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

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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 MDW to NYC (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $497 2 $497 3 $547 4 $497 5 $547 6 $497
7 $497 8 $361 9 $396 10 $386 11 $396 12 $399 13 $351
14 $314 15 $314 16 $364 17 $279 18 $364 19 $364 20 $376
21 $365 22 $364 23 $258 24 $352 25 $306 26 $364 27 $364
28 $436 29 $364 30 $274        
KAYAK searches hundreds of sites to find the best rate for your next flight from Chicago to New York. Get the best flight deal for your New York trip!
Here's how it works. Search KAYAK for a flight ticket from Chicago to New York. 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 MDW to NYC on AirTran
Flight # Depart MDW Arrive LGA Sun Mon Tue Wed Thu Fri Sat Valid Between
2322 9:15 am 12:20 pm Sep 10 - Sep 12
2322 9:15 am 12:20 pm Sep 17 - Sep 19
2322 9:15 am 12:20 pm Sep 18 - Sep 22
2322 9:15 am 12:20 pm Sep 24 - Sep 26
2504 9:20 am 12:25 pm Oct 1 - Oct 29
6528 11:45 am 2:50 pm Sep 13 - Sep 27
6569 11:45 am 2:50 pm Oct 4 - Nov 1
2321 1:00 pm 4:05 pm Sep 9 - Sep 29
3290 1:00 pm 4:05 pm Sep 30 - Oct 31
2597 4:45 pm 7:50 pm Sep 9 - Oct 19
2349 6:15 pm 9:20 pm Sep 9 - Oct 31
2790 8:00 pm 11:00 pm Sep 9 - Oct 30
2814 8:30 pm 11:30 pm Sep 13 - Oct 25
Flight # Depart MDW Arrive EWR Sun Mon Tue Wed Thu Fri Sat Valid Between
2277 8:30 am 11:35 am Oct 1 - Oct 24
4914 8:30 am 11:35 am Oct 5 - Oct 19
5141 9:40 am 12:35 pm Oct 5 - Oct 19
5997 9:40 am 12:35 pm Sep 14 - Sep 28
2136 12:25 pm 3:25 pm Sep 9 - Oct 24
3143 1:15 pm 4:20 pm Sep 13 - Sep 13
3812 5:10 pm 8:15 pm Oct 4 - Oct 25
3815 5:10 pm 8:15 pm Sep 13 - Sep 27
4318 5:15 pm 8:20 pm Sep 9 - Oct 24
5496 7:30 pm 10:30 pm Sep 9 - Oct 24
3575 7:35 pm 10:35 pm Oct 4 - Oct 25
6541 7:35 pm 10:35 pm Sep 13 - Sep 27