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 38% 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.

$90 Cheap Flights from Chicago to Islip in 2025/26

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Find the cheapest flights from Chicago to New York

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3:49 pm - 8:55 am

ORD

ISP

16h 06m1 stop

7:43 pm - 10:35 am

ISP

ORD

15h 52m1 stop

$201Frontier

Sat, Jan 17 - Thu, Jan 22

12:15 pm - 9:48 am

ORD

ISP

20h 33m1 stop

5:08 pm - 3:28 pm

ISP

ORD

23h 20m1 stop

$251Frontier

Thu, Mar 5 - Sun, Mar 8

7:00 am - 6:40 pm

ORD

ISP

10h 40m1 stop

8:45 pm - 3:21 pm

ISP

ORD

19h 36m2 stops

$281Multiple Airlines

Fri, Jan 16 - Sun, Jan 18

12:31 pm - 8:09 pm

ORD

ISP

6h 38m1 stop

9:52 am - 7:51 pm

ISP

ORD

10h 59m1 stop

$282Frontier

Fri, Jan 16 - Sun, Jan 18

8:15 am - 7:28 pm

ORD

ISP

10h 13m1 stop

8:01 pm - 8:31 pm

ISP

ORD

25h 30m1 stop

$343Frontier

Sat, Feb 14 - Sun, Feb 15

3:05 pm - 10:30 pm

ORD

ISP

6h 25m1 stop

4:25 pm - 9:55 pm

ISP

ORD

6h 30m1 stop

$387Southwest

Mon, Apr 20 - Sat, Apr 25

2:40 pm - 11:30 pm

ORD

ISP

7h 50m2 stops

5:30 am - 1:10 pm

ISP

ORD

8h 40m1 stop

$392Southwest

Mon, Apr 20 - Sat, Apr 25

2:40 pm - 11:30 pm

ORD

ISP

7h 50m2 stops

6:00 am - 3:30 pm

ISP

ORD

10h 30m2 stops

$397Southwest

Mon, Apr 20 - Sat, Apr 25

12:31 pm - 8:09 pm

ORD

ISP

6h 38m1 stop

8:00 am - 2:39 pm

ISP

ORD

7h 39m1 stop

$409Frontier

Fri, Jan 16 - Sat, Jan 17

3:20 pm - 11:40 pm

ORD

ISP

7h 20m1 stop

6:05 pm - 11:55 pm

ISP

ORD

6h 50m1 stop

$427Southwest

Thu, Jun 18 - Mon, Jun 22

Frontier flights from Chicago to Islip, New York

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

Frontier

Jan 17

ORD3:49 pmChicago O'Hare Intl

16h 06m

1 stop

ISP8:55 amIslip Long Island

Jan 22

ISP7:43 pmIslip Long Island

15h 52m

1 stop

ORD10:35 amChicago O'Hare Intl

$201

Find similar

Frontier

Jan 5

ORD12:25 pmChicago O'Hare Intl

10h 34m

1 stop

ISP11:59 pmIslip Long Island

Jan 10

ISP7:56 pmIslip Long Island

24h 21m

1 stop

ORD7:17 pmChicago O'Hare Intl

$234

Find similar

Frontier

Mar 5

ORD12:15 pmChicago O'Hare Intl

20h 33m

1 stop

ISP9:48 amIslip Long Island

Mar 8

ISP5:08 pmIslip Long Island

23h 20m

1 stop

ORD3:28 pmChicago O'Hare Intl

$251

Find similar

Southwest flights from Chicago to Islip, New York

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

Southwest

Apr 20

ORD3:05 pmChicago O'Hare Intl

6h 25m

1 stop

ISP10:30 pmIslip Long Island

Apr 25

ISP4:25 pmIslip Long Island

6h 30m

1 stop

ORD9:55 pmChicago O'Hare Intl

$387

Find similar

Southwest

Apr 20

ORD2:40 pmChicago O'Hare Intl

7h 50m

2 stops

ISP11:30 pmIslip Long Island

Apr 25

ISP5:30 amIslip Long Island

8h 40m

1 stop

ORD1:10 pmChicago O'Hare Intl

$392

Find similar

Southwest

Apr 20

ORD2:40 pmChicago O'Hare Intl

7h 50m

2 stops

ISP11:30 pmIslip Long Island

Apr 25

ISP6:00 amIslip Long Island

10h 30m

2 stops

ORD3:30 pmChicago O'Hare Intl

$397

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 1/17

3:49 pm-8:55 am

1 stop16h 06m

Islip Long Island

Thu 1/22

7:43 pm-10:35 am

1 stop15h 52m

$201

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 3/5

12:15 pm-9:48 am

1 stop20h 33m

Islip Long Island

Sun 3/8

5:08 pm-3:28 pm

1 stop23h 20m

$251

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/16

7:00 am-6:40 pm

1 stop10h 40m

Islip Long Island

Sun 1/18

8:45 pm-3:21 pm

2 stops19h 36m

$281

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

$282

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 2/14

8:15 am-7:28 pm

1 stop10h 13m

Islip Long Island

Sun 2/15

8:01 pm-8:31 pm

1 stop25h 30m

$343

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/20

3:05 pm-10:30 pm

1 stop6h 25m

Islip Long Island

Sat 4/25

4:25 pm-9:55 pm

1 stop6h 30m

$387

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/20

2:40 pm-11:30 pm

2 stops7h 50m

Islip Long Island

Sat 4/25

5:30 am-1:10 pm

1 stop8h 40m

$392

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/20

2:40 pm-11:30 pm

2 stops7h 50m

Islip Long Island

Sat 4/25

6:00 am-3:30 pm

2 stops10h 30m

$397

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

$409

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/18

3:20 pm-11:40 pm

1 stop7h 20m

Islip Long Island

Mon 6/22

6:05 pm-11:55 pm

1 stop6h 50m

$427

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 25m
Direct flights	None

The fastest flight from Chicago to Islip, New York takes 6h 25m

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 25m.
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.

Montauk

Riverhead

Sag Harbor

Southampton

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.