Find Cheap 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: Mon Oct 30 2017 Return: Thu Nov 2 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
6h 43m
1 stop
MDW
JFK
7h 42m
1 stop
Depart: Wed Nov 1 2017 Return: Tue Nov 7 2017 Trip spans 7 days
Delta
Delta
JFK
MDW
5h 15m
1 stop
MDW
JFK
5h 50m
1 stop
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
4h 23m
1 stop
MDW
JFK
3h 51m
1 stop
Depart: Sat Nov 11 2017 Return: Wed Nov 15 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
4h 49m
1 stop
MDW
JFK
4h 00m
1 stop
Depart: Tue Nov 14 2017 Return: Wed Nov 15 2017 Trip spans 2 days
Delta
Delta
JFK
MDW
8h 29m
1 stop
MDW
JFK
6h 42m
1 stop
Depart: Thu Nov 16 2017 Return: Mon Nov 20 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
5h 19m
1 stop
MDW
JFK
8h 11m
1 stop
Depart: Wed Nov 29 2017 Return: Sat Dec 2 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
5h 06m
1 stop
MDW
JFK
4h 20m
1 stop
Depart: Thu Nov 30 2017 Return: Sat Dec 2 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
4h 20m
1 stop
Depart: Fri Dec 1 2017 Return: Mon Dec 4 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
3h 58m
1 stop
Depart: Fri Dec 1 2017 Return: Mon Dec 4 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
3h 58m
1 stop
Depart: Sat Dec 2 2017 Return: Mon Dec 4 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
5h 36m
1 stop
MDW
JFK
3h 58m
1 stop
Depart: Tue Dec 5 2017 Return: Tue Dec 12 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
4h 16m
1 stop
MDW
JFK
3h 53m
1 stop
Depart: Wed Dec 6 2017 Return: Sat Dec 9 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
4h 27m
1 stop
MDW
JFK
5h 37m
1 stop
Depart: Thu Dec 7 2017 Return: Mon Dec 11 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
4h 12m
1 stop
MDW
JFK
3h 58m
1 stop
Depart: Sat Dec 9 2017 Return: Tue Dec 12 2017 Trip spans 4 days
Delta
Delta
JFK
MDW
5h 36m
1 stop
MDW
JFK
3h 53m
1 stop
Depart: Wed Dec 13 2017 Return: Mon Dec 18 2017 Trip spans 6 days
Delta
Delta
JFK
MDW
4h 27m
1 stop
MDW
JFK
8h 02m
1 stop
Depart: Thu Dec 14 2017 Return: Sat Dec 16 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
4h 12m
1 stop
MDW
JFK
5h 37m
1 stop
Depart: Wed Jan 10 2018 Return: Wed Jan 17 2018 Trip spans 8 days
Delta
Delta
JFK
MDW
4h 09m
1 stop
MDW
JFK
4h 25m
1 stop
Depart: Fri Jan 19 2018 Return: Thu Jan 25 2018 Trip spans 7 days
Delta
Delta
JFK
MDW
4h 09m
1 stop
MDW
JFK
3h 41m
1 stop
Depart: Sat Jan 20 2018 Return: Sat Jan 27 2018 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 48m
1 stop
MDW
JFK
4h 54m
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
1161 6:00 am 7:25 am Oct 7 - Nov 3
1875 6:00 am 7:25 am Nov 5 - Nov 16
1875 6:00 am 7:25 am Nov 19 - Nov 23
5679 6:00 am 7:25 am Nov 17 - Nov 22
5679 6:00 am 7:25 am Nov 26 - Nov 27
2812 6:10 am 7:35 am Nov 11 - Nov 11
815 6:35 am 8:00 am Nov 4 - Nov 4
1799 7:55 am 9:20 am Nov 25 - Nov 25
2480 9:10 am 10:50 am Nov 18 - Nov 25
4436 9:40 am 11:15 am Oct 8 - Oct 29
6762 9:45 am 11:20 am Nov 26 - Nov 27
6762 9:45 am 11:20 am Nov 17 - Nov 22
1167 9:50 am 11:25 am Oct 9 - Nov 3
357 9:50 am 11:25 am Nov 19 - Nov 23
357 9:50 am 11:25 am Nov 5 - Nov 16
2823 10:00 am 11:40 am Nov 11 - Nov 11
1793 11:05 am 12:40 pm Nov 18 - Nov 25
3588 11:55 am 1:25 pm Oct 7 - Oct 28
225 12:00 pm 1:35 pm Nov 24 - Nov 24
4432 12:00 pm 1:30 pm Oct 8 - Oct 29
4607 12:05 pm 1:40 pm Nov 11 - Nov 11
