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

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 Chicago Midway to New York

(Round-trip)
Depart: Fri Sep 16 2016 Return: Tue Sep 20 2016 Trip spans 5 days
Depart: Wed Sep 7 2016 Return: Wed Sep 21 2016 Trip spans 15 days
Depart: Wed Jul 27 2016 Return: Wed Aug 24 2016 Trip spans 29 days
Depart: Fri Aug 19 2016 Return: Tue Aug 23 2016 Trip spans 5 days
Depart: Sat Oct 1 2016 Return: Tue Oct 4 2016 Trip spans 4 days
Depart: Sat Oct 29 2016 Return: Wed Nov 2 2016 Trip spans 5 days
Depart: Tue Jun 7 2016 Return: Tue Jun 14 2016 Trip spans 8 days
Depart: Tue Nov 1 2016 Return: Tue Nov 8 2016 Trip spans 8 days
Depart: Tue Jul 12 2016 Return: Wed Jul 13 2016 Trip spans 2 days
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
Depart: Tue Jun 14 2016 Return: Thu Jun 16 2016 Trip spans 3 days
Depart: Thu Sep 1 2016 Return: Fri Sep 2 2016 Trip spans 2 days
Depart: Mon Jun 20 2016 Return: Wed Jun 22 2016 Trip spans 3 days
Depart: Thu Sep 22 2016 Return: Sat Oct 1 2016 Trip spans 10 days
Depart: Sat Aug 13 2016 Return: Sat Aug 20 2016 Trip spans 8 days
Depart: Wed Nov 9 2016 Return: Sat Nov 12 2016 Trip spans 4 days
Depart: Sat Jun 18 2016 Return: Wed Jun 22 2016 Trip spans 5 days
Depart: Fri Jun 17 2016 Return: Fri Jun 24 2016 Trip spans 8 days
Depart: Sat Sep 10 2016 Return: Tue Sep 13 2016 Trip spans 4 days
Depart: Sun Jun 19 2016 Return: Tue Jun 21 2016 Trip spans 3 days
Select an airline:  Southwest
Direct flights MDW to NYC on Southwest
Flight # Depart MDW Arrive LGA Sun Mon Tue Wed Thu Fri Sat Valid Between
6177 5:40 am 8:40 am Jun 11 - Aug 6
165 6:00 am 9:15 am Jun 5 - Jun 26
2122 6:00 am 9:00 am May 24 - Jun 3
3690 6:00 am 9:00 am Jun 4 - Jun 4
1945 6:10 am 9:15 am Jun 6 - Jul 1
4022 7:30 am 10:40 am Jun 4 - Jun 4
1945 7:50 am 10:50 am May 24 - Jun 3
1779 8:05 am 11:10 am Jun 5 - Jul 1
1262 9:25 am 12:25 pm Jun 11 - Jun 25
5762 9:25 am 12:25 pm Jul 2 - Jul 2
406 11:00 am 2:00 pm Jun 5 - Jul 1
1337 11:15 am 2:15 pm May 24 - Jun 3
700 12:30 pm 3:30 pm Jun 4 - Jun 4
1159 1:00 pm 4:00 pm Jun 11 - Aug 6
1159 1:00 pm 4:00 pm Jun 5 - Aug 5
578 1:30 pm 4:35 pm May 24 - Jun 3
717 2:05 pm 5:15 pm May 28 - Jun 4
1925 2:45 pm 5:45 pm Jun 5 - Jul 1
5776 3:30 pm 6:35 pm Jun 11 - Aug 6
2855 3:50 pm 6:50 pm May 24 - Jun 3
1930 4:55 pm 8:00 pm Jun 5 - Jul 1
6296 5:00 pm 8:05 pm Jul 2 - Jul 2
1686 5:05 pm 8:10 pm Jun 11 - Jun 25
1522 5:15 pm 8:20 pm May 24 - Jun 3
3892 5:55 pm 9:00 pm May 28 - Jun 4
5178 6:55 pm 10:00 pm Jun 11 - Aug 6
2658 8:10 pm 11:15 pm May 24 - Jun 3
3481 8:15 pm 11:25 pm May 28 - Jun 4
1413 8:20 pm 11:25 pm Jun 5 - Jul 1
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
1543 6:05 am 9:00 am May 24 - Jun 3
1574 6:05 am 9:00 am Jun 6 - Jul 1
3226 8:15 am 11:15 am Jun 6 - Jul 1
776 8:15 am 11:15 am May 24 - Jun 3
1125 8:55 am 12:05 pm Jun 4 - Jun 4
5775 9:25 am 12:25 pm Jun 11 - Jun 25
6043 9:25 am 12:25 pm Jul 2 - Jul 2
744 10:10 am 1:15 pm May 31 - Jun 3
1373 10:15 am 1:15 pm Jun 6 - Jul 1
2277 10:15 am 1:15 pm Jun 5 - Jun 26
1415 12:05 pm 3:05 pm Jun 5 - Jul 1
3627 12:10 pm 3:10 pm May 24 - Jun 3
1160 1:45 pm 4:50 pm May 28 - Jun 4
5896 1:50 pm 5:00 pm Jun 11 - Aug 6
3090 2:15 pm 5:20 pm Jun 5 - Jul 1
623 2:25 pm 5:25 pm May 24 - Jun 3
1178 5:20 pm 8:20 pm May 24 - Jun 3
343 5:20 pm 8:20 pm Jun 5 - Jul 1
2496 7:20 pm 10:20 pm May 24 - Jun 3
372 7:35 pm 10:35 pm Jun 27 - Jun 30
372 7:35 pm 10:35 pm Jun 5 - Jun 24
5701 7:35 pm 10:35 pm Jun 11 - Jun 25
1598 7:40 pm 10:40 pm Jun 26 - Jul 1
1074 8:00 pm 11:00 pm Jul 2 - Jul 2
1888 8:00 pm 11:05 pm Jun 4 - Jun 4
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We aggregate tons 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 don'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.

More questions or if you have a bad price to report to us
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Airports
Origin

Chicago
$163
Destination

New York
only $163
only $190
Newark
$176