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 Aug 2 2017 Return: Tue Aug 8 2017 Trip spans 7 days
Southwest
Southwest
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Apr 19 2017 Return: Wed Apr 26 2017 Trip spans 8 days
Delta
Delta
JFK
MDW
6h 33m
1 stop
MDW
JFK
5h 49m
1 stop
Depart: Tue Jul 18 2017 Return: Tue Aug 1 2017 Trip spans 15 days
Southwest
Southwest
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Southwest
Southwest
LGA
MDW
2h 40m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Thu May 4 2017 Return: Sat May 6 2017 Trip spans 3 days
Delta
Delta
EWR
MDW
3h 46m
1 stop
MDW
EWR
7h 20m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
EWR
MDW
4h 06m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Thu Apr 27 2017 Return: Sun Apr 30 2017 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sat Sep 2 2017 Return: Thu Sep 7 2017 Trip spans 6 days
Delta
Delta
EWR
MDW
6h 41m
1 stop
MDW
EWR
5h 25m
1 stop
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
Delta
Delta
EWR
MDW
4h 18m
1 stop
MDW
EWR
5h 23m
1 stop
Depart: Wed Aug 2 2017 Return: Tue Aug 8 2017 Trip spans 7 days
Southwest
Southwest
EWR
MDW
2h 25m
nonstop
MDW
EWR
2h 00m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
Delta
Delta
JFK
MDW
5h 50m
1 stop
MDW
JFK
6h 38m
1 stop
Depart: Thu May 4 2017 Return: Wed May 10 2017 Trip spans 7 days
Southwest
Southwest
EWR
MDW
2h 15m
nonstop
MDW
EWR
2h 05m
nonstop
Depart: Thu Apr 20 2017 Return: Tue Apr 25 2017 Trip spans 6 days
Delta
Delta
EWR
MDW
3h 47m
1 stop
MDW
EWR
5h 24m
1 stop
Depart: Mon Jul 3 2017 Return: Tue Jul 11 2017 Trip spans 9 days
Southwest
Southwest
EWR
MDW
2h 25m
nonstop
MDW
EWR
2h 05m
nonstop
Depart: Tue May 2 2017 Return: Wed May 10 2017 Trip spans 9 days
Delta
Delta
JFK
MDW
5h 50m
1 stop
MDW
JFK
5h 29m
1 stop
Depart: Thu Jun 22 2017 Return: Sun Jun 25 2017 Trip spans 4 days
Southwest
Southwest
EWR
MDW
2h 25m
nonstop
MDW
EWR
2h 00m
nonstop
Depart: Fri Apr 28 2017 Return: Mon May 1 2017 Trip spans 4 days
Delta
Delta
EWR
MDW
6h 04m
1 stop
MDW
EWR
5h 15m
1 stop
Depart: Thu Jun 22 2017 Return: Sun Jun 25 2017 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 20m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Wed Sep 20 2017 Return: Mon Sep 25 2017 Trip spans 6 days
Delta
Delta
JFK
MDW
6h 53m
1 stop
MDW
JFK
6h 00m
1 stop
Depart: Mon Apr 3 2017 Return: Wed Apr 5 2017 Trip spans 3 days
Delta
Delta
JFK
MDW
6h 33m
1 stop
MDW
JFK
5h 49m
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
1520 6:00 am 7:30 am Mar 22 - Apr 24
2616 6:00 am 7:30 am Mar 25 - Apr 8
4453 6:00 am 7:25 am Apr 30 - May 28
6209 6:00 am 7:30 am Mar 26 - Apr 23
