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: Thu Apr 6 2017 Return: Sat Apr 15 2017 Trip spans 10 days
Delta
Delta
MDW
JFK
5h 17m
1 stop
JFK
MDW
4h 56m
1 stop
Depart: Fri Jul 14 2017 Return: Sun Jul 16 2017 Trip spans 3 days
Southwest
Southwest
MDW
LGA
2h 05m
nonstop
LGA
MDW
2h 20m
nonstop
Depart: Tue Mar 7 2017 Return: Tue Mar 14 2017 Trip spans 7 days
Delta
Delta
MDW
JFK
5h 49m
1 stop
JFK
MDW
6h 32m
1 stop
Depart: Tue Mar 21 2017 Return: Wed Mar 22 2017 Trip spans 2 days
Delta
Delta
MDW
JFK
5h 45m
1 stop
JFK
MDW
6h 09m
1 stop
Depart: Thu Mar 9 2017 Return: Tue Mar 14 2017 Trip spans 5 days
Delta
Delta
MDW
EWR
5h 22m
1 stop
EWR
MDW
6h 07m
1 stop
Depart: Wed Mar 15 2017 Return: Wed Mar 22 2017 Trip spans 8 days
Delta
Delta
MDW
EWR
5h 22m
1 stop
EWR
MDW
3h 47m
1 stop
Depart: Mon Apr 3 2017 Return: Tue Apr 4 2017 Trip spans 2 days
Delta
Delta
MDW
EWR
7h 25m
1 stop
EWR
MDW
4h 35m
1 stop
Depart: Tue Apr 18 2017 Return: Tue Apr 25 2017 Trip spans 8 days
Delta
Delta
MDW
JFK
9h 24m
2 stops
JFK
MDW
6h 10m
1 stop
Depart: Tue May 9 2017 Return: Tue May 23 2017 Trip spans 15 days
Delta
Delta
MDW
JFK
10h 34m
2 stops
JFK
MDW
6h 24m
1 stop
Depart: Fri Mar 3 2017 Return: Mon Mar 6 2017 Trip spans 4 days
Delta
Delta
MDW
EWR
6h 18m
1 stop
EWR
MDW
6h 06m
1 stop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
3h 51m
1 stop
Depart: Thu Jul 6 2017 Return: Sun Jul 9 2017 Trip spans 4 days
Southwest
Southwest
MDW
EWR
2h 05m
nonstop
EWR
MDW
2h 15m
nonstop
Depart: Tue Jun 27 2017 Return: Wed Jul 5 2017 Trip spans 9 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
6h 25m
1 stop
Depart: Wed Jun 28 2017 Return: Wed Jul 5 2017 Trip spans 8 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
6h 25m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Delta
Delta
MDW
JFK
7h 24m
1 stop
JFK
MDW
5h 49m
1 stop
Depart: Wed Apr 12 2017 Return: Sat Apr 15 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 49m
1 stop
JFK
MDW
4h 56m
1 stop
Depart: Tue Feb 28 2017 Return: Sat Mar 4 2017 Trip spans 5 days
Delta
Delta
MDW
JFK
5h 49m
1 stop
JFK
MDW
5h 35m
1 stop
Depart: Tue May 16 2017 Return: Tue May 23 2017 Trip spans 8 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
3h 53m
1 stop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
3h 52m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 9 2017 Trip spans 9 days
Delta
Delta
MDW
EWR
5h 59m
1 stop
EWR
MDW
6h 19m
1 stop
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
2208 5:45 am 8:45 am Mar 11 - Mar 11
2208 5:45 am 8:45 am Mar 18 - Apr 22
1049 6:00 am 9:10 am Feb 16 - Mar 8
1098 6:00 am 9:00 am Mar 9 - Mar 9
1945 6:00 am 9:00 am Mar 10 - Mar 10
1945 6:00 am 9:00 am Mar 12 - Apr 24
2087 6:50 am 9:55 am Feb 18 - Mar 4
2765 7:40 am 10:45 am Mar 18 - Apr 22
2765 7:40 am 10:45 am Mar 11 - Mar 11
1945 8:15 am 11:20 am Mar 9 - Mar 9
3876 8:15 am 11:15 am Feb 19 - Mar 5
6519 8:15 am 11:20 am Mar 10 - Mar 10
6519 8:15 am 11:20 am Mar 12 - Apr 24
