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Find Flight Deals from New York City to Chicago Midway (NYC - MDW)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from New York City to Chicago Midway

(Round-trip)
Depart: Thu Jan 8 2015 Return: Tue Jan 13 2015 Trip spans 6 days
Delta
Delta
EWR
6:00a
MDW
11:56a
5h 56m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Fri Jan 9 2015 Return: Sun Jan 11 2015 Trip spans 3 days
Delta
Delta
EWR
8:00a
MDW
1:16p
5h 16m
1 stop
MDW
11:31a
EWR
3:25p
3h 54m
1 stop
Depart: Sat Jan 10 2015 Return: Sun Jan 11 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:37a
4h 37m
1 stop
MDW
11:31a
EWR
3:25p
3h 54m
1 stop
Depart: Sun Jan 11 2015 Return: Tue Jan 13 2015 Trip spans 3 days
Delta
Delta
EWR
11:30a
MDW
4:30p
5h 00m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Mon Jan 12 2015 Return: Tue Jan 13 2015 Trip spans 2 days
Delta
Delta
EWR
11:30a
MDW
4:30p
5h 00m
1 stop
MDW
7:30a
EWR
1:16p
5h 46m
1 stop
Depart: Tue Jan 13 2015 Return: Wed Jan 14 2015 Trip spans 2 days
Delta
Delta
EWR
9:35a
MDW
2:50p
5h 15m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Wed Jan 14 2015 Return: Thu Jan 15 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Thu Jan 15 2015 Return: Sat Jan 17 2015 Trip spans 3 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
8:00a
EWR
1:27p
5h 27m
1 stop
Depart: Fri Jan 16 2015 Return: Sat Jan 17 2015 Trip spans 2 days
Delta
Delta
EWR
6:38a
MDW
12:52p
6h 14m
1 stop
MDW
3:35a
EWR
9:15a
5h 40m
1 stop
Depart: Sat Jan 17 2015 Return: Tue Jan 20 2015 Trip spans 4 days
Delta
Delta
EWR
1:30a
MDW
7:28a
5h 58m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Sun Jan 18 2015 Return: Wed Jan 21 2015 Trip spans 4 days
Delta
Delta
EWR
5:20a
MDW
10:41a
5h 21m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Mon Jan 19 2015 Return: Tue Jan 20 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Tue Jan 20 2015 Return: Wed Jan 21 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Wed Jan 21 2015 Return: Thu Jan 22 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
2:00a
EWR
5:59a
3h 59m
1 stop
Depart: Thu Jan 22 2015 Return: Fri Jan 23 2015 Trip spans 2 days
Delta
Delta
EWR
4:00a
MDW
8:24a
4h 24m
1 stop
MDW
11:31a
EWR
3:25p
3h 54m
1 stop
Depart: Fri Jan 23 2015 Return: Sat Jan 24 2015 Trip spans 2 days
Delta
Delta
EWR
7:35a
MDW
1:57p
6h 22m
1 stop
MDW
7:59a
EWR
1:27p
5h 28m
1 stop
Depart: Sat Jan 24 2015 Return: Sun Jan 25 2015 Trip spans 2 days
Delta
Delta
EWR
8:00a
MDW
1:17p
5h 17m
1 stop
MDW
11:31a
EWR
3:25p
3h 54m
1 stop
Depart: Wed Feb 18 2015 Return: Sun Feb 22 2015 Trip spans 5 days
Delta
Delta
JFK
4:10a
MDW
8:15a
4h 05m
1 stop
MDW
11:45a
JFK
3:45p
4h 00m
1 stop
Depart: Wed Apr 1 2015 Return: Mon Apr 6 2015 Trip spans 6 days
Delta
Delta
LGA
3:20a
MDW
9:15a
5h 55m
1 stop
MDW
8:40a
LGA
12:04p
3h 24m
1 stop
Depart: Sun Feb 22 2015 Return: Thu Feb 26 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
JFK
4:00p
MDW
4:35a
12h 35m
1 stop
MDW
1:35p
JFK
4:35a
15h 00m
1 stop
Change your search
Select an airline:  AirTran
Direct flights NYC to MDW on AirTran
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2190 7:35 am 9:10 am Dec 26 - Dec 27
2968 7:35 am 9:10 am Dec 28 - Dec 28
Airports
Origin

New York City
only $496
only $442
Newark
$232
Destination

Chicago
$232