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Islip

$127+ Cheap flights from O'Hare Intl (ORD) to Islip, NY (ISP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Islip

Cheapest flights from O'Hare Intl to Islip
Explore the most affordable flight options available from O'Hare Intl to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2025.

This Southwest deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:00 pmORD - ISP
1 stop9h 10mSouthwest
Wed 1/79:15 amISP - ORD
1 stop13h 35mSouthwest
Deal found 12/29$822
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:12 amORD - ISP
1 stop29h 25mFrontier
Mon 1/52:04 pmISP - ORD
1 stop27h 15mFrontier
Deal found 12/29$991
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:12 amORD - ISP
1 stop29h 25mFrontier
Thu 1/112:20 pmISP - ORD
1 stop21h 32mFrontier
Deal found 12/29$1,101
This CheapOair deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:31 amORD - ISP
1 stop13h 28mFrontier
Sun 1/48:24 pmISP - ORD
1 stop13h 23mFrontier
Deal found 12/28$1,151

Find flight deals from O'Hare Intl to Islip

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Islip (ISP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$176
(Kiwi.com)

One-way from

$127
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$239
Provider with most accurate pricing for Chicago O'Hare Intl-Islip Long Island flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Islip Long Island flights.
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From Chicago O'Hare Intl to Islip Long Island
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One-way flight from Chicago O'Hare Intl to Islip Long Island
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Islip that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Islip that are best for you.

Fly from

O'Hare Intl

Fly to

Islip

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 1/13

8:08 pm-11:10 am

2 stops14h 02m

Islip Long Island

Sat 1/17

11:50 am-1:13 pm

1 stop26h 23m

$183

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/30

11:45 am-8:47 pm

1 stop8h 02m

Islip Long Island

Sun 2/1

9:25 am-10:41 am

1 stop26h 16m

$201

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/23

11:45 am-8:47 pm

1 stop8h 02m

Islip Long Island

Sun 1/25

9:25 am-10:41 am

1 stop26h 16m

$221

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 2/1

7:21 pm-6:40 pm

1 stop22h 19m

Islip Long Island

Fri 2/6

9:43 pm-2:17 pm

2 stops17h 34m

$245

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 2/27

3:11 pm-7:28 pm

1 stop27h 17m

Islip Long Island

Thu 3/5

3:34 pm-3:28 pm

1 stop24h 54m

$251

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 2/28

8:15 am-7:48 am

1 stop22h 33m

Islip Long Island

Mon 3/2

3:34 pm-11:15 pm

1 stop8h 41m

$291

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 3/6

8:39 pm-9:48 am

1 stop12h 09m

Islip Long Island

Sun 3/8

5:08 pm-11:38 pm

1 stop7h 30m

$300

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 2/26

12:15 pm-4:12 pm

1 stop26h 57m

Islip Long Island

Sat 3/14

10:43 am-11:45 pm

1 stop14h 02m

$301

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 2/26

12:15 pm-4:12 pm

1 stop26h 57m

Islip Long Island

Sun 3/1

5:07 pm-9:34 pm

1 stop29h 27m

$341

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 3/26

9:47 pm-9:48 am

1 stop11h 01m

Islip Long Island

Mon 3/30

10:43 am-11:45 pm

1 stop14h 02m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 18 results
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Compare providers for flights from O'Hare Intl to Islip

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Islip in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Islip, New York flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Islip, New York flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Islip, New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Islip, New York flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Islip, New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Islip

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Islip, New York?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Islip, New York (average of $37). Flying from Chicago O'Hare Intl Airport to Islip, New York in July is currently the most expensive (average of $104). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Islip from Chicago O'Hare Intl?

    Most people fly into Islip Long Island (ISP) if they book a flight to Islip from Chicago O'Hare Intl. On average, Long Island has 0 inbound flights from Chicago O'Hare Intl per day from 0 airlines. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

  • How long is the flight from Chicago O'Hare Intl Airport to Islip, New York?

    A quick flight from Chicago O'Hare Intl Airport to Islip, New York can take about 31h 42m. Frontier provides one of the quickest options available for as low as $176. The distance from Chicago O'Hare Intl Airport to Islip, New York is about 770 mi.

  • Can I find deals for flights from O'Hare Intl to Islip that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Islip flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Islip?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Islip.

  • Can I find deals for business class flights from O'Hare Intl to Islip?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Islip by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Islip, New York?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Islip, New York (average of $37). Flying from Chicago O'Hare Intl Airport to Islip, New York in July is currently the most expensive (average of $104). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for O'Hare Intl to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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