$28 Cheap Flights to Woodstock, VA

View $28 flight on Tue, May 12, 2026Opens in a new window

Popular airlines to Woodstock

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Today's featured flight deals to Woodstock

Nonstop
Carry-on included
Lower price than typical

How much is the cheapest flight to Woodstock?

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Apr 15 - Wed, Apr 22
ATL
Atlanta
IAD
Washington
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Apr 15 from Atlanta to Washington, returning Wed, Apr 22, priced at $56 just found
Breeze Airways
Mon, Mar 30 - Mon, Apr 6
MCO
Orlando
IAD
Washington
$97 Roundtrip, found 9 hours ago
$97
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Mon, Mar 30 from Orlando to Washington, returning Mon, Apr 6, priced at $97 found 9 hours ago
Delta
Tue, May 12 - Wed, May 20
MCO
Orlando
DCA
Washington
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, May 12 from Orlando to Washington, returning Wed, May 20, priced at $117 found 6 hours ago
United
Tue, May 12 - Wed, May 20
MCO
Orlando
IAD
Washington
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select United flight, departing Tue, May 12 from Orlando to Washington, returning Wed, May 20, priced at $117 found 6 hours ago
American Airlines
Sat, May 16 - Tue, May 19
ATL
Atlanta
DCA
Washington
$125 Roundtrip, found 3 hours ago
$125
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, May 16 from Atlanta to Washington, returning Tue, May 19, priced at $125 found 3 hours ago

Find the cheapest month to fly from Columbus (CMH) to Baltimore (BWI)

March is typically the cheapest month to fly

From $125 - $404 per traveler.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Frequently asked questions

What month is the cheapest to fly to Woodstock?
September is the cheapest month to fly to Woodstock, with average fares around $422. This month often sees lower travel demand after the summer rush. Other affordable months include January, February, and May.*Prices based on flights available on Expedia in the last year.
Which US cities have the cheapest flights to Woodstock?
Looking for affordable flights to Woodstock? Consider flying from these US cities:

  • Ogdensburg (OGS)
  • Charlotte (CLT)
  • Lancaster (LNS)
  • DuBois (DUJ)
  • Washington (IAD)

with prices usually starting around $30.
Which US cities fly direct to Woodstock?
Direct flights to airports near Woodstock are available from these US cities:To Ronald Reagan Washington National (DCA)
  • Boston (BOS)
  • Chicago (MDW, ORD)
  • Atlanta (ATL)
  • New York (JFK, LGA)
  • Houston (HOU, IAH)

To Washington Dulles Intl. (IAD)
  • Los Angeles (LAX)
  • Atlanta (ATL)
  • Denver (DEN)
  • Orlando (MCO)
  • San Francisco (SFO)

To Charlottesville-Albemarle (CHO)
  • New York (LGA)
  • Chicago (ORD)
  • Atlanta (ATL)
  • Charlotte (CLT)
  • Washington (IAD)

How to find a cheap flight to Woodstock?
To find a cheap flight to Woodstock, be flexible with your dates. Traveling in the off-season or shoulder season can help you save. Mid-week flights are usually less expensive, too. Use flight search engines, like Expedia, to compare airlines, flight times and routes all in one place to find affordable rates. You may find that flights with layovers are cheaper than direct flights. You can also set up Price Tracking and receive alerts when fares go up or down.
Which airlines fly to Woodstock?
Several airlines offer flights to Woodstock:

  • Alaska Airlines
  • American Airlines
  • Avianca
  • Delta
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue Airways
  • United
  • United Airlines

Where do you fly into Woodstock?
If you're heading to Woodstock, you have several airport options:

  • The closest major airport is Washington, DC (DCA-Ronald Reagan Washington National), about 101 miles from the city center, which is a hub for American Airlines, United, and Delta, with other airlines like JetBlue Airways, Air Canada also operating here.
  • Washington, DC (IAD-Washington Dulles Intl.) is another option, about 73 miles away, serving as a hub for United, British Airways, and Delta, with TAP Portugal, Avianca also operating here.
  • Charlottesville, VA (CHO-Charlottesville-Albemarle), about 52 miles away, serving as a hub for United, Delta, and American Airlines, with Aeromexico, Virgin Atlantic also operating here.
  • Morgantown, WV (MGW-Morgantown Municipal), about 111 miles away, serving as a hub for United.
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional), about 51 miles away, serving as a hub for American Airlines and OO.

