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 36% 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 and Southwest are the most popular carriers 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.

$106 Cheap Flights from Chicago to Islip in 2025/26

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to New York

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:44 am - 11:59 pmORD-ISP

35h 15m2 stops

8:29 pm - 9:48 pmISP-ORD

26h 19m1 stop

$179Multiple Airlines

Find Deal

Thu, Dec 4 - Tue, Dec 9

11:44 am - 7:34 pmORD-ISP

30h 50m2 stops

10:19 am - 9:48 pmISP-ORD

12h 29m1 stop

$231Multiple Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

3:55 pm - 6:38 pmORD-ISP

25h 43m1 stop

9:25 am - 10:41 amISP-ORD

26h 16m1 stop

$250Frontier

Find Deal

Thu, Feb 5 - Sun, Feb 8

12:09 pm - 7:34 pmORD-ISP

30h 25m1 stop

8:29 pm - 9:48 pmISP-ORD

26h 19m1 stop

$251Multiple Airlines

Find Deal

Thu, Dec 4 - Tue, Dec 9

2:26 pm - 10:20 amORD-ISP

18h 54m1 stop

10:19 am - 1:31 pmISP-ORD

28h 12m1 stop

$270Frontier

Find Deal

Sat, Dec 6 - Sat, Dec 13

12:25 pm - 11:59 pmORD-ISP

10h 34m1 stop

8:46 pm - 7:17 pmISP-ORD

23h 31m1 stop

$280Frontier

Find Deal

Mon, Jan 5 - Thu, Jan 8

12:09 pm - 7:34 pmORD-ISP

30h 25m1 stop

10:19 am - 9:48 pmISP-ORD

12h 29m1 stop

$311Multiple Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

6:15 pm - 7:34 pmORD-ISP

24h 19m1 stop

8:29 pm - 2:21 pmISP-ORD

18h 52m1 stop

$317Multiple Airlines

Find Deal

Mon, Dec 1 - Fri, Dec 5

6:15 pm - 7:34 pmORD-ISP

24h 19m1 stop

8:29 pm - 11:08 amISP-ORD

15h 39m2 stops

$332Multiple Airlines

Find Deal

Mon, Dec 1 - Fri, Dec 5

7:00 am - 4:06 pmORD-ISP

8h 06m1 stop

7:41 pm - 2:19 pmISP-ORD

19h 38m1 stop

$336Frontier

Find Deal

Sun, Mar 1 - Wed, Mar 4

Frontier flights from Chicago to Islip, New York

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

Frontier

Dec 4

ORD5:05 amChicago O'Hare Intl

37h 29m

2 stops

ISP7:34 pmIslip Long Island

Dec 6

ISP10:19 amIslip Long Island

13h 05m

2 stops

ORD10:24 pmChicago O'Hare Intl

$197

Find similar

Frontier

Feb 5

ORD3:55 pmChicago O'Hare Intl

25h 43m

1 stop

ISP6:38 pmIslip Long Island

Feb 8

ISP9:25 amIslip Long Island

26h 16m

1 stop

ORD10:41 amChicago O'Hare Intl

$250

Find similar

Frontier

Dec 6

ORD2:26 pmChicago O'Hare Intl

18h 54m

1 stop

ISP10:20 amIslip Long Island

Dec 13

ISP10:19 amIslip Long Island

28h 12m

1 stop

ORD1:31 pmChicago O'Hare Intl

$270

Find similar

Southwest flights from Chicago to Islip, New York

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

Southwest

Mar 16

ORD2:40 pmChicago O'Hare Intl

8h 15m

2 stops

ISP11:55 pmIslip Long Island

Mar 20

ISP12:15 pmIslip Long Island

7h 20m

1 stop

ORD6:35 pmChicago O'Hare Intl

$412

Find similar

Southwest

Mar 16

ORD2:40 pmChicago O'Hare Intl

8h 15m

2 stops

ISP11:55 pmIslip Long Island

Mar 20

ISP6:00 amIslip Long Island

11h 10m

2 stops

ORD4:10 pmChicago O'Hare Intl

$417

Find similar

Southwest

Mar 14

ORD6:00 amChicago O'Hare Intl

6h 45m

1 stop

ISP1:45 pmIslip Long Island

Mar 20

ISP12:15 pmIslip Long Island

7h 20m

1 stop

ORD6:35 pmChicago O'Hare Intl

$427

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

11:44 am-11:59 pm

2 stops35h 15m

Islip Long Island

Tue 12/9

8:29 pm-9:48 pm

1 stop26h 19m

$179

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

11:44 am-7:34 pm

2 stops30h 50m

Islip Long Island

Mon 12/8

10:19 am-9:48 pm

1 stop12h 29m

$231

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 2/5

3:55 pm-6:38 pm

1 stop25h 43m

Islip Long Island

Sun 2/8

9:25 am-10:41 am

1 stop26h 16m

$250

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

12:09 pm-7:34 pm

1 stop30h 25m

Islip Long Island

Tue 12/9

8:29 pm-9:48 pm

1 stop26h 19m

$251

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 12/6

2:26 pm-10:20 am

1 stop18h 54m

Islip Long Island

Sat 12/13

10:19 am-1:31 pm

1 stop28h 12m

$270

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 1/5

12:25 pm-11:59 pm

1 stop10h 34m

Islip Long Island

Thu 1/8

8:46 pm-7:17 pm

1 stop23h 31m

$280

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

12:09 pm-7:34 pm

1 stop30h 25m

Islip Long Island

Mon 12/8

10:19 am-9:48 pm

1 stop12h 29m

$311

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/1

6:15 pm-7:34 pm

1 stop24h 19m

Islip Long Island

Fri 12/5

8:29 pm-2:21 pm

1 stop18h 52m

$317

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/1

6:15 pm-7:34 pm

1 stop24h 19m

Islip Long Island

Fri 12/5

8:29 pm-11:08 am

2 stops15h 39m

$332

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 3/1

7:00 am-4:06 pm

1 stop8h 06m

Islip Long Island

Wed 3/4

7:41 pm-2:19 pm

1 stop19h 38m

$336

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

Direct flights	None

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 45m.
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

Why use momondo?

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.