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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Book cheap flights from New York to Chicago Midway

(Round-trip)
Depart: Wed Apr 13 2016 Return: Mon Apr 25 2016 Trip spans 13 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Fri Mar 4 2016 Return: Sun Mar 6 2016 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 40m
nonstop
MDW
LGA
2h 10m
nonstop
Depart: Sat Mar 5 2016 Return: Fri Mar 11 2016 Trip spans 7 days
Southwest
Southwest
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Thu Mar 24 2016 Return: Sat Mar 26 2016 Trip spans 3 days
Delta
Delta
JFK
MDW
7h 33m
1 stop
MDW
JFK
4h 59m
1 stop
Depart: Tue May 31 2016 Return: Tue Jun 7 2016 Trip spans 8 days
Delta
Delta
JFK
MDW
7h 27m
1 stop
MDW
JFK
6h 59m
1 stop
Depart: Sat Jun 4 2016 Return: Tue Jun 7 2016 Trip spans 4 days
Delta
Delta
JFK
MDW
7h 08m
1 stop
MDW
JFK
6h 59m
1 stop
Depart: Mon May 2 2016 Return: Mon May 9 2016 Trip spans 8 days
Delta
Delta
JFK
MDW
7h 58m
1 stop
MDW
JFK
4h 55m
1 stop
Depart: Sun May 8 2016 Return: Wed May 18 2016 Trip spans 11 days
Delta
Delta
JFK
MDW
4h 05m
1 stop
MDW
JFK
4h 55m
1 stop
Depart: Wed Jun 1 2016 Return: Tue Jun 7 2016 Trip spans 7 days
Delta
Delta
JFK
MDW
4h 12m
1 stop
MDW
JFK
6h 59m
1 stop
Depart: Tue Jul 19 2016 Return: Tue Jul 26 2016 Trip spans 8 days
Delta
Delta
JFK
MDW
5h 46m
1 stop
MDW
JFK
5h 20m
1 stop
Depart: Tue Aug 30 2016 Return: Tue Sep 13 2016 Trip spans 15 days
Delta
Delta
JFK
MDW
5h 46m
1 stop
MDW
JFK
5h 38m
1 stop
Depart: Thu May 19 2016 Return: Sat May 21 2016 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Mon Apr 4 2016 Return: Sat Apr 9 2016 Trip spans 6 days
Southwest
Southwest
LGA
MDW
5h 35m
1 stop
MDW
LGA
1h 55m
nonstop
Depart: Sun Apr 17 2016 Return: Tue Apr 19 2016 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
5h 05m
1 stop
Depart: Sat Feb 27 2016 Return: Wed Mar 9 2016 Trip spans 12 days
Delta
Delta
JFK
MDW
7h 38m
1 stop
MDW
JFK
4h 59m
1 stop
Depart: Thu May 5 2016 Return: Thu May 19 2016 Trip spans 15 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Thu Aug 25 2016 Return: Mon Aug 29 2016 Trip spans 5 days
Delta
Delta
JFK
MDW
5h 46m
1 stop
MDW
JFK
5h 20m
1 stop
Depart: Wed Mar 9 2016 Return: Sat Mar 12 2016 Trip spans 4 days
Delta
Delta
EWR
MDW
3h 58m
1 stop
MDW
EWR
3h 38m
1 stop
Depart: Sat May 21 2016 Return: Fri May 27 2016 Trip spans 7 days
Southwest
Southwest
EWR
MDW
2h 30m
nonstop
MDW
EWR
2h 00m
nonstop
Depart: Thu Apr 28 2016 Return: Tue May 3 2016 Trip spans 6 days
Delta
Delta
LGA
MDW
3h 48m
1 stop
MDW
LGA
3h 37m
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
2112 6:00 am 7:30 am Mar 10 - Mar 11
2112 6:00 am 7:30 am Mar 14 - Apr 11
351 6:05 am 7:35 am Mar 12 - Mar 12
351 6:05 am 7:35 am Mar 19 - Apr 9
2001 6:10 am 7:45 am Feb 11 - Mar 8
5266 6:10 am 7:45 am Mar 9 - Mar 9
2722 6:20 am 7:55 am Feb 13 - Feb 27
2722 6:20 am 7:55 am Mar 5 - Mar 5
2213 8:05 am 9:30 am Mar 12 - Mar 12
