Cheap Flights from Islip (ISP) to Winchester (WGO)

Popular airlines from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional)

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Flights from Islip (ISP) to Winchester (WGO)
Origin airport
MacArthur
Destination airport
Winchester Regional
Distance
290 mi

Islip to Winchester Flights

The cheapest times to fly from Islip to Winchester

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 Islip to Winchester are during the month of . You can find some of the cheapest flights from Islip to Winchester with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Islip to Winchester

Sunday is one of the best days to book for cheap flights from Islip to Winchester: 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 Islip to Winchester

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 Islip to Winchester 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 Islip to Winchester 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 Islip to Winchester 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.

 

Frequently asked questions

How much does a flight from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional) cost?
Discover the latest flight deals from ISP to WGO by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ISP to WGO?
The cheapest flights from ISP to WGO are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ISP to WGO?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ISP to WGO. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional)?
Direct flights from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filter tool. Enter your dates and choose either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from ISP to WGO?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a range of factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional)?
Choose a flight from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional) that takes off before 3 PM to reduce the risk of cancellations. Departures after this time are on average 22% more likely to be 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 MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional) last-minute?
Last-minute bookings from ISP to WGO are usually more expensive. To secure the best rates, start searching for flights early. That being said, if you’re flexible with your travel dates, you may find a cheap fare just before your departure.
Is it cheaper to book an ISP to WGO flight and hotel package?
You can save money by booking an ISP to WGO flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one convenient place. After choosing your preferred flights and accommodations, you can add extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from MacArthur Airport (ISP) to Winchester, VA (WGO-Winchester Regional)?
In most cases, you can reschedule or cancel your ISP to WGO flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline’s policies and fees on flight changes, or if you need further information, go to our Customer Service portal.

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*Available to One Key members.