What airlines fly to Islip, New York?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Islip, New York from Chicago according to our data. United Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Islip, New York. Keep in mind that there are 7 different airlines that fly to Islip, New York on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Islip Long Island?

Frontier is the most popular carrier operating from Chicago to Islip Long Island

When did momondo last update prices for flights from Chicago to Islip Long Island Airport?

Prices for flights from Chicago to Islip Long Island Airport refresh daily.

How old do you have to be to fly from Chicago to Islip Long Island Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Islip Long Island Airport.

What documentation or ID do you need to fly to Islip Long Island Airport?

The travel and health documents you'll need for your trip to Islip Long Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Islip Long Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$63 Cheap Flights from Chicago to Islip in 2025/26

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8:08 pm - 7:50 pm

ORD

ISP

22h 42m1 stop

9:52 am - 7:51 pm

ISP

ORD

10h 59m1 stop

$198Frontier

Thu, Jan 15 - Sun, Jan 18

11:28 am - 12:42 pm

ORD

ISP

24h 14m1 stop

8:35 pm - 5:51 pm

ISP

ORD

22h 16m1 stop

$214Frontier

Thu, Dec 18 - Mon, Dec 22

3:55 pm - 6:38 pm

ORD

ISP

25h 43m1 stop

9:25 am - 10:41 am

ISP

ORD

26h 16m1 stop

$219Frontier

Thu, Jan 29 - Sun, Feb 1

11:28 am - 12:42 pm

ORD

ISP

24h 14m1 stop

8:35 pm - 5:51 pm

ISP

ORD

22h 16m1 stop

$243Frontier

Thu, Dec 18 - Mon, Dec 22

4:00 pm - 11:59 pm

ORD

ISP

6h 59m1 stop

8:19 pm - 9:02 am

ISP

ORD

13h 43m1 stop

$252Frontier

Fri, Mar 6 - Sun, Mar 8

12:31 pm - 8:09 pm

ORD

ISP

6h 38m1 stop

8:00 am - 2:39 pm

ISP

ORD

7h 39m1 stop

$280Frontier

Fri, Jan 16 - Sat, Jan 17

12:31 pm - 8:09 pm

ORD

ISP

6h 38m1 stop

9:52 am - 7:51 pm

ISP

ORD

10h 59m1 stop

$291Frontier

Fri, Jan 16 - Sun, Jan 18

11:28 am - 12:42 pm

ORD

ISP

24h 14m1 stop

2:04 pm - 5:51 pm

ISP

ORD

28h 47m1 stop

$294Frontier

Thu, Dec 18 - Mon, Dec 22

5:08 pm - 7:11 pm

ORD

ISP

25h 03m1 stop

6:00 am - 11:03 pm

ISP

ORD

18h 03m1 stop

$317Frontier

Wed, Mar 11 - Sat, Mar 14

7:00 am - 4:06 pm

ORD

ISP

8h 06m1 stop

3:10 pm - 12:51 pm

ISP

ORD

22h 41m1 stop

$337Frontier

Fri, Feb 27 - Sat, Feb 28

Frontier flights from Chicago to Islip, New York

Our best Frontier deals on Chicago to Islip, New York flight tickets

Frontier

Jan 15

ORD8:08 pmChicago O'Hare Intl

22h 42m

1 stop

ISP7:50 pmIslip Long Island

Jan 18

ISP9:52 amIslip Long Island

10h 59m

1 stop

ORD7:51 pmChicago O'Hare Intl

$198

Find similar

Frontier

Dec 12

ORD12:15 pmChicago O'Hare Intl

10h 44m

1 stop

ISP11:59 pmIslip Long Island

Dec 13

ISP10:19 amIslip Long Island

28h 12m

1 stop

ORD1:31 pmChicago O'Hare Intl

$209

Find similar

Frontier

Dec 12

ORD12:15 pmChicago O'Hare Intl

10h 44m

1 stop

ISP11:59 pmIslip Long Island

Dec 14

ISP11:15 amIslip Long Island

27h 01m

1 stop

ORD1:16 pmChicago O'Hare Intl

$213

Find similar

Southwest flights from Chicago to Islip, New York

Our best Southwest deals on Chicago to Islip, New York flight tickets

Southwest

Jan 13

ORD6:05 amChicago O'Hare Intl

7h 30m

1 stop

ISP2:35 pmIslip Long Island

Jan 18

ISP12:40 pmIslip Long Island

10h 10m

2 stops

ORD9:50 pmChicago O'Hare Intl

$348

Find similar

Southwest

Jan 13

ORD6:05 amChicago O'Hare Intl

14h 50m

2 stops

ISP9:55 pmIslip Long Island

Jan 18

ISP12:40 pmIslip Long Island

10h 10m

2 stops

ORD9:50 pmChicago O'Hare Intl

$359

Find similar

Southwest

Dec 27

ORD1:00 pmChicago O'Hare Intl

8h 50m

1 stop

ISP10:50 pmIslip Long Island

Dec 30

ISP6:55 amIslip Long Island

9h 30m

1 stop

ORD3:25 pmChicago O'Hare Intl

$523

Find similar

Fly from

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Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 1/15

8:08 pm-7:50 pm

1 stop22h 42m

Islip Long Island

Sun 1/18

9:52 am-7:51 pm

1 stop10h 59m

$198

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/18

11:28 am-12:42 pm

1 stop24h 14m

Islip Long Island

Mon 12/22

