Cheap Flights to Shepherdstown, WV

Popular airlines to Shepherdstown

Today's featured flight deals to Shepherdstown

Nonstop
Carry-on included
Lower price than typical

Find the cheapest month to fly from Columbus (CMH) to Washington (DCA)

August is typically the cheapest month to fly

From $98 - $360 per traveler.

Frequently asked questions

What month is the cheapest to fly to Shepherdstown?
The cheapest month to fly to Shepherdstown is when demand is low. Off-peak months are often when you'll find cheap flights. To keep costs down, steer clear of flying during major holidays and school breaks.
Which US cities have the cheapest flights to Shepherdstown?
Boston, Chicago and Atlanta generally offer cheap flights to Shepherdstown. Remember that fares may vary based on factors such as time of year, demand and number of stopovers.
Which US cities fly direct to Shepherdstown?
There are 92 US destinations that you can fly to Shepherdstown nonstop from. Compare your options by selecting the "Direct flights only" filter on Expedia and pick the ideal starting point for your trip. Here are a few of the top cities to take off from:

  • Boston
  • Chicago
  • Atlanta
  • New York
  • Orlando

How to find a cheap flight to Shepherdstown?
To secure cheap flights to Shepherdstown, book early and consider traveling during the low season. Want some insider advice? Depart on a Thursday and you'll save 16% on average compared to those who jet off on a Sunday.* Sign up for price tracking on the Expedia app and we'll let you know if your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Shepherdstown?
Although booking in advance is typically the best way to save cash, don't worry if your Shepherdstown getaway is last minute. You can still find cheap flights to Shepherdstown, especially if your plans have a little leeway. Try changing your trip dates, looking at different ticket options or flying out of another airport.
How far in advance should I book a flight to Shepherdstown?
To nab some of the best deals on domestic journeys, book your flight to Shepherdstown 28 days ahead of your travel dates. For international flights, search for your ticket between two and four months in advance. This boosts your chances of getting your preferred departure dates, times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Shepherdstown?
Generally, you can get cheap flights to Shepherdstown on Sundays. You can save about 8% on average compared to booking on a Friday, which is typically the most expensive day to book.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Shepherdstown?
A total of 7 airlines connect 98 airports across the globe to Shepherdstown. Here are some of the leading airlines to Shepherdstown, where Ronald Reagan Washington National Airport (DCA) is the major entry point:

  • JetBlue Airways
  • Delta Air Lines
  • American Airlines
  • United Airlines

Where do you fly into Shepherdstown?
When flying to Shepherdstown, the main airport to arrive at is Hagerstown Regional Airport (HGR). You can also head to nearby hubs like Washington Dulles Intl. Airport (IAD), Ronald Reagan Washington National Airport (DCA) or Martinsburg, WV (MRB-Eastern West Virginia Regional). Another great option to think about when you fly to Shepherdstown is Frederick, MD (FDK-Frederick Municipal).
How far is the airport from central Shepherdstown?
You'll be approximately 19 mi north of the center of Shepherdstown after arriving at Hagerstown Regional Airport (HGR).
Can I save money by booking a Shepherdstown trip package?
Bundle your flights and accommodations and you could save hundreds of dollars. What's more, you can add extras like car rentals and tours to your Shepherdstown flight and hotel package deal. With Expedia, it's a breeze to book all your Shepherdstown travel arrangements in one place.
Can I change or cancel my flight to Shepherdstown?
If you booked your flight to Shepherdstown within the last 24 hours, you can usually change or cancel it without fees. After that, extra charges may apply depending on the airline's terms of service. To learn more, head to our Customer Service Portal. Bear in mind that some flights are non-refundable, so you may be offered a credit for future travel rather than a direct refund. When browsing Expedia, select the "No cancel fee" or "Changes included" filters to compare tickets with flexible change policies.

Book with confidence

Tips to find the cheapest flights to Shepherdstown

The cheapest day to fly

Get started finding a cheap flight to Shepherdstown on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

is the cheapest month to fly to Shepherdstown. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Shepherdstown. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Shepherdstown, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Shepherdstown

The lowest price for round-trip flights to Shepherdstown in 2025 starts from , while one-way tickets start from . Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Shepherdstown. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Shepherdstown

are just some of the airlines that can typically offer cheap tickets to Shepherdstown. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Shepherdstown and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Shepherdstown, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Shepherdstown. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Shepherdstown plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Shepherdstown

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Shepherdstown.

Stopover savings

The cheapest tickets to Shepherdstown are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Shepherdstown. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Shepherdstown for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Shepherdstown. Simply download the free Expedia app to your smart device and activate Shepherdstown flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Shepherdstown. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

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

Tips to find the cheapest flights to Shepherdstown

Travel information

Destination airport
Shepherdstown
Destination airport IATA code
FDK

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*Available to One Key members.