oct 29
2198 6:40 pm 8:20 pm Nov 6 - Nov 21
249 6:55 pm 8:25 pm Oct 30 - Nov 4
249 7:00 pm 8:30 pm Oct 2 - Oct 28
2686 8:00 pm 9:30 pm Oct 1 - Nov 5
185 8:55 pm 10:20 pm Sep 29 - Nov 4
202 8:55 pm 10:30 pm Nov 6 - Nov 23
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
374 6:05 am 7:30 am Nov 7 - Nov 21
1540 6:10 am 7:25 am Nov 1 - Nov 4
1540 6:10 am 7:25 am Oct 3 - Oct 28
2437 6:10 am 7:25 am Oct 2 - Oct 30
1720 6:15 am 7:30 am Oct 31 - Oct 31
3441 6:20 am 7:35 am Oct 8 - Nov 5
3342 9:45 am 11:20 am Nov 6 - Nov 21
1551 9:50 am 11:05 am Oct 2 - Nov 4
1542 12:00 pm 1:15 pm Oct 2 - Nov 4
1682 12:05 pm 1:25 pm Nov 6 - Nov 21
3714 12:35 pm 1:50 pm Oct 8 - Nov 5
1553 3:35 pm 4:55 pm Oct 8 - Nov 5
1600 3:40 pm 5:00 pm Oct 2 - Oct 30
1600 3:45 pm 5:05 pm Nov 1 - Nov 4
1728 3:45 pm 5:05 pm Oct 31 - Oct 31
3490 3:45 pm 5:10 pm Nov 8 - Nov 8
3490 3:45 pm 5:10 pm Nov 6 - Nov 11
6264 4:55 pm 6:25 pm Nov 8 - Nov 8
1615 5:05 pm 6:35 pm Nov 7 - Nov 14
1615 5:05 pm 6:35 pm Nov 6 - Nov 20
1089 5:10 pm 6:30 pm Oct 31 - Oct 31
482 5:10 pm 6:30 pm Nov 1 - Nov 4
482 5:10 pm 6:30 pm Oct 3 - Oct 28
5154 5:10 pm 6:30 pm Oct 2 - Oct 30
2072 5:15 pm 6:35 pm Oct 8 - Oct 29
4713 5:15 pm 6:35 pm Nov 5 - Nov 5
1544 6:05 pm 7:35 pm Oct 2 - Nov 4
1684 6:10 pm 7:40 pm Nov 6 - Nov 23
1597 8:55 pm 10:15 pm Oct 2 - Nov 4
1150 9:30 pm 10:50 pm Nov 6 - Nov 13
* 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,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

New York
only $116
only $144
Newark
$173
Destination

Chicago
$116
Airlines Airline reviews

1 traveler who booked a flight from New York to Chicago rated their chosen airline with an average of 6.0

Overall
6.0
Boarding
8.0
Crew
6.0
Comfort
8.0
Food
2.0
Entertainment
6.0