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Islip

$83+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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1. Tell us where you want to go

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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 April 1, 2026.

This Expedia deal was found by Cheapflights users on 3/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:32 am
ORD
-
ISP
1 stop13h 25m
Frontier
Tue 4/75:43 pm
ISP
-
ORD
1 stop6h 53m
Frontier
Deal found 3/30$295
This Frontier deal was found by Cheapflights users on 3/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:32 am
ORD
-
ISP
1 stop13h 25m
Frontier
Sat 4/1111:15 am
ISP
-
ORD
1 stop13h 21m
Frontier
Deal found 3/28$305
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/1510:31 am
ORD
-
ISP
1 stop22h 02m
Multiple Airlines
Sun 4/194:07 pm
ISP
-
ORD
2 stops43h 16m
Multiple Airlines
Deal found 3/31$306
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/206:30 am
ORD
-
ISP
1 stop27h 44m
Multiple Airlines
Thu 4/238:31 pm
ISP
-
ORD
1 stop28h 56m
Multiple Airlines
Deal found 3/30$337
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/185:30 pm
ORD
-
ISP
1 stop15h 33m
Frontier
Tue 6/234:41 pm
ISP
-
ORD
2 stops28h 14m
Frontier
Deal found 3/28$378
This Southwest deal was found by Cheapflights users on 3/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
ORD
-
ISP
1 stop8h 45m
Southwest
Mon 4/206:00 am
ISP
-
ORD
2 stops7h 50m
Southwest
Deal found 3/28$380
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:27 am
ORD
-
ISP
2 stops28h 20m
Multiple Airlines
Sun 8/3010:48 am
ISP
-
ORD
1 stop12h 39m
Multiple Airlines
Deal found 3/28$390
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/811:25 am
ORD
-
ISP
1 stop8h 27m
Multiple Airlines
Sat 4/115:45 am
ISP
-
ORD
1 stop13h 41m
Multiple Airlines
Deal found 3/30$395
This Expedia deal was found by Cheapflights users on 3/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/194:57 pm
ORD
-
ISP
1 stop15h 16m
Multiple Airlines
Tue 4/215:15 pm
ISP
-
ORD
2 stops15h 26m
Multiple Airlines
Deal found 3/27$397

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 April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(Expedia)

One-way from

$83
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$201
Provider with most accurate pricing for Chicago O'Hare Intl-Islip Long Island flight deals.
Search Deals
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
Search Deals
One-way flight from Chicago O'Hare Intl to Islip Long Island
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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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 April 1, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Islip that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 4/4

9:32 am-11:57 pm

1 stop13h 25m

Islip Long Island

Tue 4/7

5:43 pm-11:36 pm

1 stop6h 53m

$295

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 4/4

9:32 am-11:57 pm

1 stop13h 25m

Islip Long Island

Sat 4/11

11:15 am-11:36 pm

1 stop13h 21m

$305

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 4/15

10:31 am-9:33 am

1 stop22h 02m

Islip Long Island

Sun 4/19

4:07 pm-10:23 am

2 stops43h 16m

$306

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 4/10

11:55 am-11:10 am

1 stop22h 15m

Islip Long Island

Sat 4/25

11:50 am-11:07 pm

2 stops12h 17m

$367

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/20

6:30 am-11:14 am

1 stop27h 44m

Islip Long Island

Thu 4/23

8:31 pm-11:32 am

2 stops16h 01m

$367

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 4/18

6:00 am-3:45 pm

1 stop8h 45m

Islip Long Island

Mon 4/20

6:00 am-12:50 pm

2 stops7h 50m

$380

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 4/8

4:21 pm-6:46 pm

2 stops25h 25m

Islip Long Island

Sat 4/11

5:45 am-6:26 pm

1 stop13h 41m

$431
Quickest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 5/21

3:05 pm-10:30 pm

1 stop6h 25m

Islip Long Island

Sun 5/24

6:05 am-1:55 pm

2 stops8h 50m

$452

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/25

5:30 pm-10:03 am

1 stop15h 33m

Islip Long Island

Sun 6/28

7:49 pm-7:55 pm

2 stops25h 06m

$460
Cheapest one-way

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 5/4

7:33 pm-10:05 am

3 stops37h 32m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Islip, New York flight deals on Cheapflights vs. FlightHub >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 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, 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 $34). Flying from Chicago O'Hare Intl Airport to Islip, New York in July is currently the most expensive (average of $102). 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 13h 25m. Frontier provides one of the quickest options available for as low as $295. 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 $34). Flying from Chicago O'Hare Intl Airport to Islip, New York in July is currently the most expensive (average of $102). 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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