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Cheap Flights from New York to Chicago (NYC - MDW)

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1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
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Best fares from NYC to MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $397 2 $387 3 $329 4 $387 5 $465 6 $324
7 $402 8 $324 9 $330 10 $324 11 $324 12 $343 13 $324
14 $306 15 $324 16 $324 17 $324 18 $252 19 $324 20 $318
21 $425 22 $381 23 $252 24 $263 25 $324 26 $324 27 $263
28 $402 29 $324 30 $252        
KAYAK searches hundreds of sites to find the best rate for your next flight from New York to Chicago. Get the best flight deal for your Chicago trip!
Here's how it works. Search KAYAK for a flight ticket from New York to Chicago. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Select an airline:  AirTran
Direct flights NYC to MDW on AirTran
Flight # Depart LGA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
6963 6:00 am 7:10 am Aug 25 - Sep 29
4420 6:10 am 7:25 am Sep 30 - Oct 28
4420 6:10 am 7:25 am Oct 1 - Oct 30
4729 7:00 am 8:15 am Aug 23 - Sep 27
5989 7:00 am 8:25 am Oct 4 - Oct 4
5415 8:55 am 10:25 am Sep 2 - Sep 29
5417 8:55 am 10:35 am Sep 30 - Oct 30
2185 3:25 pm 5:05 pm Sep 2 - Oct 30
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2061 6:25 am 7:45 am Oct 4 - Oct 25
2061 6:25 am 7:35 am Sep 6 - Sep 27
2126 7:00 am 8:30 am Sep 30 - Oct 24
3144 7:00 am 8:25 am Sep 2 - Sep 29
2186 12:10 pm 1:30 pm Aug 24 - Oct 24
3496 3:50 pm 5:10 pm Oct 4 - Oct 25
3497 3:50 pm 5:00 pm Sep 6 - Sep 27
2008 4:25 pm 5:45 pm Sep 2 - Oct 24