What is the cheapest airport to fly to in Woodstock?
The most affordable airport to fly into in Woodstock is typically Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is about 51 miles from the city center. This can be a great choice for budget-conscious travelers.*Prices based on flights available on Expedia in the last year.
Which budget airlines fly to Woodstock?
For budget travel to Woodstock, there are 9 low-cost airlines to choose from:

  • Southwest Airlines: serves Washington (IAD), Washington (DCA)
  • JetBlue Airways: serves Washington (IAD), Washington (DCA)
  • Frontier Airlines: serves Washington (IAD), Washington (DCA)
  • Breeze: flies to Washington (IAD)
  • WestJet: serves Charlottesville (CHO), Washington (IAD), Washington (DCA)
  • Sun Country Airlines: flies to Washington (IAD)
  • Condor: flies to Washington (DCA)
  • GOL Linhas Aereas Inteligentes: flies to Washington (DCA)
  • GOL Linhas Aereas S.A.: flies to Washington (DCA)
  • Virgin Australia: flies to Washington (IAD)

What is the best month to visit Woodstock?
The best month to visit Woodstock depends on your priorities, whether you want ideal weather, fewer crowds, or the lowest prices. If affordability matters most, look for cheap April flights outside of peak season.
How far in advance should I book a flight to Woodstock?
For domestic travel to Woodstock, booking around 1 month in advance usually gets you the best deals. For international flights to Woodstock, aim to book around 1 month ahead to snag the best fares. For added peace of mind, use Expedia's Price Drop Protection™ when you make your booking. It's free to use for Gold and Platinum members on the Expedia app. Once a qualifying flight is purchased, we'll automatically check your flight on Expedia until the day of your departure and notify you if there are price changes. If your flight price drops after you book, we'll automatically award the price difference in OneKeyCash™* into your One Key account after your trip ends.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What day of the week is cheapest day to buy a plane ticket to Woodstock?
Saturday is typically the cheapest day to buy a plane ticket to Woodstock, averaging around $405. This day often has less competition for flights, which can help you save. If Saturday isn't an option, you might also look at flying on Friday. Use Expedia's Price Tracking tool to monitor prices for your trip and receive alerts when fares go up or down.*Cheapest day to book based on flights available on Expedia in the last year.
What is the most expensive month to fly to Woodstock?
December is typically the most expensive month to fly to Woodstock, with average return ticket prices around $497. This is about 7% higher than the average price throughout the year, as holiday travel peaks during this time. If you're looking for better deals, consider flying in September or October when prices are generally lower.*Prices based on flights available on Expedia in the last year.
How can I track flight prices to Woodstock?
Our Price Tracking tool allows you to monitor fares to Woodstock. You can view flight price history and see predictions of future prices as available. When you're signed into your Expedia account, you can set up flight price alerts too. This way, you'll receive notifications when prices go up or down, so you know when it's the right time to book.
How to get a cheap last-minute flight to Woodstock?
It is possible to find cheap, last-minute flights to Woodstock, especially if you can be flexible with your dates, times and route. Whether you're planning a spontaneous getaway or need to travel for business, there are plenty of last-minute flight deals on Expedia. You can also bundle your flight and hotel for even more savings with a package deal.
Can I earn miles booking a flight to Woodstock with Expedia?
You can earn miles when booking a flight to Woodstock on Expedia. Before confirming your booking, just select the frequent flyer program name and enter your program number. For even more rewards, join One Key™—our free travel rewards program. One Key members earn OneKeyCash™* on eligible bookings for every dollar spent.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Can I save money by booking a Woodstock trip package?
Book a Woodstock flight and hotel package deal on Expedia, and you can make significant savings. It's simple to bundle your accommodations and flights, and you can also add car rentals and activities to create your own customized Woodstock trip. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Woodstock?
It's often possible to cancel or change your flight to Woodstock using Expedia. Many airlines let you cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer to reschedule your flight rather than provide a direct refund. To find affordable flights to Woodstock with flexible change policies, select "No cancel fee" or "Changes included" when you search. Need more information? Visit our Customer Service Portal.

*Flight schedules are subject to change.

Book with confidence

Tips to find the cheapest flights to Woodstock

The cheapest day to fly

Get started finding a cheap flight to Woodstock 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

April is the cheapest month to fly to Woodstock. 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 Woodstock. 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 Woodstock, 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 Woodstock

The lowest price for round-trip flights to Woodstock in 2026 starts from from $56, while one-way tickets start from from $28. 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 Woodstock. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Woodstock

Frontier Airlines, Breeze Airways, Spirit Airlines, American Airlines, JetBlue Airways, Delta, United are just some of the airlines that can typically offer cheap tickets to Woodstock. 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 Woodstock and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Woodstock, 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 Woodstock. 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 Woodstock 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 Woodstock

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 Woodstock.

Stopover savings

The cheapest tickets to Woodstock are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Woodstock. 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 Woodstock 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 Woodstock. Simply download the free Expedia app to your smart device and activate Woodstock 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 Woodstock. 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 Woodstock

Travel information

Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Destination city name
Washington
Roundtrip price
$56

Trending flights to Woodstock

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Apr 17 - Sun, Apr 19
MCO
Orlando
IAD
Washington
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Orlando to Washington, returning Sun, Apr 19, priced at $56 found 1 hour ago

Explore a world of travel with Expedia

*Available to One Key members.