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

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 New York to Chicago Midway

(Round-trip)
Depart: Wed Oct 26 2016 Return: Sat Oct 29 2016 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sat Nov 5 2016 Return: Sat Nov 12 2016 Trip spans 8 days
Major Airline
Major Airline
LGA
MDW
2h 15m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Oct 12 2016 Return: Wed Oct 26 2016 Trip spans 15 days
Delta
Delta
JFK
MDW
4h 49m
1 stop
MDW
JFK
4h 40m
1 stop
Depart: Wed Nov 9 2016 Return: Sat Nov 12 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Nov 16 2016 Return: Wed Nov 30 2016 Trip spans 15 days
Major Airline
Major Airline
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Sat Oct 29 2016 Return: Tue Nov 1 2016 Trip spans 4 days
Delta
Delta
JFK
MDW
5h 15m
1 stop
MDW
JFK
4h 43m
1 stop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Tue Nov 1 2016 Return: Wed Nov 2 2016 Trip spans 2 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
4h 40m
1 stop
Depart: Sat Dec 10 2016 Return: Tue Dec 13 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sat Dec 3 2016 Return: Mon Dec 5 2016 Trip spans 3 days
Delta
Delta
JFK
MDW
5h 53m
1 stop
MDW
JFK
5h 46m
1 stop
Depart: Wed Jan 4 2017 Return: Wed Jan 11 2017 Trip spans 8 days
Major Airline
Major Airline
LGA
MDW
2h 35m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sat Nov 5 2016 Return: Mon Nov 7 2016 Trip spans 3 days
Southwest
Southwest
EWR
MDW
2h 15m
nonstop
MDW
EWR
2h 00m
nonstop
Depart: Fri Dec 30 2016 Return: Wed Jan 4 2017 Trip spans 6 days
Delta
Delta
JFK
MDW
5h 51m
1 stop
MDW
JFK
6h 20m
1 stop
Depart: Sat Jan 7 2017 Return: Tue Jan 10 2017 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 40m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Wed Oct 26 2016 Return: Sat Oct 29 2016 Trip spans 4 days
Southwest
Southwest
EWR
MDW
2h 15m
nonstop
MDW
EWR
2h 10m
nonstop
Depart: Wed Jan 11 2017 Return: Wed Jan 25 2017 Trip spans 15 days
Delta
Delta
JFK
MDW
4h 49m
1 stop
MDW
JFK
4h 24m
1 stop
Depart: Tue Feb 7 2017 Return: Sat Feb 18 2017 Trip spans 12 days
Delta
Delta
JFK
MDW
4h 10m
1 stop
MDW
JFK
5h 40m
1 stop
Depart: Wed Oct 5 2016 Return: Wed Oct 12 2016 Trip spans 8 days
Major Airline
Major Airline
LGA
MDW
5h 05m
1 stop
MDW
LGA
2h 05m
nonstop
Depart: Wed Oct 19 2016 Return: Sat Oct 22 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
MDW
2h 20m
nonstop
MDW
LGA
5h 00m
1 stop
Depart: Fri Feb 17 2017 Return: Tue Feb 21 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
6h 24m
1 stop
MDW
JFK
7h 24m
1 stop
Select an airline:  Southwest
Direct flights NYC to MDW on Southwest
Flight # Depart LGA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
752 6:05 am 7:25 am Oct 2 - Nov 4
3816 6:20 am 7:35 am Oct 8 - Oct 29
3240 7:40 am 9:00 am Oct 8 - Nov 5
3805 9:35 am 11:10 am Oct 8 - Nov 5
2078 10:00 am 11:35 am Oct 2 - Nov 4
2947 11:55 am 1:35 pm Oct 2 - Nov 4
3586 1:45 pm 3:15 pm Oct 8 - Nov 5
2757 2:35 pm 4:05 pm Oct 2 - Oct 28
2080 4:45 pm 6:25 pm Oct 2 - Nov 4
5888 6:35 pm 8:10 pm Oct 8 - Oct 29
249 6:55 pm 8:25 pm Oct 30 - Nov 4
249 7:00 pm 8:30 pm Oct 2 - Oct 28
2686 8:00 pm 9:30 pm Sep 24 - Nov 5
185 8:55 pm 10:20 pm Sep 20 - Nov 4
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1540 6:10 am 7:25 am Nov 1 - Nov 4
1540 6:10 am 7:25 am Oct 3 - Oct 28
2437 6:10 am 7:25 am Oct 2 - Oct 30
1720 6:15 am 7:30 am Oct 31 - Oct 31
3441 6:20 am 7:35 am Oct 8 - Nov 5
1551 9:50 am 11:05 am Oct 2 - Nov 4
1542 12:00 pm 1:15 pm Oct 2 - Nov 4
3714 12:35 pm 1:50 pm Oct 8 - Nov 5
1553 3:35 pm 4:55 pm Oct 8 - Nov 5
1600 3:40 pm 5:00 pm Oct 2 - Oct 30
1600 3:45 pm 5:05 pm Nov 1 - Nov 4
1728 3:45 pm 5:05 pm Oct 31 - Oct 31
1089 5:10 pm 6:30 pm Oct 31 - Oct 31
482 5:10 pm 6:30 pm Nov 1 - Nov 4
482 5:10 pm 6:30 pm Oct 3 - Oct 28
5154 5:10 pm 6:30 pm Oct 2 - Oct 30
2072 5:15 pm 6:35 pm Oct 8 - Oct 29
1544 6:05 pm 7:35 pm Oct 2 - Nov 4
1597 8:55 pm 10:15 pm Oct 2 - Nov 4
* 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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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

New York
only $120
only $144
Newark
$183
Destination

Chicago
$120
Airlines Airline reviews

6 travelers who booked a flight from New York to Chicago rated their chosen airlines with an average of 7.1.

Overall
7.3
Boarding
6.7
Crew
7.3
Comfort
7.3
Food
6.7
Entertainment
7.0