Find Cheap 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: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
MDW
JFK
5h 57m
1 stop
JFK
MDW
7h 07m
1 stop
Depart: Fri Jul 14 2017 Return: Wed Jul 19 2017 Trip spans 6 days
Southwest
Southwest
MDW
LGA
2h 05m
nonstop
LGA
MDW
6h 55m
1 stop
Depart: Mon Jul 17 2017 Return: Tue Aug 22 2017 Trip spans 37 days
Delta
Delta
MDW
EWR
5h 51m
1 stop
EWR
MDW
6h 01m
1 stop
Depart: Wed Aug 9 2017 Return: Tue Aug 22 2017 Trip spans 14 days
Delta
Delta
MDW
EWR
4h 07m
1 stop
EWR
MDW
6h 27m
1 stop
Depart: Fri Sep 29 2017 Return: Tue Oct 3 2017 Trip spans 5 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
3h 52m
1 stop
Depart: Sat Aug 12 2017 Return: Tue Aug 15 2017 Trip spans 4 days
Southwest
Southwest
MDW
LGA
2h 05m
nonstop
LGA
MDW
2h 25m
nonstop
Depart: Sat Sep 30 2017 Return: Tue Oct 3 2017 Trip spans 4 days
Delta
Delta
MDW
EWR
5h 43m
1 stop
EWR
MDW
3h 50m
1 stop
Depart: Tue Oct 3 2017 Return: Wed Oct 11 2017 Trip spans 9 days
Delta
Delta
MDW
EWR
4h 06m
1 stop
EWR
MDW
3h 50m
1 stop
Depart: Mon Oct 30 2017 Return: Wed Nov 1 2017 Trip spans 3 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
4h 38m
1 stop
Depart: Fri Aug 25 2017 Return: Mon Aug 28 2017 Trip spans 4 days
Southwest
Southwest
MDW
LGA
2h 05m
nonstop
LGA
MDW
2h 20m
nonstop
Depart: Wed Nov 1 2017 Return: Fri Dec 1 2017 Trip spans 31 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
4h 06m
1 stop
Depart: Tue Nov 28 2017 Return: Tue Dec 5 2017 Trip spans 8 days
Delta
Delta
MDW
EWR
5h 25m
1 stop
EWR
MDW
3h 50m
1 stop
Depart: Fri Jun 30 2017 Return: Wed Jul 5 2017 Trip spans 6 days
Southwest
Southwest
MDW
LGA
2h 05m
nonstop
LGA
MDW
2h 35m
nonstop
Depart: Sun Dec 10 2017 Return: Wed Dec 13 2017 Trip spans 4 days
Delta
Delta
MDW
EWR
4h 06m
1 stop
EWR
MDW
5h 22m
1 stop
Depart: Mon Jul 3 2017 Return: Thu Jul 6 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
6h 22m
1 stop
JFK
MDW
7h 08m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 days
Delta
Delta
MDW
JFK
7h 59m
1 stop
JFK
MDW
7h 02m
1 stop
Depart: Mon Sep 11 2017 Return: Sat Sep 23 2017 Trip spans 13 days
Delta
Delta
MDW
JFK
7h 46m
1 stop
JFK
MDW
6h 14m
1 stop
Depart: Sat Nov 11 2017 Return: Mon Nov 20 2017 Trip spans 10 days
Delta
Delta
MDW
JFK
5h 23m
1 stop
JFK
MDW
6h 18m
1 stop
Depart: Thu Jul 6 2017 Return: Tue Jul 11 2017 Trip spans 6 days
Delta
Delta
MDW
EWR
5h 04m
1 stop
EWR
MDW
5h 11m
1 stop
Depart: Tue Aug 29 2017 Return: Sat Sep 2 2017 Trip spans 5 days
Delta
Delta
MDW
EWR
7h 53m
1 stop
EWR
MDW
3h 44m
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
4699 5:40 am 8:40 am Jun 24 - Aug 12
1934 6:00 am 9:05 am Jun 26 - Sep 29
3941 6:05 am 9:10 am Jun 25 - Aug 13
4923 7:55 am 11:00 am Jun 24 - Aug 12
1178 8:15 am 11:20 am Jun 25 - Aug 13
1254 8:20 am 11:25 am Jun 26 - Aug 14
2075 12:25 pm 3:30 pm Jul 16 - Aug 13
2075 12:25 pm 3:30 pm Jul 3 - Jul 9
4818 12:25 pm 3:30 pm Jul 5 - Aug 14
1452 12:45 pm 3:50 pm Jun 24 - Aug 12
5558 2:40 pm 5:45 pm Jun 24 - Aug 12
1594 3:00 pm 6:05 pm Jul 3 - Jul 4
1256 3:05 pm 6:10 pm Jul 5 - Aug 14
2246 5:10 pm 8:15 pm Jun 26 - Aug 14
3437 5:15 pm 8:20 pm Jun 25 - Aug 13
5452 6:50 pm 9:55 pm Jun 24 - Aug 12
5311 8:15 pm 11:20 pm Jun 25 - Aug 13
3646 8:20 pm 11:25 pm Jun 26 - Aug 14
4659 8:20 pm 11:25 pm Jun 24 - Aug 12
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
1940 6:00 am 9:00 am Jul 5 - Aug 14
1940 6:00 am 9:00 am Jun 25 - Jul 3
872 8:25 am 11:30 am Jun 25 - Aug 13
974 8:30 am 11:35 am Jun 26 - Aug 14
5969 9:10 am 12:10 pm Jun 24 - Aug 12
984 11:35 am 2:35 pm Jun 25 - Aug 14
2520 1:20 pm 4:25 pm Jun 24 - Aug 12
976 2:15 pm 5:20 pm Jun 25 - Aug 14
3900 6:10 pm 9:15 pm Jun 25 - Aug 13
1768 6:15 pm 9:20 pm Jul 5 - Aug 14
1768 6:15 pm 9:20 pm Jun 26 - Jul 3
2409 7:15 pm 10:15 pm Jul 4 - Jul 4
4958 7:45 pm 10:45 pm Jul 3 - Jul 3
4962 9:40 pm 12:40 am Jul 4 - Jul 4
2538 10:05 pm 1:10 am Jun 24 - Aug 12
4702 10:20 pm 1:25 am Jun 25 - Aug 13
1260 10:30 pm 1:35 am Jul 5 - Aug 14
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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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.

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Airports
Origin

Chicago
$144
Destination

New York
only $221
only $144
Newark
$184
Airlines Airline reviews

11 travelers who booked a flight from Chicago to New York rated their chosen airlines with an average of 7.7.

Overall
7.6
Boarding
7.6
Crew
9.3
Comfort
8.2
Food
6.9
Entertainment
6.7