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

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.

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.

$61 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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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:26 pm - 7:34 pmORD-ISP

28h 08m1 stop

6:00 am - 10:18 amISP-ORD

29h 18m1 stop

$170Frontier

Find Deal

Mon, Dec 15 - Wed, Dec 17

2:26 pm - 9:13 amORD-ISP

17h 47m1 stop

6:00 am - 10:18 amISP-ORD

29h 18m1 stop

$230Frontier

Find Deal

Fri, Dec 12 - Wed, Dec 17

6:15 pm - 8:02 amORD-ISP

12h 47m1 stop

8:29 pm - 4:03 pmISP-ORD

20h 34m1 stop

$249Multiple Airlines

Find Deal

Fri, Nov 28 - Tue, Dec 2

6:23 pm - 10:37 amORD-ISP

15h 14m1 stop

9:02 am - 3:12 pmISP-ORD

31h 10m2 stops

$250Frontier

Find Deal

Thu, Nov 27 - Mon, Dec 1

6:48 am - 8:02 amORD-ISP

24h 14m1 stop

8:29 pm - 2:31 pmISP-ORD

19h 02m2 stops

$257Multiple Airlines

Find Deal

Fri, Nov 28 - Tue, Dec 2

6:15 pm - 10:18 amORD-ISP

15h 03m1 stop

10:02 am - 12:08 amISP-ORD

15h 06m2 stops

$271Frontier

Find Deal

Mon, Nov 24 - Thu, Nov 27

6:48 am - 10:18 amORD-ISP

26h 30m1 stop

10:02 am - 5:11 pmISP-ORD

8h 09m1 stop

$283Multiple Airlines

Find Deal

Mon, Nov 24 - Thu, Nov 27

2:26 pm - 9:13 amORD-ISP

17h 47m1 stop

4:05 pm - 4:08 pmISP-ORD

25h 03m1 stop

$300Frontier

Find Deal

Fri, Dec 5 - Sat, Dec 6

2:26 pm - 9:13 amORD-ISP

17h 47m1 stop

4:05 pm - 4:08 pmISP-ORD

25h 03m1 stop

$310Frontier

Find Deal

Fri, Dec 5 - Sat, Dec 6

6:35 pm - 8:14 pmORD-ISP

24h 39m2 stops

10:02 am - 12:08 amISP-ORD

15h 06m2 stops

$319Frontier

Find Deal

Mon, Nov 24 - Thu, Nov 27

Frontier flights from Chicago to Islip, New York

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

Frontier

Dec 15

ORD2:26 pmChicago O'Hare Intl

28h 08m

1 stop

ISP7:34 pmIslip Long Island

Dec 17

ISP6:00 amIslip Long Island

29h 18m

1 stop

ORD10:18 amChicago O'Hare Intl

$170

Find similar

Frontier

Dec 12

ORD2:26 pmChicago O'Hare Intl

17h 47m

1 stop

ISP9:13 amIslip Long Island

Dec 17

ISP6:00 amIslip Long Island

29h 18m

1 stop

ORD10:18 amChicago O'Hare Intl

$230

Find similar

Frontier

Nov 27

ORD6:23 pmChicago O'Hare Intl

15h 14m

1 stop

ISP10:37 amIslip Long Island

Dec 1

ISP9:02 amIslip Long Island

31h 10m

2 stops

ORD3:12 pmChicago O'Hare Intl

$250

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/15

2:26 pm-7:34 pm

1 stop28h 08m

Islip Long Island

Wed 12/17

6:00 am-10:18 am

1 stop29h 18m

$170

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/12

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Wed 12/17

6:00 am-10:18 am

1 stop29h 18m

$230

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 11/28

6:15 pm-8:02 am

1 stop12h 47m

Islip Long Island

Tue 12/2

8:29 pm-4:03 pm

1 stop20h 34m

$249

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/27

6:23 pm-10:37 am

1 stop15h 14m

Islip Long Island

Mon 12/1

9:02 am-3:12 pm

2 stops31h 10m

$250

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 11/28

6:48 am-8:02 am

1 stop24h 14m

Islip Long Island

Tue 12/2

8:29 pm-2:31 pm

2 stops19h 02m

$257

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 11/24

6:15 pm-10:18 am

1 stop15h 03m

Islip Long Island

Thu 11/27

10:02 am-12:08 am

2 stops15h 06m

$271

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 11/24

6:48 am-10:18 am

1 stop26h 30m

Islip Long Island

Thu 11/27

10:02 am-5:11 pm

1 stop8h 09m

$283

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/5

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Sat 12/6

4:05 pm-4:08 pm

1 stop25h 03m

$300

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/5

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Sat 12/6

4:05 pm-4:08 pm

1 stop25h 03m

$310

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 11/24

6:35 pm-8:14 pm

2 stops24h 39m

Islip Long Island

Thu 11/27

10:02 am-12:08 am

2 stops15h 06m

$319

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.

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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 30m.
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.