1945 8:20 am 11:20 am Feb 16 - Mar 8
2687 8:30 am 11:35 am Feb 18 - Mar 4
2403 9:40 am 12:40 pm Mar 18 - Apr 22
2403 9:40 am 12:40 pm Mar 11 - Mar 11
3415 10:30 am 1:25 pm Mar 12 - Mar 19
3415 10:40 am 1:35 pm Mar 26 - Apr 23
1100 11:55 am 2:55 pm Mar 13 - Mar 24
1100 11:55 am 2:55 pm Mar 9 - Mar 10
1100 12:30 pm 3:30 pm Mar 27 - Apr 24
6148 12:55 pm 3:55 pm Feb 19 - Mar 5
1051 1:00 pm 4:00 pm Feb 16 - Mar 8
1954 1:15 pm 4:15 pm Feb 18 - Mar 4
6167 1:35 pm 4:40 pm Mar 11 - Mar 11
6167 1:35 pm 4:40 pm Apr 1 - Apr 1
6167 1:35 pm 4:40 pm Mar 18 - Mar 25
1093 3:05 pm 6:05 pm Mar 9 - Mar 10
1093 3:05 pm 6:05 pm Mar 13 - Apr 24
3168 3:05 pm 6:05 pm Feb 19 - Mar 5
2822 3:15 pm 6:15 pm Feb 16 - Mar 8
3633 3:15 pm 6:15 pm Mar 12 - Apr 23
5384 4:25 pm 7:25 pm Feb 18 - Mar 4
1195 5:15 pm 8:20 pm Feb 20 - Mar 8
2122 5:15 pm 8:20 pm Feb 19 - Mar 5
4455 5:15 pm 8:15 pm Mar 9 - Mar 10
4455 5:15 pm 8:15 pm Mar 13 - Apr 24
480 6:20 pm 9:25 pm Feb 18 - Mar 4
5902 7:00 pm 9:55 pm Mar 12 - Apr 23
2051 8:20 pm 11:25 pm Mar 11 - Mar 11
2051 8:20 pm 11:25 pm Mar 18 - Apr 22
1453 8:25 pm 11:25 pm Feb 16 - Mar 8
4452 8:25 pm 11:25 pm Mar 13 - Apr 24
4452 8:25 pm 11:25 pm Mar 9 - Mar 10
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
785 6:00 am 8:55 am Mar 13 - Apr 17
785 6:00 am 8:55 am Mar 10 - Mar 10
787 6:00 am 9:00 am Feb 26 - Mar 6
3428 6:05 am 9:05 am Mar 12 - Apr 23
2961 8:15 am 11:10 am Feb 19 - Mar 5
775 8:15 am 11:15 am Apr 2 - Apr 24
1827 8:20 am 11:15 am Feb 17 - Mar 8
775 8:30 am 11:30 am Mar 12 - Mar 31
775 8:30 am 11:30 am Mar 9 - Mar 10
6141 8:45 am 11:50 am Mar 18 - Apr 22
6141 8:45 am 11:50 am Mar 11 - Mar 11
2552 9:05 am 12:10 pm Feb 18 - Mar 4
3430 12:00 pm 3:00 pm Mar 12 - Apr 23
789 12:00 pm 3:00 pm Feb 16 - Mar 8
1885 1:10 pm 4:05 pm Mar 9 - Mar 10
1885 1:10 pm 4:05 pm Mar 13 - Apr 21
2544 1:10 pm 4:05 pm Mar 18 - Apr 22
2544 1:10 pm 4:05 pm Mar 11 - Mar 11
176 2:25 pm 5:25 pm Mar 9 - Mar 10
176 2:25 pm 5:25 pm Mar 13 - Apr 24
782 2:30 pm 5:25 pm Feb 16 - Mar 8
4357 2:55 pm 5:55 pm Mar 26 - Mar 26
4357 3:15 pm 6:15 pm Mar 12 - Mar 19
4357 3:15 pm 6:15 pm Apr 2 - Apr 23
3417 5:10 pm 8:10 pm Mar 12 - Apr 23
4521 5:45 pm 8:45 pm Mar 13 - Apr 24
4521 5:45 pm 8:45 pm Mar 9 - Mar 10
134 5:50 pm 8:50 pm Feb 16 - Mar 8
1960 7:35 pm 10:40 pm Feb 16 - Mar 8
3178 7:55 pm 10:55 pm Feb 19 - Mar 5
5190 8:35 pm 11:35 pm Feb 18 - Mar 4
2103 8:50 pm 11:45 pm Mar 18 - Apr 22
2103 8:50 pm 11:45 pm Mar 11 - Mar 11
1095 10:00 pm 1:00 am Mar 9 - Mar 10
1095 10:00 pm 1:00 am Mar 13 - Mar 17
1095 10:00 pm 1:00 am Mar 21 - Mar 24
1095 10:00 pm 1:00 am Mar 31 - Mar 31
4295 10:15 pm 1:10 am Mar 12 - Apr 23
* 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
$144
Destination

New York
only $230
only $144
Newark
$164
Airlines Airline reviews

7 travelers who booked a flight from Chicago to New York rated their chosen airlines with an average of 7.8.

Overall
7.7
Boarding
7.7
Crew
9.4
Comfort
8.3
Food
7.4
Entertainment
6.6