2213 8:05 am 9:30 am Mar 19 - Apr 9
5877 9:05 am 10:40 am Mar 13 - Apr 10
3643 9:25 am 11:05 am Mar 9 - Mar 9
4003 9:25 am 11:00 am Mar 14 - Mar 25
4003 9:25 am 11:00 am Mar 10 - Mar 11
985 9:25 am 11:10 am Feb 11 - Mar 8
829 10:50 am 12:30 pm Feb 14 - Mar 6
2927 11:05 am 12:45 pm Feb 11 - Mar 8
5815 11:05 am 12:45 pm Mar 9 - Mar 9
1813 11:50 am 1:20 pm Mar 19 - Apr 9
1813 11:50 am 1:20 pm Mar 12 - Mar 12
5665 11:55 am 1:25 pm Mar 10 - Mar 11
5665 11:55 am 1:25 pm Mar 13 - Apr 11
926 1:05 pm 2:35 pm Feb 13 - Mar 5
1558 3:20 pm 4:55 pm Feb 11 - Mar 8
5007 3:20 pm 4:55 pm Mar 9 - Mar 9
1939 3:40 pm 5:20 pm Feb 13 - Mar 5
3237 3:40 pm 5:15 pm Mar 12 - Mar 12
3237 3:40 pm 5:15 pm Mar 19 - Apr 9
5163 4:00 pm 5:35 pm Mar 10 - Mar 11
5163 4:00 pm 5:35 pm Mar 13 - Apr 11
5501 5:30 pm 7:10 pm Mar 9 - Mar 9
2448 5:35 pm 7:25 pm Feb 11 - Mar 8
1456 5:55 pm 7:30 pm Mar 13 - Apr 11
1456 5:55 pm 7:30 pm Mar 10 - Mar 11
2904 6:45 pm 8:35 pm Feb 13 - Mar 5
560 6:50 pm 8:25 pm Mar 13 - Mar 25
560 6:50 pm 8:25 pm Mar 10 - Mar 11
2186 6:55 pm 8:40 pm Feb 11 - Mar 8
5356 6:55 pm 8:40 pm Mar 9 - Mar 9
4183 7:05 pm 8:35 pm Mar 19 - Apr 9
4183 7:05 pm 8:35 pm Mar 12 - Mar 12
1206 8:55 pm 10:35 pm Feb 11 - Mar 8
3773 8:55 pm 10:25 pm Mar 9 - Mar 9
991 8:55 pm 10:25 pm Mar 13 - Apr 11
991 8:55 pm 10:25 pm Mar 10 - Mar 11
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1528 6:00 am 7:20 am Mar 10 - Mar 11
1528 6:00 am 7:20 am Mar 13 - Apr 1
1490 6:05 am 7:35 am Feb 11 - Mar 8
3954 6:05 am 7:35 am Mar 9 - Mar 9
716 6:05 am 7:35 am Feb 13 - Mar 5
559 7:00 am 8:20 am Mar 12 - Mar 12
559 7:00 am 8:20 am Mar 19 - Apr 9
137 9:35 am 11:10 am Feb 11 - Mar 8
402 9:35 am 11:10 am Mar 9 - Mar 9
1541 9:40 am 11:05 am Mar 10 - Mar 11
1541 9:40 am 11:05 am Mar 13 - Apr 11
1499 12:00 pm 1:25 pm Feb 14 - Mar 6
1499 12:00 pm 1:25 pm Feb 11 - Mar 8
1708 12:05 pm 1:25 pm Mar 12 - Mar 12
1708 12:05 pm 1:25 pm Mar 19 - Apr 9
3962 12:10 pm 1:35 pm Mar 9 - Mar 9
1157 12:15 pm 1:35 pm Mar 10 - Mar 11
1157 12:15 pm 1:35 pm Mar 13 - Apr 11
2670 3:55 pm 5:15 pm Mar 12 - Mar 12
2670 3:55 pm 5:15 pm Mar 19 - Apr 9
3542 3:55 pm 5:25 pm Mar 9 - Mar 9
3614 3:55 pm 5:25 pm Feb 13 - Mar 5
4879 3:55 pm 5:15 pm Mar 13 - Apr 11
4879 3:55 pm 5:15 pm Mar 10 - Mar 11
826 3:55 pm 5:25 pm Feb 11 - Mar 8
2651 6:20 pm 8:00 pm Feb 11 - Mar 8
5629 6:20 pm 8:00 pm Mar 9 - Mar 9
5222 6:25 pm 8:05 pm Mar 13 - Apr 11
5222 6:25 pm 8:05 pm Mar 10 - Mar 11
166 8:50 pm 10:25 pm Feb 11 - Mar 8
556 8:50 pm 10:15 pm Mar 9 - Mar 9
1376 8:55 pm 10:15 pm Mar 13 - Apr 11
1376 8:55 pm 10:15 pm Mar 10 - Mar 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
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 don'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.

More questions or if you have a bad price to report to us
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Airports
Origin

New York
only $152
only $196
Newark
$264
Destination

Chicago
$152