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

Search hundreds of travel sites at once for deals on flights to Chicago Midway

Sat 2/17
Sat 2/24
Any month
Compare vs. KAYAK |

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $171 or less.

FAQs for Booking Islip Long Island to Chicago Midway Flights

How long does a flight from Islip Long Island to Chicago Midway take?
An average nonstop flight takes 4h 20m, covering a distance of 763 miles.
Which airlines provide the cheapest flights from Islip Long Island to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Southwest ($379)
Do I need a passport to fly between Islip Long Island and Chicago Midway?
No.

Book cheap flights from Islip Long Island to Chicago Midway (round-trip)

Airports
Origin
Islip
$379
only
$379
Destination
Chicago
$379
only
$379
Fri, Feb 23
ISP
MDW
4h 20m
Sun, Feb 25
MDW
ISP
4h 35m
Trip: 3 days
8.5ExcellentShow reviews
Overall 8.5 Excellent
Based on 7031 reviews
Boarding
8.8
Comfort
8.5
Crew
9.1
Entertainment
8.0
Food
7.9
CHS
BNA
Excellent 8.6

Empty flight

SAN
DAL
Excellent 10.0

On time And excellent service. Polite crew

None

LAX
PHX
Excellent 10.0

So friendly and on time. Great!!

PHX
PDX
Excellent 8.5

Somehow my luggage was transferred to a plane in a different concourse in 10 minutes. Very surprised.

That I had to literally run through the airport from gate D6 to gate C1 to make the connection. Plane was almost fully boarded so my good boarding position was useless, so ended up in a middle seat. Only made the plane because it was 10 minutes late as well. Attendants did not ask people who were not making connections to remain on board until those with connections could deplane. A woman in my row had only 5 minutes to make her connection. I'm sure she did not make it. It took 5-10 minutes to deplane from the wing seats with everyone standing in the aisle.

LAX
ATL
Excellent 10.0

Boarding was efficient we left on time and arrived early! I really love southwest!

The only thing i don't enjoy is the inability to select your seat. However, everything moves so smoothly I'm not sure its worth changing.

Islip Long Island to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from Islip Long Island
Flight Price $379
Distance 763 miles
Airlines Southwest
*
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 and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.