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Islip

$144+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$291
(Frontier)

One-way from

$144
(Frontier)

Popular in

December

Cheapest in

January

Average price

$233
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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Highest demand for flights based on searches. 7% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:30 amORD - ISP
1 stop11h 36mFrontier
Mon 9/18:59 amISP - ORD
1 stop10h 42mFrontier
Deal found 6/12$291
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/911:25 amORD - ISP
1 stop9h 20mSouthwest
Sat 7/126:30 amISP - ORD
1 stop9h 50mSouthwest
Deal found 6/10$297

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 June 12, 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 8/28

7:30 am-8:06 pm

1 stop11h 36m

Islip Long Island

Mon 9/1

8:59 am-6:41 pm

1 stop10h 42m

$291

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 7/9

11:25 am-9:45 pm

1 stop9h 20m

Islip Long Island

Sat 7/12

6:30 am-3:20 pm

1 stop9h 50m

$297

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 6/25

4:45 pm-6:59 pm

2 stops25h 14m

Islip Long Island

Sun 6/29

7:39 pm-11:45 pm

3 stops29h 06m

$644

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 8/24

7:46 pm-8:08 am

1 stop11h 22m

$144

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 8/25

1:30 pm-10:45 pm

2 stops8h 15m

$173

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/19

5:15 am-7:36 pm

1 stop13h 21m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 12, 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.

Rainfall in Islip by month

Plan your trip to Islip by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Islip, New York ranges from 3.3 - 4.4 inches per month. March is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Islip, New York when rainfall is around 3.3 in.

Temperature in Islip by month

Plan your trip to Islip by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Islip, New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines flying 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 $291. Another airline that can offer you cheap pricing is Southwest.

  • 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
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Alternative routes for O'Hare Intl to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$318Average$397FlexibilityNo cancel feeOn-time63%

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