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: Wed Aug 31 2016 Return: Wed Sep 7 2016 Trip spans 8 days
Depart: Wed Oct 5 2016 Return: Wed Oct 12 2016 Trip spans 8 days
Depart: Tue Aug 30 2016 Return: Tue Sep 6 2016 Trip spans 8 days
Depart: Thu Sep 8 2016 Return: Tue Sep 13 2016 Trip spans 6 days
Depart: Tue Oct 25 2016 Return: Wed Nov 2 2016 Trip spans 9 days
Depart: Mon Sep 12 2016 Return: Tue Sep 13 2016 Trip spans 2 days
Depart: Wed Sep 14 2016 Return: Wed Sep 21 2016 Trip spans 8 days
Depart: Sat Sep 10 2016 Return: Tue Sep 13 2016 Trip spans 4 days
Depart: Wed Nov 9 2016 Return: Fri Nov 11 2016 Trip spans 3 days
Depart: Tue Sep 13 2016 Return: Tue Sep 20 2016 Trip spans 8 days
Depart: Wed Nov 9 2016 Return: Fri Nov 11 2016 Trip spans 3 days
Depart: Sat Sep 17 2016 Return: Tue Oct 4 2016 Trip spans 18 days
Depart: Sat Sep 24 2016 Return: Tue Sep 27 2016 Trip spans 4 days
Depart: Sat Oct 8 2016 Return: Sun Oct 9 2016 Trip spans 2 days
Depart: Tue Aug 30 2016 Return: Wed Aug 31 2016 Trip spans 2 days
Depart: Wed Sep 28 2016 Return: Wed Oct 5 2016 Trip spans 8 days
Depart: Sat Oct 1 2016 Return: Thu Oct 6 2016 Trip spans 6 days
Depart: Tue Oct 25 2016 Return: Wed Nov 2 2016 Trip spans 9 days
Depart: Mon Oct 3 2016 Return: Wed Oct 12 2016 Trip spans 10 days
Depart: Thu Oct 13 2016 Return: Mon Oct 17 2016 Trip spans 5 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 Jul 23 - Aug 6
165 6:00 am 9:15 am Jul 24 - Jul 31
2077 6:00 am 9:00 am Aug 8 - Oct 28
1945 6:10 am 9:15 am Jul 21 - Aug 5
3755 6:15 am 9:15 am Aug 13 - Aug 27
2902 7:40 am 10:40 am Aug 13 - Oct 1
1779 8:05 am 11:10 am Jul 21 - Aug 5
3115 8:10 am 11:10 am Aug 7 - Sep 30
3200 9:15 am 12:25 pm Aug 13 - Nov 5
1262 9:25 am 12:25 pm Jul 23 - Aug 6
3798 11:00 am 2:00 pm Aug 13 - Aug 27
406 11:00 am 2:00 pm Jul 21 - Aug 5
182 11:05 am 2:05 pm Aug 7 - Sep 2
1159 1:00 pm 4:00 pm Jul 23 - Aug 6
1159 1:00 pm 4:00 pm Jul 21 - Aug 5
2079 1:00 pm 4:00 pm Aug 7 - Sep 2
1925 2:45 pm 5:45 pm Jul 21 - Aug 5
1945 3:00 pm 6:00 pm Aug 7 - Sep 30
5776 3:30 pm 6:35 pm Jul 23 - Aug 6
1930 4:55 pm 8:00 pm Jul 21 - Aug 5
6296 5:00 pm 8:05 pm Aug 6 - Aug 6
184 5:20 pm 8:20 pm Aug 7 - Sep 30
3679 5:35 pm 8:35 pm Aug 13 - Aug 27
5178 6:55 pm 10:00 pm Jul 23 - Aug 6
2073 7:25 pm 10:30 pm Aug 13 - Aug 27
1545 8:10 pm 11:20 pm Aug 7 - Sep 2
1413 8:20 pm 11:25 pm Jul 21 - Aug 5
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
1550 6:05 am 9:00 am Aug 8 - Sep 2
1574 6:05 am 9:00 am Jul 21 - Aug 5
1541 8:15 am 11:15 am Aug 8 - Oct 28
3226 8:15 am 11:15 am Jul 21 - Aug 5
3185 8:55 am 12:05 pm Aug 13 - Oct 1
5775 9:25 am 12:25 pm Jul 23 - Aug 6
1373 10:15 am 1:15 pm Jul 21 - Aug 5
2277 10:15 am 1:15 pm Jul 24 - Jul 31
225 10:20 am 1:20 pm Aug 7 - Sep 2
3507 12:00 pm 3:00 pm Aug 13 - Oct 1
3507 12:00 pm 3:00 pm Aug 7 - Nov 4
1415 12:05 pm 3:05 pm Jul 21 - Aug 5
5896 1:50 pm 5:00 pm Jul 23 - Aug 6
1049 1:55 pm 5:00 pm Aug 13 - Aug 27
3089 2:15 pm 5:20 pm Aug 7 - Sep 30
3090 2:15 pm 5:20 pm Jul 21 - Aug 5
2898 5:15 pm 8:20 pm Aug 7 - Sep 30
343 5:20 pm 8:20 pm Jul 21 - Aug 5
2081 7:30 pm 10:35 pm Aug 7 - Sep 2
372 7:35 pm 10:35 pm Jul 21 - Aug 5
1802 7:40 pm 10:40 pm Jul 24 - Jul 31
3943 8:00 pm 11:00 pm Aug 6 - Aug 6
3445 8:20 pm 11:25 pm Aug 13 - Aug 27
* 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

Chicago
$133
Destination

New York
only $133
only $172
Newark
$162