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

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.

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.

$88 Cheap Flights from Chicago to Islip in 2025/26

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8:30 am - 2:39 pm

ORD

ISP

29h 09m1 stop

5:07 pm - 9:40 pm

ISP

ORD

29h 33m1 stop

$163Frontier

mié., feb. 25 - sáb., feb. 28

8:39 pm - 9:48 am

ORD

ISP

12h 09m1 stop

1:42 pm - 11:38 pm

ISP

ORD

10h 56m1 stop

$198Frontier

vie., mar. 6 - lun., mar. 9

11:45 am - 8:47 pm

ORD

ISP

8h 02m1 stop

9:25 am - 10:41 am

ISP

ORD

26h 16m1 stop

$253Frontier

vie., ene. 30 - dom., feb. 1

9:47 am - 11:25 am

ORD

ISP

24h 38m1 stop

8:24 pm - 4:19 pm

ISP

ORD

20h 55m1 stop

$323Frontier

lun., dic. 29 - lun., ene. 5

4:00 pm - 11:59 pm

ORD

ISP

6h 59m1 stop

6:00 am - 1:08 pm

ISP

ORD

8h 08m1 stop

$391Frontier

sáb., mar. 7 - sáb., mar. 14

4:18 pm - 3:49 pm

ORD

ISP

22h 31m1 stop

10:43 am - 11:45 pm

ISP

ORD

14h 02m1 stop

$401Frontier

mié., mar. 18 - sáb., mar. 21

9:25 am - 8:40 am

ORD

ISP

22h 15m1 stop

9:25 am - 10:41 am

ISP

ORD

26h 16m1 stop

$403Frontier

sáb., ene. 31 - dom., feb. 8

10:12 am - 4:37 pm

ORD

ISP

29h 25m1 stop

2:04 pm - 4:19 pm

ISP

ORD

27h 15m1 stop

$422Frontier

mar., dic. 30 - lun., ene. 5

7:01 pm - 4:37 pm

ORD

ISP

20h 36m1 stop

8:24 pm - 10:24 pm

ISP

ORD

27h 00m2 stops

$433Multiple Airlines

mar., dic. 30 - dom., ene. 4

12:09 pm - 4:37 pm

ORD

ISP

27h 28m1 stop

8:24 pm - 2:21 pm

ISP

ORD

18h 57m1 stop

$462Multiple Airlines

mar., dic. 30 - lun., ene. 5

Frontier flights from Chicago to Islip, New York

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

Frontier

Feb 25

ORD8:30 amChicago O'Hare Intl

29h 09m

1 stop

ISP2:39 pmIslip Long Island

Feb 28

ISP5:07 pmIslip Long Island

29h 33m

1 stop

ORD9:40 pmChicago O'Hare Intl

$163

Find similar

Frontier

Mar 6

ORD8:39 pmChicago O'Hare Intl

12h 09m

1 stop

ISP9:48 amIslip Long Island

Mar 9

ISP1:42 pmIslip Long Island

10h 56m

1 stop

ORD11:38 pmChicago O'Hare Intl

$198

Find similar

Frontier

Jan 30

ORD11:45 amChicago O'Hare Intl

8h 02m

1 stop

ISP8:47 pmIslip Long Island

Feb 1

ISP9:25 amIslip Long Island

26h 16m

1 stop

ORD10:41 amChicago O'Hare Intl

$253

Find similar

Southwest flights from Chicago to Islip, New York

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

Southwest

Dec 30

ORD1:00 pmChicago O'Hare Intl

9h 55m

2 stops

ISP11:55 pmIslip Long Island

Jan 4

ISP5:40 amIslip Long Island

10h 45m

2 stops

ORD3:25 pmChicago O'Hare Intl

$491

Find similar

Southwest

Dec 30

ORD1:00 pmChicago O'Hare Intl

9h 10m

1 stop

ISP11:10 pmIslip Long Island

Jan 4

ISP6:55 amIslip Long Island

9h 30m

1 stop

ORD3:25 pmChicago O'Hare Intl

$493

Find similar

Southwest

Dec 30

ORD1:00 pmChicago O'Hare Intl

9h 55m

2 stops

ISP11:55 pmIslip Long Island

Jan 5

ISP10:55 amIslip Long Island

11h 55m

2 stops

ORD9:50 pmChicago O'Hare Intl

$503

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

mié. 2/25

8:30 am-2:39 pm

1 stop29h 09m

Islip Long Island

sáb. 2/28

5:07 pm-9:40 pm

1 stop29h 33m

$163

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

vie. 3/6

8:39 pm-9:48 am

1 stop12h 09m

Islip Long Island

lun. 3/9

1:42 pm-11:38 pm

1 stop10h 56m

$198

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

vie. 1/30

11:45 am-8:47 pm

1 stop8h 02m

Islip Long Island

dom. 2/1

9:25 am-10:41 am

1 stop26h 16m

$253

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

lun. 12/29

9:47 am-11:25 am

1 stop24h 38m

Islip Long Island

lun. 1/5

8:24 pm-4:19 pm

1 stop20h 55m

$323

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

sáb. 3/7

4:00 pm-11:59 pm

1 stop6h 59m

Islip Long Island

sáb. 3/14

6:00 am-1:08 pm

1 stop8h 08m

$391

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

mié. 3/18

4:18 pm-3:49 pm

1 stop22h 31m

Islip Long Island

sáb. 3/21

10:43 am-11:45 pm

1 stop14h 02m

$401

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

sáb. 1/31

9:25 am-8:40 am

1 stop22h 15m

Islip Long Island

dom. 2/8

9:25 am-10:41 am

1 stop26h 16m

$403

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

mar. 12/30

10:12 am-4:37 pm

1 stop29h 25m

Islip Long Island

lun. 1/5

2:04 pm-4:19 pm

1 stop27h 15m

$422

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

mar. 12/30

7:01 pm-4:37 pm

1 stop20h 36m

Islip Long Island

dom. 1/4

8:24 pm-10:24 pm

2 stops27h 00m

$433

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

mar. 12/30

12:09 pm-4:37 pm

1 stop27h 28m

Islip Long Island

lun. 1/5

8:24 pm-2:21 pm

1 stop18h 57m

$462

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 59m.
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.