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O'Hare Intl

$144+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — ORD
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$282
(FlightHub)

One-way from

$144
(Frontier)

Popular in

December

Cheapest in

September

Average price

$268
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. 2% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 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 junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/11. 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.
jue. 9/411:27 amISP - ORD
1 stop26h 30mFrontier
lun. 9/86:10 amORD - ISP
1 stop27h 27mFrontier
Deal found 6/11$282
This Southwest deal was found by Cheapflights users on 6/11. 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.
jue. 9/46:25 amISP - ORD
1 stop6h 25mSouthwest
lun. 9/86:00 amORD - ISP
2 stops9h 30mSouthwest
Deal found 6/11$324
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/252:55 pmISP - ORD
2 stops23h 41mMultiple Airlines
dom. 6/2910:19 amORD - ISP
3 stops22h 45mMultiple Airlines
Deal found 6/9$599

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 junio 12, 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

jue. 9/4

11:27 am-12:57 pm

1 stop26h 30m

Chicago O'Hare Intl

lun. 9/8

6:10 am-10:37 am

1 stop27h 27m

$282

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

jue. 9/4

6:25 am-11:50 am

1 stop6h 25m

Chicago O'Hare Intl

lun. 9/8

6:00 am-4:30 pm

2 stops9h 30m

$324

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

mié. 6/25

2:55 pm-1:36 pm

2 stops23h 41m

Chicago O'Hare Intl

dom. 6/29

10:19 am-10:04 am

3 stops22h 45m

$599

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

vie. 7/4

8:21 pm-8:07 am

1 stop12h 46m

$144

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

mar. 8/12

5:30 am-1:05 pm

1 stop8h 35m

$152

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

vie. 7/11

10:44 am-7:04 am

3 stops21h 20m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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
6.0
Okay
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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 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. 1 airline 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 ($282), and Southwest ($324) 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
Rosemont
Beloit
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Racine
Skokie
Arlington Heights
Rockford
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Orland Park
Elk Grove Village
Tinley Park
Northbrook
Joliet
Merrillville
Bridgeview
Glenview
Des Plaines
Lake Geneva

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Alternative routes for Islip to O'Hare Intl

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Top airline flying from Islip to O'Hare Intl

Discover the top airline that operate flights from Islip to O'Hare Intl. 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$336Average$892FlexibilityNo cancel feeOn-time63%

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