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O'Hare Intl

$126+ Cheap flights from Islip, NY (ISP) to O'Hare Intl (ORD)

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — ORD
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap flight deals from Islip to O'Hare Intl

Cheapest flights from Islip to O'Hare Intl
Explore the most affordable flight options available from Islip to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 23, 2026.

This Frontier deal was found by Cheapflights users on 7/22. 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 9/510:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Tue 9/87:44 pm
ORD
-
ISP
1 stop12h 49m
Frontier
Deal found 7/22$252
This Frontier deal was found by Cheapflights users on 7/21. 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 8/2710:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Sun 8/307:44 pm
ORD
-
ISP
1 stop13h 09m
Frontier
Deal found 7/21$260
This CheapOair deal was found by Cheapflights users on 7/21. 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.
Sat 8/227:09 pm
ISP
-
ORD
1 stop28h 59m
Frontier
Tue 8/255:59 pm
ORD
-
ISP
1 stop14h 54m
Frontier
Deal found 7/21$262
This Expedia deal was found by Cheapflights users on 7/19. 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 8/2910:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Sun 8/307:44 pm
ORD
-
ISP
1 stop13h 09m
Frontier
Deal found 7/19$263
This Frontier deal was found by Cheapflights users on 7/20. 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 9/310:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Mon 9/79:10 pm
ORD
-
ISP
1 stop11h 43m
Frontier
Deal found 7/20$268
This CheapOair deal was found by Cheapflights users on 7/22. 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 10/84:13 pm
ISP
-
ORD
1 stop8h 42m
Frontier
Sun 10/116:05 am
ORD
-
ISP
1 stop26h 28m
Frontier
Deal found 7/22$270
This CheapOair deal was found by Cheapflights users on 7/20. 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 10/14:13 pm
ISP
-
ORD
1 stop17h 08m
Frontier
Sun 10/44:49 pm
ORD
-
ISP
1 stop15h 44m
Frontier
Deal found 7/20$273
This CheapOair deal was found by Cheapflights users on 7/19. 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.
Fri 10/234:13 pm
ISP
-
ORD
1 stop22h 03m
Frontier
Fri 10/304:44 pm
ORD
-
ISP
1 stop20h 49m
Frontier
Deal found 7/19$278
This Expedia deal was found by Cheapflights users on 7/19. 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.
Fri 8/217:09 pm
ISP
-
ORD
1 stop28h 59m
Frontier
Sun 8/237:44 pm
ORD
-
ISP
1 stop13h 09m
Frontier
Deal found 7/19$286
This CheapOair deal was found by Cheapflights users on 7/23. 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.
Fri 10/164:13 pm
ISP
-
ORD
1 stop8h 42m
Frontier
Sun 10/186:05 am
ORD
-
ISP
1 stop26h 28m
Frontier
Deal found 7/23$289
This Frontier deal was found by Cheapflights users on 7/21. 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 8/1910:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Thu 8/207:44 pm
ORD
-
ISP
1 stop13h 09m
Frontier
Deal found 7/21$297
This Frontier deal was found by Cheapflights users on 7/19. 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 8/2010:57 am
ISP
-
ORD
1 stop13h 11m
Frontier
Thu 8/277:44 pm
ORD
-
ISP
1 stop13h 09m
Frontier
Deal found 7/19$300

Find flight deals from Islip to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to O'Hare Intl (ORD). 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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$252
(Frontier)

One-way from

$126
(Frontier)

Popular in

June

Cheapest in

January

Average price

$305
Provider with most accurate pricing for Islip Long Island-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Chicago O'Hare Intl flights.
Search Deals
From Islip Long Island to Chicago O'Hare Intl
Search Deals
One-way flight from Islip Long Island to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to O'Hare Intl 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 July 23, 2026.
Use the filters below to find and compare flights from Islip to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 8/29

10:57 am-11:08 pm

1 stop13h 11m

Chicago O'Hare Intl

Sun 8/30

7:44 pm-9:53 am

1 stop13h 09m

$263

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sun 8/23

10:57 am-11:08 pm

1 stop13h 11m

Chicago O'Hare Intl

Fri 8/28

9:10 pm-9:53 am

1 stop11h 43m

$278

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 8/20

10:57 am-11:08 pm

1 stop13h 11m

Chicago O'Hare Intl

Sun 8/23

7:44 pm-9:53 am

1 stop13h 09m

$325

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 8/22

10:57 am-11:08 pm

1 stop13h 11m

Chicago O'Hare Intl

Sun 8/30

7:44 pm-9:53 am

1 stop13h 09m

$362
Quickest round-trip

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 9/10

7:00 am-1:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Tue 9/15

3:00 pm-11:22 pm

1 stop7h 22m

$379

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Mon 8/3

10:57 am-11:10 pm

1 stop13h 13m

Chicago O'Hare Intl

Fri 8/7

5:13 pm-9:53 am

1 stop15h 40m

$383

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 9/22

7:00 am-1:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Thu 9/24

3:00 pm-11:22 pm

1 stop7h 22m

$414

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 8/15

10:43 am-11:10 pm

1 stop13h 27m

Chicago O'Hare Intl

Sun 8/23

7:44 pm-9:53 am

1 stop13h 09m

$430

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 9/19

7:00 am-2:01 pm

1 stop8h 01m

Chicago O'Hare Intl

Mon 9/21

3:00 pm-11:22 pm

1 stop7h 22m

$441

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Mon 9/21

7:00 am-2:01 pm

1 stop8h 01m

Chicago O'Hare Intl

Tue 9/22

3:00 pm-11:22 pm

1 stop7h 22m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 22 resultsSorted by cheapest first
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Compare providers for flights from Islip to O'Hare Intl

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 Islip to O'Hare Intl in July.
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 Islip, New York-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Chicago O'Hare Intl Airport 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 Islip, New York-Chicago O'Hare Intl Airport 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 Islip to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Islip 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 Islip to O'Hare Intl. 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 from for flights from Islip to Chicago O'Hare Intl?

    Islip Long Island (ISP), located 7.2 mi from the city center, is the airport you fly out of when you book flights from Islip to Chicago O'Hare Intl. 0 airlines have flights from Long Island to Chicago O'Hare Intl on a regular basis. Booking flights from Islip Long Island to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Islip, New York to Chicago O'Hare Intl Airport?

    Frontier and JetBlue can get you from Islip, New York to Chicago O'Hare Intl Airport in just under 7h 45m. Your travel time can differ by up to 5h 26m. Islip, New York and Chicago O'Hare Intl Airport are separated by a distance of 770 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Islip to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Islip to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to O'Hare Intl.

  • Can I find deals for business class flights from Islip to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Islip to O'Hare Intl 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

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
Benton Harbor
Rosemont
Schaumburg
Lake Geneva
Naperville
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Racine
Great Lakes
Janesville
Joliet

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