1183 6:05 am 7:30 am Apr 25 - Jun 2
2616 6:05 am 7:35 am Apr 15 - Apr 22
4327 6:10 am 7:35 am Apr 29 - Jun 3
4323 8:00 am 9:25 am Apr 29 - May 6
6459 9:20 am 11:00 am Mar 25 - Apr 22
4464 9:35 am 11:05 am Apr 30 - May 28
1894 9:45 am 11:15 am Apr 25 - Jun 2
1099 9:55 am 11:40 am Mar 27 - Apr 24
5416 11:40 am 1:10 pm Mar 25 - Apr 22
1092 12:00 pm 1:35 pm Mar 26 - Apr 24
4458 12:00 pm 1:40 pm Apr 25 - Jun 2
3416 2:25 pm 3:50 pm Mar 26 - Apr 23
1195 4:00 pm 5:30 pm Apr 25 - Jun 2
2548 4:00 pm 5:30 pm Apr 29 - Jun 3
6524 4:05 pm 5:40 pm Mar 25 - Apr 22
1102 4:10 pm 5:45 pm Mar 22 - Apr 24
3639 4:35 pm 6:10 pm Apr 16 - Apr 23
3639 4:45 pm 6:20 pm Apr 9 - Apr 9
2130 5:55 pm 7:30 pm Apr 29 - May 27
1094 6:45 pm 8:30 pm Mar 22 - Apr 24
4457 6:45 pm 8:20 pm Apr 30 - May 28
1895 6:50 pm 8:25 pm Apr 25 - Jun 2
3634 6:55 pm 8:35 pm Mar 26 - Apr 23
202 7:10 pm 8:45 pm Mar 25 - Apr 22
1579 8:00 pm 9:30 pm Apr 29 - Jun 3
789 8:55 pm 10:30 pm Mar 22 - Apr 24
937 8:55 pm 10:25 pm Apr 25 - Jun 2
Flight # Depart EWR Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2452 5:45 am 7:10 am Mar 25 - Apr 22
774 6:05 am 7:30 am Mar 22 - Apr 17
774 6:05 am 7:30 am Apr 21 - Apr 24
6774 6:10 am 7:35 am Mar 26 - Apr 23
921 6:10 am 7:30 am Apr 25 - May 2
921 6:10 am 7:30 am May 3 - May 8
4867 6:40 am 8:00 am Apr 29 - Jun 3
3414 8:15 am 9:35 am Mar 26 - Apr 23
1749 9:35 am 10:45 am Apr 25 - May 5
3429 9:40 am 11:05 am Mar 26 - Apr 23
786 10:15 am 11:40 am Mar 22 - Apr 24
1606 11:55 am 1:05 pm Apr 25 - May 5
776 12:10 pm 1:25 pm Mar 22 - Apr 24
3419 12:15 pm 1:30 pm Mar 26 - Apr 23
4109 12:15 pm 1:25 pm Apr 30 - May 28
6432 12:30 pm 1:45 pm Mar 25 - Apr 22
936 3:20 pm 4:35 pm Apr 25 - Jun 2
2289 3:25 pm 4:40 pm Apr 29 - May 6
3431 4:25 pm 5:40 pm Mar 26 - Apr 23
927 5:30 pm 6:50 pm Apr 25 - Jun 2
778 5:55 pm 7:20 pm Apr 10 - Apr 24
778 6:15 pm 7:40 pm Mar 22 - Apr 7
894 6:15 pm 7:40 pm Apr 30 - May 28
5177 6:20 pm 7:45 pm Apr 29 - Jun 3
5558 7:00 pm 8:20 pm Mar 26 - Apr 23
1157 7:15 pm 8:40 pm Mar 25 - Apr 22
1893 9:25 pm 10:40 pm Mar 22 - Apr 21
1196 9:50 pm 11:05 pm Apr 26 - May 26
1153 10:45 pm 12:05 am Apr 11 - Apr 24
* 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.

We compile tonnes 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 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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

New York
only $146
only $154
Newark
$184
Destination

Chicago
$146
Airlines Airline reviews

8 travelers who booked a flight from New York to Chicago rated their chosen airlines with an average of 7.8.

Overall
8.0
Boarding
7.5
Crew
8.0
Comfort
8.0
Food
7.5
Entertainment
7.8