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O'Hare Intl

$96+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — ORD
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
1 adult, Economy
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Cheap 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 April 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Booking.com)

One-way from

$96
(Frontier)

Popular in

December

Cheapest in

September

Average price

$225
Provider with most accurate pricing for Islip Long Island-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Chicago O'Hare Intl flights.
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From Islip Long Island to Chicago O'Hare Intl
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One-way flight from Islip Long Island to Chicago O'Hare Intl
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Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 11, 2025.

This Frontier deal was found by Cheapflights users on 4/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/179:00 amISP - ORD
1 stop8h 18mFrontier
Sat 4/264:30 pmORD - ISP
1 stop16h 30mFrontier
Deal found 4/10$190
This Southwest deal was found by Cheapflights users on 4/9. 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.
Wed 5/76:10 amISP - ORD
1 stop6h 40mSouthwest
Thu 5/81:50 pmORD - ISP
1 stop5h 30mSouthwest
Deal found 4/9$287
This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/177:25 pmISP - ORD
3 stops29h 56mMultiple Airlines
Sat 4/2611:45 amORD - ISP
2 stops21h 26mMultiple Airlines
Deal found 4/10$622

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 April 11, 2025.
Use the filters below to find and compare flights from Islip to Chicago O'Hare Intl Airport that are best for you.

Fly from

Islip

Fly to

O'Hare Intl

Route

Depart

Return

Price

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Wed 4/30

6:51 pm-11:32 pm

1 stop29h 41m

Chicago O'Hare Intl

Mon 5/5

4:15 pm-10:41 am

1 stop17h 26m

$198

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Wed 5/7

6:10 am-11:50 am

1 stop6h 40m

Chicago O'Hare Intl

Thu 5/8

1:50 pm-8:20 pm

1 stop5h 30m

$287

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 5/15

7:39 pm-11:29 pm

2 stops28h 50m

Chicago O'Hare Intl

Sat 5/24

6:30 am-6:59 pm

2 stops35h 29m

$626

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 5/24

9:06 pm-8:22 am

1 stop12h 16m

$96

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sun 5/18

5:45 am-3:00 pm

2 stops10h 15m

$209

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sun 5/18

7:39 pm-8:50 am

3 stops38h 11m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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.

Cheapflights Insights

Everything you need to know about your flight from Islip to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Islip, New York to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Islip, New York to Chicago O'Hare Intl Airport (average of $245). Flying from Islip, New York to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated April 11, 2025.
To help decide which airline to fly from Islip to Chicago, see what other customers have to say about Southwest and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,279 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,279 reviews
Southwest
8.0
Very good
4,279 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,277 reviews
Southwest
8.0
Very good
4,279 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • What are the cheapest airlines flying from Islip, New York to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Frontier ($198), and Southwest ($287) offers the cheapest pricing from Islip, New York to Chicago O'Hare Intl Airport.

  • 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.

  • What is the cheapest month to book a flight from Islip, New York to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Islip, New York to Chicago O'Hare Intl Airport (average of $245). Flying from Islip, New York to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Schaumburg
Hoffman Estates
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Rockford
Skokie
Tinley Park
Kenosha
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Elgin
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Orland Park
Merrillville
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Waukegan
Glenview
Lake Geneva

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