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Islip

$121+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Jun 14 — Jun 211
Sun 6/14
Sun 6/21
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 May 15, 2026.

This Booking.com deal was found by Cheapflights users on 5/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:30 pm
ORD
-
ISP
1 stop15h 33m
Frontier
Mon 8/3110:48 am
ISP
-
ORD
1 stop13h 26m
Frontier
Deal found 5/10$261
This CheapOair deal was found by Cheapflights users on 5/13. 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 7/75:13 pm
ORD
-
ISP
1 stop15h 45m
Frontier
Thu 7/910:48 am
ISP
-
ORD
1 stop13h 17m
Frontier
Deal found 5/13$270
This Frontier deal was found by Cheapflights users on 5/15. 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.
Wed 10/216:05 am
ORD
-
ISP
1 stop7h 58m
Frontier
Wed 11/43:43 pm
ISP
-
ORD
1 stop9h 07m
Frontier
Deal found 5/15$273
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/184:59 pm
ORD
-
ISP
1 stop26h 58m
Frontier
Sun 6/219:52 pm
ISP
-
ORD
1 stop12h 29m
Frontier
Deal found 5/14$328
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:11 pm
ORD
-
ISP
1 stop16h 04m
Frontier
Mon 6/811:00 am
ISP
-
ORD
1 stop13h 13m
Frontier
Deal found 5/15$352
This Expedia deal was found by Cheapflights users on 5/13. 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.
Thu 7/305:13 pm
ORD
-
ISP
1 stop15h 45m
Multiple Airlines
Tue 8/45:00 pm
ISP
-
ORD
1 stop7h 44m
Multiple Airlines
Deal found 5/13$357
This Booking.com deal was found by Cheapflights users on 5/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:13 pm
ORD
-
ISP
1 stop15h 45m
Frontier
Mon 8/1010:48 am
ISP
-
ORD
1 stop13h 17m
Frontier
Deal found 5/12$391
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 6/94:59 pm
ORD
-
ISP
1 stop26h 58m
Multiple Airlines
Tue 6/167:18 pm
ISP
-
ORD
2 stops25h 32m
Multiple Airlines
Deal found 5/12$405
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/174:59 pm
ORD
-
ISP
1 stop26h 58m
Frontier
Mon 6/229:52 pm
ISP
-
ORD
2 stops22h 58m
Frontier
Deal found 5/13$412

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 May 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Booking.com)

One-way from

$121
(CheapOair)

Popular in

June

Cheapest in

January

Average price

$228
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
Search Deals
One-way flight from Chicago O'Hare Intl to Islip Long Island
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 15, 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

Fri 6/5

5:11 pm-10:15 am

1 stop16h 04m

Islip Long Island

Mon 6/8

11:00 am-11:13 pm

1 stop13h 13m

$352

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 6/19

10:16 am-8:57 pm

1 stop9h 41m

Islip Long Island

Sun 6/21

9:52 pm-9:21 am

1 stop12h 29m

$438

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/1

2:35 pm-10:56 pm

1 stop7h 21m

Islip Long Island

Wed 9/2

6:00 am-1:39 pm

1 stop8h 39m

$445

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 8/25

2:35 pm-10:56 pm

1 stop7h 21m

Islip Long Island

Wed 8/26

6:00 am-1:39 pm

1 stop8h 39m

$445

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 6/19

8:00 pm-11:17 am

2 stops14h 17m

Islip Long Island

Sun 6/21

9:52 pm-9:21 am

1 stop12h 29m

$484

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 5/29

3:05 pm-10:30 pm

1 stop6h 25m

Islip Long Island

Sun 5/31

1:50 pm-9:55 pm

1 stop9h 05m

$487

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/18

6:55 am-8:57 pm

2 stops13h 02m

Islip Long Island

Sun 6/21

9:52 pm-9:21 am

1 stop12h 29m

$488

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 5/26

11:55 am-10:10 pm

2 stops9h 15m

Islip Long Island

Fri 5/29

6:50 am-2:20 pm

1 stop8h 30m

$492
Quickest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 7/30

2:35 pm-10:56 pm

1 stop7h 21m

Islip Long Island

Tue 8/4

5:00 pm-11:44 pm

1 stop7h 44m

$499
Cheapest one-way

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 6/29

10:16 am-8:57 pm

1 stop9h 41m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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, 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.

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 7h 21m. Frontier provides one of the quickest options available for as low as $445. The distance from Chicago O'Hare Intl Airport to Islip, New York is about 770 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

See more FAQs

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