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Islip

$86+ Cheap flights from O'Hare Intl (ORD) to Islip (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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Find 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 October 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:51 pmORD - ISP
1 stop13h 46mMultiple Airlines
Tue 11/46:27 pmISP - ORD
2 stops25h 07mMultiple Airlines
Deal found 10/16$185
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:48 amORD - ISP
1 stop25h 19mMultiple Airlines
Sat 11/228:47 amISP - ORD
1 stop14h 10mMultiple Airlines
Deal found 10/16$213
This Frontier deal was found by Cheapflights users on 10/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:25 amORD - ISP
1 stop11h 17mFrontier
Thu 11/2010:02 amISP - ORD
1 stop8h 11mFrontier
Deal found 10/14$217
This Frontier deal was found by Cheapflights users on 10/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:25 amORD - ISP
1 stop11h 17mFrontier
Sat 11/228:47 amISP - ORD
1 stop14h 10mFrontier
Deal found 10/14$315
This Southwest deal was found by Cheapflights users on 10/14. 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.
Wed 12/176:05 amORD - ISP
2 stops8h 00mSouthwest
Thu 1/155:55 amISP - ORD
2 stops9h 50mSouthwest
Deal found 10/14$323
This Southwest deal was found by Cheapflights users on 10/14. 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 12/1611:55 amORD - ISP
2 stops9h 10mSouthwest
Fri 1/165:55 amISP - ORD
2 stops9h 50mSouthwest
Deal found 10/14$344
This Southwest deal was found by Cheapflights users on 10/16. 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.
Wed 11/1911:55 amORD - ISP
2 stops9h 10mSouthwest
Sat 11/225:30 amISP - ORD
2 stops10h 55mSouthwest
Deal found 10/16$362
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:25 amORD - ISP
1 stop11h 15mMultiple Airlines
Tue 12/302:19 pmISP - ORD
2 stops20h 59mMultiple Airlines
Deal found 10/16$393
This Frontier deal was found by Cheapflights users on 10/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:37 pmORD - ISP
1 stop7h 22mFrontier
Sun 11/2311:03 amISP - ORD
1 stop7h 56mFrontier
Deal found 10/15$420
This Southwest deal was found by Cheapflights users on 10/16. 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.
Mon 12/221:00 pmORD - ISP
2 stops9h 55mSouthwest
Tue 12/3012:40 pmISP - ORD
2 stops10h 10mSouthwest
Deal found 10/16$427

Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$185
(Kiwi.com)

One-way from

$86
(Frontier)

Popular in

December

Cheapest in

January

Average price

$201
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, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 16, 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

Fri 10/31

7:51 pm-10:37 am

1 stop13h 46m

Islip Long Island

Tue 11/4

6:27 pm-6:34 pm

2 stops25h 07m

$185

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 11/19

6:48 am-9:07 am

1 stop25h 19m

Islip Long Island

Sat 11/22

8:47 am-9:57 pm

1 stop14h 10m

$213

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

5:25 am-5:42 pm

1 stop11h 17m

Islip Long Island

Thu 11/20

10:02 am-5:13 pm

1 stop8h 11m

$217

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

5:25 am-5:42 pm

1 stop11h 17m

Islip Long Island

Sat 11/22

8:47 am-9:57 pm

1 stop14h 10m

$315

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 12/17

6:05 am-3:05 pm

2 stops8h 00m

Islip Long Island

Thu 1/15

5:55 am-2:45 pm

2 stops9h 50m

$323

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 12/16

11:55 am-10:05 pm

2 stops9h 10m

Islip Long Island

Fri 1/16

5:55 am-2:45 pm

2 stops9h 50m

$344

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 11/19

11:55 am-10:05 pm

2 stops9h 10m

Islip Long Island

Sat 11/22

5:30 am-3:25 pm

2 stops10h 55m

$362

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/22

7:25 am-7:40 pm

1 stop11h 15m

Islip Long Island

Tue 12/30

2:19 pm-10:18 am

2 stops20h 59m

$393

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

3:37 pm-11:59 pm

1 stop7h 22m

Islip Long Island

Sun 11/23

11:03 am-5:59 pm

1 stop7h 56m

$420

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/22

1:00 pm-11:55 pm

2 stops9h 55m

Islip Long Island

Tue 12/30

12:40 pm-9:50 pm

2 stops10h 10m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

Showing 1-10 of 21 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars

*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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Islip flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Islip 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 flights, Cheapflights users trust FlightHub the most. FlightHub 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 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?

Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Islip (average of $70). Flying from Chicago O'Hare Intl Airport to Islip 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.

What is the cheapest time of day to fly from ORD to ISP?

Find hourly flight availability from O'Hare Intl to Islip. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to Islip is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 73% on airfare.

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?

    Departing from Chicago O'Hare Intl Airport to Islip will take you 11h 17m. The distance between Chicago O'Hare Intl Airport and Islip 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?

    Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Islip (average of $70). Flying from Chicago O'Hare Intl Airport to Islip 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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