Find Deals on Flights from Islip Long Island to Chicago Midway (ISP - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Islip Long Island to Chicago Midway

(Round-trip)
Depart: Sat Dec 17 2016 Return: Mon Dec 19 2016 Trip spans 3 days
Southwest
Southwest
ISP
12:00p
MDW
5:20p
5h 20m
1 stop
MDW
12:55a
ISP
5:00a
4h 05m
1 stop
Depart: Mon Mar 6 2017 Return: Thu Mar 9 2017 Trip spans 4 days
Southwest
Southwest
ISP
1:00a
MDW
7:05a
6h 05m
1 stop
MDW
6:10a
ISP
11:15a
5h 05m
1 stop
Depart: Sun Dec 11 2016 Return: Mon Dec 12 2016 Trip spans 2 days
Southwest
Southwest
ISP
1:15a
MDW
8:55a
7h 40m
1 stop
MDW
12:55a
ISP
5:00a
4h 05m
1 stop
Depart: Tue May 2 2017 Return: Mon May 8 2017 Trip spans 7 days
Southwest
Southwest
ISP
7:15a
MDW
11:15a
4h 00m
1 stop
MDW
1:15p
ISP
7:20p
6h 05m
1 stop
Depart: Tue Jan 10 2017 Return: Tue Jan 17 2017 Trip spans 8 days
Southwest
Southwest
ISP
12:35p
MDW
6:45p
6h 10m
1 stop
MDW
5:00a
ISP
10:30a
5h 30m
1 stop
Depart: Thu Apr 13 2017 Return: Tue Apr 18 2017 Trip spans 6 days
Southwest
Southwest
ISP
1:50a
MDW
5:55a
4h 05m
1 stop
MDW
1:30a
ISP
6:20a
4h 50m
1 stop
Depart: Sat Jan 21 2017 Return: Tue Jan 24 2017 Trip spans 4 days
Southwest
Southwest
ISP
2:00a
MDW
9:00a
7h 00m
1 stop
MDW
9:40a
ISP
1:15p
3h 35m
1 stop
Depart: Tue Jan 31 2017 Return: Sat Feb 4 2017 Trip spans 5 days
Southwest
Southwest
ISP
12:35p
MDW
6:45p
6h 10m
1 stop
MDW
10:10a
ISP
4:35p
6h 25m
1 stop
Depart: Tue Mar 7 2017 Return: Mon Mar 13 2017 Trip spans 6 days
Southwest
Southwest
ISP
1:00a
MDW
7:05a
6h 05m
1 stop
MDW
11:00a
ISP
4:45p
5h 45m
1 stop
Depart: Fri Apr 28 2017 Return: Tue May 2 2017 Trip spans 5 days
Southwest
Southwest
ISP
7:15a
MDW
11:15a
4h 00m
1 stop
MDW
1:15p
ISP
7:20p
6h 05m
1 stop
Depart: Mon Feb 13 2017 Return: Thu Feb 16 2017 Trip spans 4 days
Southwest
Southwest
ISP
12:35p
MDW
6:45p
6h 10m
1 stop
MDW
12:50a
ISP
5:35a
4h 45m
1 stop
Depart: Mon Mar 27 2017 Return: Tue Apr 4 2017 Trip spans 9 days
Southwest
Southwest
ISP
2:45p
MDW
8:55p
6h 10m
1 stop
MDW
8:50a
ISP
12:15p
3h 25m
1 stop
Depart: Fri Apr 21 2017 Return: Thu Apr 27 2017 Trip spans 7 days
Southwest
Southwest
ISP
1:50a
MDW
5:55a
4h 05m
1 stop
MDW
7:05a
ISP
1:30p
6h 25m
1 stop
Depart: Fri Dec 30 2016 Return: Sat Jan 14 2017 Trip spans 16 days
Southwest
Southwest
ISP
1:45a
MDW
6:25a
4h 40m
1 stop
MDW
9:45a
ISP
4:15p
6h 30m
1 stop
Depart: Wed Jan 18 2017 Return: Sun Jan 22 2017 Trip spans 5 days
Southwest
Southwest
ISP
3:45a
MDW
9:15a
5h 30m
1 stop
MDW
9:50a
ISP
3:00p
5h 10m
1 stop
Depart: Thu Feb 2 2017 Return: Sun Feb 5 2017 Trip spans 4 days
Southwest
Southwest
ISP
3:45a
MDW
9:15a
5h 30m
1 stop
MDW
4:55a
ISP
10:45a
5h 50m
1 stop
Depart: Sun Feb 12 2017 Return: Sun Feb 19 2017 Trip spans 8 days
Southwest
Southwest
ISP
10:05a
MDW
2:50p
4h 45m
1 stop
MDW
9:50a
ISP
3:00p
5h 10m
1 stop
Depart: Mon Dec 26 2016 Return: Thu Dec 29 2016 Trip spans 4 days
Southwest
Southwest
ISP
12:25a
MDW
4:40a
4h 15m
1 stop
MDW
12:15a
ISP
4:35a
4h 20m
1 stop
Depart: Tue Dec 27 2016 Return: Fri Dec 30 2016 Trip spans 4 days
Southwest
Southwest
ISP
12:25a
MDW
4:40a
4h 15m
1 stop
MDW
12:15a
ISP
4:35a
4h 20m
1 stop
Depart: Mon Feb 6 2017 Return: Fri Feb 10 2017 Trip spans 5 days
Southwest
Southwest
ISP
9:45a
MDW
5:20p
7h 35m
1 stop
MDW
12:50a
ISP
5:35a
4h 45m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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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,
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Airports
Origin

Islip
$219
Destination

Chicago
$219
Airlines