Cheap Flights from Chicago (DPA) to Islip (ISP)

Popular airlines from Chicago, IL (DPA-Dupage) to MacArthur Airport (ISP)

Frequently asked questions

How much does a flight from Dupage Airport (DPA) to MacArthur Airport (ISP) cost?
Secure a cheap one-way flight or cheap return flight from Dupage Airport (DPA) to MacArthur Airport (ISP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Dupage Airport (DPA) to MacArthur Airport (ISP)?
is the cheapest month to fly from DPA to ISP. Timing your trip outside of the busy season is often the key to finding better fares.
What is the cheapest airline that flies from Dupage Airport (DPA) to MacArthur Airport (ISP)?
To find the cheapest airline flying from DPA to ISP, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Dupage Airport (DPA) to MacArthur Airport (ISP)?
Nonstop flights from Dupage Airport (DPA) to MacArthur Airport (ISP) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from DPA to ISP?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Dupage Airport (DPA) to MacArthur Airport (ISP)?
To avoid possible delays on the Dupage Airport (DPA) to MacArthur Airport (ISP) route, fly before 3 PM. Later departures have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Dupage Airport (DPA) to MacArthur Airport (ISP) last-minute?
Last-minute bookings from DPA to ISP are typically more expensive. For the best prices, start searching for flights well in advance. That said, if you can play around with your travel dates, you may find a cheap ticket right before your journey.
Is it cheaper to book a DPA to ISP flight and hotel package?
Compared with arranging hotels and flights separately, booking a DPA to ISP flight and hotel package with Expedia could result in significant savings. What's more, having everything in one place will take the stress out of travel planning. Simply pick your flights and choose from our wide range of hotels, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Dupage Airport (DPA) to MacArthur Airport (ISP)?
Typically, you can reschedule or cancel your DPA to ISP flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more information, go to our Customer Service portal.

Travel information

Origin airport
Dupage
Destination airport
MacArthur
Distance
788 mi

Book with confidence

Chicago to Islip Flights

The cheapest times to fly from Chicago to Islip

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Islip are during the month of . You can find some of the cheapest flights from Chicago to Islip with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Islip

Sunday is one of the best days to book for cheap flights from Chicago to Islip: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Islip

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Islip in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Islip flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Islip airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Islip Flights

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*Available to One Key members.