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 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.

$101 Cheap Flights from Chicago to Islip in 2025/26

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3:37 pm - 11:59 pmORD-ISP

7h 22m1 stop

9:02 am - 5:15 pmISP-ORD

9h 13m1 stop

$163Frontier

Find Deal

Thu, Nov 20 - Mon, Nov 24

12:29 pm - 10:37 amORD-ISP

21h 08m2 stops

9:02 am - 4:03 pmISP-ORD

8h 01m1 stop

$182Multiple Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

12:29 pm - 8:02 amORD-ISP

42h 33m2 stops

9:02 am - 5:15 pmISP-ORD

9h 13m1 stop

$188Frontier

Find Deal

Thu, Nov 20 - Mon, Nov 24

2:26 pm - 10:20 amORD-ISP

18h 54m1 stop

8:35 pm - 8:47 amISP-ORD

13h 12m1 stop

$220Frontier

Find Deal

Sat, Dec 13 - Sun, Dec 21

9:14 pm - 9:13 amORD-ISP

34h 59m2 stops

6:00 am - 9:48 pmISP-ORD

16h 48m1 stop

$225Multiple Airlines

Find Deal

Thu, Dec 4 - Wed, Dec 10

6:48 am - 10:37 amORD-ISP

26h 49m1 stop

9:02 am - 4:03 pmISP-ORD

8h 01m1 stop

$227Multiple Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

11:55 am - 10:05 pmORD-ISP

9h 10m2 stops

5:40 am - 2:45 pmISP-ORD

10h 05m2 stops

$347Southwest

Find Deal

Thu, Dec 4 - Wed, Dec 10

6:05 am - 10:05 pmORD-ISP

15h 00m2 stops

1:40 pm - 9:50 pmISP-ORD

9h 10m2 stops

$494Southwest

Find Deal

Thu, Nov 20 - Mon, Nov 24

1:00 pm - 11:55 pmORD-ISP

9h 55m2 stops

5:30 am - 3:25 pmISP-ORD

10h 55m2 stops

$554Southwest

Find Deal

Sat, Dec 20 - Sat, Jan 3

1:00 pm - 10:50 pmORD-ISP

8h 50m1 stop

5:30 am - 3:25 pmISP-ORD

10h 55m2 stops

$595Southwest

Find Deal

Sat, Dec 20 - Sat, Jan 3

Frontier flights from Chicago to Islip, New York

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

Frontier

Nov 20

ORD3:37 pmChicago O'Hare Intl

7h 22m

1 stop

ISP11:59 pmIslip Long Island

Nov 24

ISP9:02 amIslip Long Island

9h 13m

1 stop

ORD5:15 pmChicago O'Hare Intl

$163

Find similar

Frontier

Nov 20

ORD12:29 pmChicago O'Hare Intl

42h 33m

2 stops

ISP8:02 amIslip Long Island

Nov 24

ISP9:02 amIslip Long Island

9h 13m

1 stop

ORD5:15 pmChicago O'Hare Intl

$188

Find similar

Frontier

Dec 13

ORD2:26 pmChicago O'Hare Intl

18h 54m

1 stop

ISP10:20 amIslip Long Island

Dec 21

ISP8:35 pmIslip Long Island

13h 12m

1 stop

ORD8:47 amChicago O'Hare Intl

$220

Find similar

Southwest flights from Chicago to Islip, New York

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

Southwest

Dec 4

ORD11:55 amChicago O'Hare Intl

9h 10m

2 stops

ISP10:05 pmIslip Long Island

Dec 10

ISP5:40 amIslip Long Island

10h 05m

2 stops

ORD2:45 pmChicago O'Hare Intl

$347

Find similar

Southwest

Nov 20

ORD6:05 amChicago O'Hare Intl

15h 00m

2 stops

ISP10:05 pmIslip Long Island

Nov 24

ISP1:40 pmIslip Long Island

9h 10m

2 stops

ORD9:50 pmChicago O'Hare Intl

$494

Find similar

Southwest

Dec 20

ORD1:00 pmChicago O'Hare Intl

9h 55m

2 stops

ISP11:55 pmIslip Long Island

Jan 3

ISP5:30 amIslip Long Island

10h 55m

2 stops

ORD3:25 pmChicago O'Hare Intl

$554

Find similar

Fly from

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Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

3:37 pm-11:59 pm

1 stop7h 22m

Islip Long Island

Mon 11/24

9:02 am-5:15 pm

1 stop9h 13m

$163

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

12:29 pm-10:37 am

2 stops21h 08m

Islip Long Island

Mon 11/24

9:02 am-4:03 pm

1 stop8h 01m

$182

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

12:29 pm-8:02 am

2 stops42h 33m

Islip Long Island

Mon 11/24

9:02 am-5:15 pm

1 stop9h 13m

$188

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 12/13

2:26 pm-10:20 am

1 stop18h 54m

Islip Long Island

Sun 12/21

8:35 pm-8:47 am

1 stop13h 12m

$220

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

9:14 pm-9:13 am

2 stops34h 59m

Islip Long Island

Wed 12/10

6:00 am-9:48 pm

1 stop16h 48m

$225

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

6:48 am-10:37 am

1 stop26h 49m

Islip Long Island

Mon 11/24

9:02 am-4:03 pm

1 stop8h 01m

$227

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

11:55 am-10:05 pm

2 stops9h 10m

Islip Long Island

Wed 12/10

5:40 am-2:45 pm

2 stops10h 05m

$347

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

6:05 am-10:05 pm

2 stops15h 00m

Islip Long Island

Mon 11/24

1:40 pm-9:50 pm

2 stops9h 10m

$494

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 12/20

1:00 pm-11:55 pm

2 stops9h 55m

Islip Long Island

Sat 1/3

5:30 am-3:25 pm

2 stops10h 55m

$554

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 12/20

1:00 pm-10:50 pm

1 stop8h 50m

Islip Long Island

Sat 1/3

5:30 am-3:25 pm

2 stops10h 55m

$595

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 7h 22m.
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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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.