1163 12:15 pm 1:50 pm Oct 9 - Nov 3
1174 12:15 pm 1:50 pm Nov 23 - Nov 30
1174 12:15 pm 1:50 pm Nov 5 - Nov 20
1274 12:15 pm 1:50 pm Nov 21 - Nov 27
2528 12:55 pm 2:20 pm Nov 4 - Nov 4
5542 2:00 pm 3:25 pm Oct 7 - Oct 28
1976 2:55 pm 4:20 pm Nov 4 - Nov 4
3270 3:45 pm 5:15 pm Oct 7 - Oct 28
3995 3:55 pm 5:25 pm Nov 11 - Nov 11
4782 4:00 pm 5:30 pm Nov 18 - Nov 25
1169 4:05 pm 5:35 pm Oct 9 - Nov 3
1186 4:05 pm 5:40 pm Nov 26 - Dec 1
1186 4:05 pm 5:40 pm Nov 6 - Nov 24
3435 4:05 pm 5:35 pm Oct 8 - Oct 29
4230 4:05 pm 5:40 pm Nov 5 - Nov 19
2433 5:45 pm 7:10 pm Nov 4 - Nov 4
2355 6:00 pm 7:35 pm Nov 18 - Nov 25
4624 6:05 pm 7:35 pm Oct 7 - Oct 28
294 6:45 pm 8:15 pm Oct 9 - Nov 3
1178 6:50 pm 8:25 pm Nov 24 - Dec 1
1178 6:50 pm 8:25 pm Nov 6 - Nov 22
2373 6:50 pm 8:25 pm Nov 11 - Nov 11
3429 6:50 pm 8:20 pm Oct 8 - Oct 29
4222 6:55 pm 8:30 pm Nov 5 - Nov 19
221 7:10 pm 8:50 pm Nov 4 - Nov 4
1389 7:20 pm 9:05 pm Nov 25 - Nov 25
2528 7:25 pm 9:10 pm Nov 18 - Nov 18
2085 8:30 pm 10:00 pm Nov 4 - Nov 4
2248 8:30 pm 10:05 pm Nov 11 - Nov 11
2971 8:40 pm 10:10 pm Oct 7 - Oct 28
2733 8:50 pm 10:20 pm Nov 18 - Nov 18
1314 8:55 pm 10:15 pm Oct 8 - Nov 3
3152 8:55 pm 10:30 pm Nov 25 - Nov 25
3161 8:55 pm 10:30 pm Nov 24 - Nov 24
884 8:55 pm 10:30 pm Nov 19 - Nov 27
884 8:55 pm 10:30 pm Nov 17 - Nov 21
884 8:55 pm 10:30 pm Nov 5 - Nov 16
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
6424 6:00 am 7:20 am Oct 9 - Nov 3
869 6:00 am 7:25 am Nov 5 - Nov 19
884 6:00 am 7:20 am Oct 8 - Oct 29
958 6:00 am 7:25 am Nov 6 - Nov 23
958 6:00 am 7:25 am Nov 26 - Dec 1
3816 6:20 am 7:50 am Nov 18 - Nov 25
4926 6:25 am 7:50 am Nov 11 - Nov 11
4236 6:30 am 7:55 am Oct 7 - Oct 28
5338 6:30 am 7:55 am Nov 4 - Nov 4
969 9:20 am 10:50 am Nov 26 - Nov 27
969 9:20 am 10:50 am Nov 17 - Nov 22
879 9:25 am 10:55 am Nov 19 - Nov 24
879 9:25 am 10:55 am Nov 5 - Nov 16
1764 9:30 am 10:55 am Oct 9 - Oct 31
1764 9:30 am 10:55 am Nov 2 - Nov 3
941 9:30 am 11:00 am Nov 23 - Nov 23
2569 9:40 am 11:05 am Oct 8 - Oct 29
2383 10:15 am 11:45 am Nov 18 - Nov 25
888 11:50 am 1:05 pm Oct 9 - Nov 3
961 12:05 pm 1:30 pm Nov 17 - Nov 22
961 12:05 pm 1:30 pm Nov 26 - Dec 3
961 12:05 pm 1:30 pm Nov 5 - Nov 12
3176 12:10 pm 1:35 pm Nov 24 - Nov 24
873 12:10 pm 1:35 pm Nov 20 - Nov 23
873 12:10 pm 1:35 pm Nov 6 - Nov 16
4105 12:15 pm 1:30 pm Oct 8 - Oct 29
2458 12:20 pm 1:35 pm Nov 4 - Nov 4
4896 3:05 pm 4:25 pm Nov 11 - Nov 11
3817 3:10 pm 4:30 pm Nov 5 - Dec 22
945 3:15 pm 4:35 pm Oct 8 - Nov 3
727 5:15 pm 6:35 pm Oct 7 - Oct 28
1747 5:55 pm 7:15 pm Oct 8 - Nov 3
3804 5:55 pm 7:25 pm Nov 24 - Dec 24
3804 5:55 pm 7:25 pm Nov 5 - Nov 22
6853 5:55 pm 7:25 pm Nov 18 - Nov 25
2949 6:20 pm 7:55 pm Nov 11 - Nov 11
2992 7:45 pm 9:05 pm Nov 4 - Nov 4
3772 8:00 pm 9:25 pm Nov 25 - Nov 25
4761 8:00 pm 9:25 pm Nov 18 - Nov 18
3421 9:05 pm 10:20 pm Oct 7 - Oct 28
1285 9:55 pm 11:20 pm Nov 26 - Nov 27
1285 9:55 pm 11:20 pm Nov 5 - Nov 12
1285 9:55 pm 11:20 pm Nov 17 - Nov 22
1170 10:00 pm 11:15 pm Oct 9 - Oct 30
1170 10:00 pm 11:15 pm Nov 1 - Nov 3
1187 10:00 pm 11:30 pm Nov 24 - Nov 24
3434 10:00 pm 11:15 pm Oct 8 - Oct 29
* 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.

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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

New York
$144
Destination

Chicago
$144
Airlines