HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Islip

$86+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Islip with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 18, 2025.

Round-trip from

$180
(FlightHub)

One-way from

$86
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$218
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. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 18, 2025.

This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:49 pmORD - ISP
1 stop12h 51mFrontier
Sat 9/65:18 pmISP - ORD
1 stop14h 52mFrontier
Deal found 8/17$180
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/58:49 pmORD - ISP
1 stop13h 06mMultiple Airlines
Mon 9/85:05 pmISP - ORD
2 stops18h 47mMultiple Airlines
Deal found 8/18$195
This Frontier deal was found by Cheapflights users on 8/17. 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
Mon 11/179:54 amISP - ORD
2 stops15h 21mFrontier
Deal found 8/17$199
This Frontier deal was found by Cheapflights users on 8/17. 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 9/258:49 pmORD - ISP
1 stop12h 51mFrontier
Sun 9/289:49 amISP - ORD
2 stops14h 31mFrontier
Deal found 8/17$201
This Frontier deal was found by Cheapflights users on 8/18. 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 9/48:49 pmORD - ISP
1 stop12h 51mFrontier
Sun 9/79:49 amISP - ORD
2 stops13h 56mFrontier
Deal found 8/18$204
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/78:05 amORD - ISP
1 stop7h 22mFrontier
Sun 9/1411:25 amISP - ORD
2 stops24h 06mFrontier
Deal found 8/17$208
This Frontier deal was found by Cheapflights users on 8/17. 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
Sun 11/168:49 amISP - ORD
2 stops16h 26mFrontier
Deal found 8/17$237
This Expedia deal was found by Cheapflights users on 8/17. 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 10/211:36 amORD - ISP
2 stops20h 28mFrontier
Sun 10/59:49 amISP - ORD
2 stops14h 31mFrontier
Deal found 8/17$241
This Frontier deal was found by Cheapflights users on 8/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:49 pmORD - ISP
1 stop13h 06mFrontier
Sun 9/219:49 amISP - ORD
2 stops13h 56mFrontier
Deal found 8/16$242

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 August 18, 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

Thu 9/4

8:49 pm-10:40 am

1 stop12h 51m

Islip Long Island

Sat 9/6

5:18 pm-7:10 am

1 stop14h 52m

$180

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 9/5

8:49 pm-10:55 am

1 stop13h 06m

Islip Long Island

Mon 9/8

5:05 pm-10:52 am

2 stops18h 47m

$195

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

5:25 am-5:42 pm

1 stop11h 17m

Islip Long Island

Mon 11/17

9:54 am-12:15 am

2 stops15h 21m

$199

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 9/25

8:49 pm-10:40 am

1 stop12h 51m

Islip Long Island

Sun 9/28

9:49 am-11:20 pm

2 stops14h 31m

$201

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 10/2

8:49 pm-10:40 am

1 stop12h 51m

Islip Long Island

Sun 10/5

9:49 am-11:20 pm

2 stops14h 31m

$201

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 9/26

8:49 pm-10:55 am

1 stop13h 06m

Islip Long Island

Sun 9/28

9:49 am-11:20 pm

2 stops14h 31m

$201

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 9/4

8:49 pm-10:40 am

1 stop12h 51m

Islip Long Island

Sun 9/7

9:49 am-10:45 pm

2 stops13h 56m

$204

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 9/28

8:05 am-4:27 pm

1 stop7h 22m

Islip Long Island

Mon 9/29

5:05 pm-5:39 pm

2 stops49h 34m

$208

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 9/7

8:05 am-4:27 pm

1 stop7h 22m

Islip Long Island

Sun 9/14

11:25 am-10:31 am

2 stops24h 06m

$208

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 9/14

8:05 am-4:27 pm

1 stop7h 22m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 13 results
1
2

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 $108). Flying from Chicago O'Hare Intl Airport to Islip, New York in November is currently the most expensive (average of $213). 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 August 18, 2025.

One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to Islip, New York 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 6% on airfare.

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Islip. Reviews last updated August 18, 2025.
See what other customers who have flown with Southwest from Chicago O'Hare Intl Airport to Islip have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 1 airline. 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 12h 51m. Frontier provides one of the quickest options available for as low as $180. The distance from Chicago O'Hare Intl Airport to Islip, New York is about 770 mi.

  • What is the cheapest airline to fly from Chicago O'Hare Intl Airport to Islip, New York round-trip?

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Islip, New York round-trip from $254.

  • 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 $108). Flying from Chicago O'Hare Intl Airport to Islip, New York in November is currently the most expensive (average of $213). 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

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead
Southampton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'Hare Intl to Islip

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
Midway to LaGuardia flights
Midway to Newark flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Buffalo flights
O'Hare Intl to Albany flights
O'Hare Intl to Syracuse flights
O'Hare Intl to White Plains flights
O'Hare Intl to Rochester flights
Midway to Albany flights
Midway to Buffalo flights
O'Hare Intl to Stewart flights
Midway to Syracuse flights
Midway to Rochester flights
Midway to White Plains flights
O'Hare Intl to Plattsburgh flights
O'Hare Intl to Ithaca flights
Midway to Binghamton flights
O'Hare Intl to Elmira flights
O'Hare Intl to Binghamton flights
Midway to Ithaca flights
O'Hare Intl to Rutland flights
O'Hare Intl to Watertown flights
Midway to Stewart flights
O'Hare Intl to Saranac Lake flights
O'Hare Intl to Niagara Falls flights

Top airline flying from O'Hare Intl to Islip

Discover the top airline that operate flights from O'Hare Intl to Islip. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$254Average$371FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.