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Islip

$108+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
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 March 10, 2026.

This CheapOair deal was found by Cheapflights users on 3/8. 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.
Thu 5/1410:25 am
ORD
-
ISP
1 stop21h 48m
Frontier
Sun 5/174:07 pm
ISP
-
ORD
1 stop23h 10m
Frontier
Deal found 3/8$215
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/301:12 pm
ORD
-
ISP
2 stops19h 01m
Multiple Airlines
Mon 5/42:31 pm
ISP
-
ORD
1 stop9h 35m
Multiple Airlines
Deal found 3/6$234
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/231:12 pm
ORD
-
ISP
1 stop23h 19m
Multiple Airlines
Mon 4/278:31 pm
ISP
-
ORD
2 stops21h 29m
Multiple Airlines
Deal found 3/6$239
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/301:12 pm
ORD
-
ISP
2 stops19h 01m
Multiple Airlines
Sun 5/34:07 pm
ISP
-
ORD
1 stop17h 58m
Multiple Airlines
Deal found 3/6$240
This Orbitz deal was found by Cheapflights users on 3/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:14 pm
ORD
-
ISP
1 stop14h 54m
Frontier
Wed 5/2710:03 am
ISP
-
ORD
1 stop14h 38m
Frontier
Deal found 3/6$256
This Travelocity deal was found by Cheapflights users on 3/7. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:14 pm
ORD
-
ISP
1 stop14h 54m
Frontier
Fri 5/2910:03 am
ISP
-
ORD
1 stop14h 38m
Frontier
Deal found 3/7$270
This Kiwi.com deal was found by Cheapflights users on 3/7. 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 5/267:20 am
ORD
-
ISP
2 stops26h 57m
Multiple Airlines
Fri 5/2910:03 am
ISP
-
ORD
1 stop14h 04m
Multiple Airlines
Deal found 3/7$324
This Frontier deal was found by Cheapflights users on 3/6. 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.
Fri 3/68:39 pm
ORD
-
ISP
1 stop12h 09m
Frontier
Sun 3/85:08 pm
ISP
-
ORD
1 stop7h 30m
Frontier
Deal found 3/6$340
This Southwest deal was found by Cheapflights users on 3/9. 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 5/912:15 pm
ORD
-
ISP
1 stop9h 25m
Southwest
Tue 5/126:30 am
ISP
-
ORD
2 stops10h 35m
Southwest
Deal found 3/9$342

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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$215
(CheapOair)

One-way from

$108
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$243
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. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
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 March 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 March 10, 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 5/9

12:15 pm-10:40 pm

1 stop9h 25m

Islip Long Island

Tue 5/12

6:55 am-6:25 pm

1 stop12h 30m

$343

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 4/21

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Thu 4/23

12:30 pm-9:55 pm

2 stops10h 25m

$360

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 4/30

7:35 pm-11:50 am

2 stops15h 15m

Islip Long Island

Mon 5/4

6:00 am-2:20 pm

2 stops9h 20m

$371

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 4/2

5:15 am-7:51 pm

2 stops13h 36m

Islip Long Island

Thu 4/9

3:55 pm-11:36 pm

1 stop8h 41m

$380
Quickest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 5/1

2:40 pm-11:30 pm

2 stops7h 50m

Islip Long Island

Mon 5/4

6:00 am-12:50 pm

2 stops7h 50m

$382

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 7/16

3:20 pm-11:40 pm

1 stop7h 20m

Islip Long Island

Tue 7/21

6:25 am-2:20 pm

1 stop8h 55m

$387

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 6/22

3:20 pm-11:40 pm

1 stop7h 20m

Islip Long Island

Fri 6/26

3:05 pm-11:55 pm

2 stops9h 50m

$392

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 5/20

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Fri 5/22

12:30 pm-9:55 pm

2 stops10h 25m

$404

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 5/26

5:55 am-6:30 pm

2 stops11h 35m

Islip Long Island

Fri 5/29

12:30 pm-9:55 pm

2 stops10h 25m

$407

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 5/22

7:35 pm-11:35 am

2 stops15h 00m

Islip Long Island

Wed 5/27

6:30 am-4:05 pm

2 stops10h 35m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 19 resultsSorted by cheapest first
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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 March.
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 $100). 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 9h 25m. Southwest provides one of the quickest options available for as low as $343. 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.

  • 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 $100). 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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