8:35 pm-5:51 pm

1 stop22h 16m

$214

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 1/29

3:55 pm-6:38 pm

1 stop25h 43m

Islip Long Island

Sun 2/1

9:25 am-10:41 am

1 stop26h 16m

$219

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/18

11:28 am-12:42 pm

1 stop24h 14m

Islip Long Island

Mon 12/22

8:35 pm-5:51 pm

1 stop22h 16m

$243

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 3/6

4:00 pm-11:59 pm

1 stop6h 59m

Islip Long Island

Sun 3/8

8:19 pm-9:02 am

1 stop13h 43m

$252

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/16

12:31 pm-8:09 pm

1 stop6h 38m

Islip Long Island

Sat 1/17

8:00 am-2:39 pm

1 stop7h 39m

$280

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/16

12:31 pm-8:09 pm

1 stop6h 38m

Islip Long Island

Sun 1/18

9:52 am-7:51 pm

1 stop10h 59m

$291

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/18

11:28 am-12:42 pm

1 stop24h 14m

Islip Long Island

Mon 12/22

2:04 pm-5:51 pm

1 stop28h 47m

$294

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 3/11

5:08 pm-7:11 pm

1 stop25h 03m

Islip Long Island

Sat 3/14

6:00 am-11:03 pm

1 stop18h 03m

$317

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 2/27

7:00 am-4:06 pm

1 stop8h 06m

Islip Long Island

Sat 2/28

3:10 pm-12:51 pm

1 stop22h 41m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Islip, New York

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Islip, New York?

The cheapest day to depart from Chicago to Islip, New York is on a Thursday. Travelers who choose to depart for Islip, New York on a Thursday will often find tickets for as low as $223. The most expensive day to fly to Islip, New York is Wednesday, with ticket prices averaging around $416.

What is the cheapest time of day to depart on your flight to Islip, New York?

Flying to Islip, New York from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $141 when looking at flights departing at noon. Flights to Islip, New York are more costly in the morning, with an average ticket price of $369. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago to Islip, New York

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Islip, New York according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Islip, New York (CHI to ISP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Islip, New York

Fastest flight time	6h 59m
Direct flights	None

The fastest flight from Chicago to Islip, New York takes 6h 59m

There are no direct flights from Chicago to Islip, New York. There are no popular flight routes from Chicago to Islip, New York.

Search flight deals

How far is Chicago to Islip Long Island by plane?
The distance between Chicago and Islip Long Island is about 751.1 mi. By plane, this route typically takes 6h 38m.
When did momondo last update prices for flights from Chicago to Islip Long Island Airport?
Prices for flights from Chicago to Islip Long Island Airport refresh daily.
How old do you have to be to fly from Chicago to Islip Long Island Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Islip Long Island Airport.
What documentation or ID do you need to fly to Islip Long Island Airport?
The travel and health documents you'll need for your trip to Islip Long Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Islip Long Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Islip, New York?
momondo data reveals that the most frequently booked airline on the route from Chicago to Islip, New York is Southwest, representing 100% of all bookings.

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Amagansett

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Why should I use momondo to find a flight deal from Chicago to Islip?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Islip. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Islip with flexible booking policies on momondo?

All flight searches from Chicago to Islip on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Islip?

Once all potential Chicago to Islip flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Islip right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Islip now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Islip and let you know when they change.