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: Tue Sep 20 2016 Return: Wed Sep 21 2016 Trip spans 2 days
Depart: Sun Nov 13 2016 Return: Wed Nov 16 2016 Trip spans 4 days
Depart: Tue Sep 20 2016 Return: Wed Sep 21 2016 Trip spans 2 days
Depart: Tue Oct 18 2016 Return: Wed Oct 26 2016 Trip spans 9 days
Depart: Tue Sep 20 2016 Return: Wed Sep 21 2016 Trip spans 2 days
Depart: Tue Sep 13 2016 Return: Sun Sep 25 2016 Trip spans 13 days
Depart: Sat Dec 3 2016 Return: Sat Dec 10 2016 Trip spans 8 days
Depart: Wed Sep 21 2016 Return: Wed Sep 28 2016 Trip spans 8 days
Depart: Wed Oct 12 2016 Return: Fri Oct 28 2016 Trip spans 17 days
Depart: Tue Sep 27 2016 Return: Wed Sep 28 2016 Trip spans 2 days
Depart: Fri Oct 21 2016 Return: Wed Oct 26 2016 Trip spans 6 days
Depart: Wed Jan 4 2017 Return: Wed Jan 11 2017 Trip spans 8 days
Depart: Wed Sep 28 2016 Return: Wed Oct 5 2016 Trip spans 8 days
Depart: Thu Feb 16 2017 Return: Thu Feb 23 2017 Trip spans 8 days
Depart: Sat Oct 8 2016 Return: Tue Oct 18 2016 Trip spans 11 days
Depart: Wed Nov 16 2016 Return: Sat Nov 19 2016 Trip spans 4 days
Depart: Tue Oct 18 2016 Return: Tue Nov 1 2016 Trip spans 15 days
Depart: Sun Dec 4 2016 Return: Thu Dec 8 2016 Trip spans 5 days
Depart: Wed Oct 26 2016 Return: Wed Nov 9 2016 Trip spans 15 days
Depart: Thu Nov 24 2016 Return: Tue Nov 29 2016 Trip spans 6 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
2077 6:00 am 9:00 am Aug 25 - Oct 28
3755 6:15 am 9:15 am Sep 3 - Sep 3
3755 6:15 am 9:15 am Sep 10 - Oct 1
2902 7:40 am 10:40 am Aug 27 - Oct 1
3115 8:10 am 11:15 am Oct 2 - Nov 4
3115 8:10 am 11:10 am Aug 25 - Sep 30
3200 9:15 am 12:25 pm Aug 27 - Nov 5
3798 11:00 am 2:00 pm Sep 3 - Sep 3
3798 11:00 am 2:00 pm Sep 24 - Sep 24
3798 11:00 am 2:00 pm Sep 10 - Sep 17
3798 11:00 am 2:00 pm Oct 1 - Oct 1
182 11:05 am 2:05 pm Sep 5 - Sep 5
182 11:05 am 2:05 pm Sep 6 - Sep 30
182 11:05 am 2:05 pm Oct 2 - Oct 28
2488 11:05 am 2:05 pm Sep 4 - Sep 4
2079 1:00 pm 4:00 pm Sep 6 - Oct 28
723 1:00 pm 4:00 pm Sep 4 - Sep 5
1945 2:55 pm 6:00 pm Oct 2 - Nov 4
1945 3:00 pm 6:00 pm Aug 25 - Sep 30
147 5:20 pm 8:25 pm Oct 2 - Nov 4
184 5:20 pm 8:20 pm Aug 25 - Sep 30
3679 5:35 pm 8:35 pm Sep 10 - Oct 1
3679 5:40 pm 8:40 pm Sep 3 - Sep 3
2073 7:25 pm 10:30 pm Sep 10 - Oct 1
1545 8:10 pm 11:20 pm Sep 6 - Sep 30
1545 8:15 pm 11:20 pm Oct 2 - Nov 4
1545 8:15 pm 11:25 pm Sep 4 - Sep 5
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
1550 6:05 am 9:00 am Sep 6 - Oct 28
229 6:20 am 9:15 am Sep 5 - Sep 5
1541 8:15 am 11:15 am Aug 25 - Oct 28
3185 8:55 am 12:05 pm Aug 27 - Oct 1
225 10:20 am 1:15 pm Oct 2 - Oct 21
225 10:20 am 1:20 pm Sep 5 - Sep 30
3280 10:20 am 1:20 pm Sep 4 - Sep 4
3507 12:00 pm 3:00 pm Aug 25 - Oct 28
3507 12:00 pm 3:00 pm Aug 27 - Oct 1
1049 1:55 pm 5:00 pm Sep 10 - Oct 1
1594 1:55 pm 5:00 pm Sep 3 - Sep 3
129 2:15 pm 5:20 pm Oct 2 - Nov 4
3089 2:15 pm 5:20 pm Aug 25 - Sep 30
2898 5:15 pm 8:15 pm Oct 2 - Oct 30
2898 5:15 pm 8:20 pm Aug 25 - Sep 30
2081 7:30 pm 10:35 pm Sep 6 - Sep 30
5198 7:30 pm 10:35 pm Sep 4 - Sep 4
2081 7:35 pm 10:35 pm Oct 2 - Oct 28
2081 7:35 pm 10:40 pm Sep 5 - Sep 5
1339 8:00 pm 11:05 pm Sep 3 - Sep 3
3445 8:20 pm 11:25 pm Sep 10 - Sep 17
3445 8:20 pm 11:25 pm Oct 1 - Oct 1
3445 8:20 pm 11:25 pm Sep 24 - Sep 24
* 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
$84
Destination

New York
only $84
only $164
Newark
$162