$204 Cheap flights to Shenandoah County

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Top places to visit in Shenandoah County

A rural landscape with a wooden fence, green fields, a barn, and houses in the background with mountains.
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New Market

New Market

Cheap flights to Shenandoah County from $204 One Way, $237 Round Trip

$237 return flights and $204 one-way flights to Shenandoah County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 25 - Sun, Sep 27
ORD
Chicago
SHD
Weyers Cave
$237 Roundtrip, found 15 hours ago
$237
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Chicago to Weyers Cave, returning Sun, Sep 27, priced at $237 found 15 hours ago
Fri, Sep 25 - Sun, Sep 27
ORD
Chicago
SHD
Weyers Cave
$288 Roundtrip, found 15 hours ago
$288
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Chicago to Weyers Cave, returning Sun, Sep 27, priced at $288 found 15 hours ago
Tue, Sep 1 - Tue, Sep 8
ORD
Chicago
SHD
Weyers Cave
$313 Roundtrip, found 4 days ago
$313
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 1 from Chicago to Weyers Cave, returning Tue, Sep 8, priced at $313 found 4 days ago
Thu, Sep 24 - Sat, Sep 26
DTW
Detroit
SHD
Weyers Cave
$446 Roundtrip, found 15 hours ago
$446
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Thu, Sep 24 from Detroit to Weyers Cave, returning Sat, Sep 26, priced at $446 found 15 hours ago
Sat, Oct 17 - Tue, Oct 20
EWR
New York
SHD
Weyers Cave
$467 Roundtrip, found 15 hours ago
$467
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Oct 17 from New York to Weyers Cave, returning Tue, Oct 20, priced at $467 found 15 hours ago
Sat, Oct 10 - Wed, Oct 14
DFW
Dallas
SHD
Weyers Cave
$468 Roundtrip, found 17 hours ago
$468
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Oct 10 from Dallas to Weyers Cave, returning Wed, Oct 14, priced at $468 found 17 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ATLMount SidneyAugust 28 to August 31$672
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Shenandoah County Accommodation Deals

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Aug 30 to Aug 31
$80 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowRamada by Wyndham Strasburg/Shenandoah Valley
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

2 out of 5
655 Alum Springs Rd Basye VA
$167 nightly
The price is $184 total per night from Sep 21 to Sep 22
$184 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this cabin in Basye. Enjoy free parking, patios, and climate control. Popular attraction Bryce Ski Resort is located nearby.
Opens in a new windowPostcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Fully refundable
$106 nightly
The price is $119 total per night from Aug 26 to Aug 27
$119 total
Aug 26 - Aug 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,005 reviews)
"The breakfast was mediocre but thw staff, room and location was perfect for what I needed"

Reviewed on Aug 22, 2026

Opens in a new windowHoliday Inn Express Woodstock-Shenandoah Valley by IHG
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Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Fully refundable
$92 nightly
The price is $103 total per night from Aug 30 to Aug 31
$103 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,005 reviews)
"Clean. Ok bfast Weve stopped here every year for past year ... good spot It is beginning to run down a bit Ware is showing. ... be sure to get down to Woodstock brewhouse.. Best burgers in town."

Reviewed on Aug 21, 2026

Opens in a new windowComfort Inn Woodstock Shenandoah
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Shenandoah County

End your search for discount fares on flights to Shenandoah County. Orbitz has all the best prices on Shenandoah County flights. With Orbitz, you can expect:

Cheap Deals on Flights to Shenandoah County

We offer big discounts and last-minute savings on Shenandoah County flights. We make it easy for you to research, plan, and book your flight to Shenandoah County — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Shenandoah County flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Shenandoah County flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Shenandoah County flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Shenandoah County flights to the actual booking. If you want to cancel your flight to Shenandoah County, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Shenandoah County with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Shenandoah County?
With 12 airlines ready to take you away to Shenandoah County, finding the ideal flight will be easy. Book a ticket with one of these well-known international carriers that operate at Washington Dulles Intl. Airport (IAD):

  • United Airlines - 442 flights to Shenandoah County per month
  • Air Canada - 86 flights to Shenandoah County per month
  • Avianca - 73 flights to Shenandoah County per month

How much is a flight to Shenandoah County?
Prices for round-trip flights to Shenandoah County this week fluctuated between $237 and $672. If you were flying one-way from Chicago (ORD), you could have scored tickets from just $204.
How to book the cheapest flight to Shenandoah County?
With Orbitz, you'll find some of the most exciting flight deals around from a wide selection of airlines. But if you'd like to increase your chances of snapping up cheap flights to Shenandoah County, here are some tips we think will help:

  • Consider departing from or arriving at alternative airports to cut costs. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will show you any available options.
  • Also, click on the 'Show flexible dates' option to see the airfares on days around your chosen departure. It's possible to pick up cheaper flight deals if your itinerary is flexible.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, don't wait to book. Ticket prices normally rise as the departure date nears.
  • Think about combining your flights, hotels and car rentals into an Orbitz package deal to get more for your money.
  • If you can, don't travel during the busy season. Airfares are usually at their most expensive during school breaks, summer and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Shenandoah County?
Book in January, February or August for the lowest airfares to Shenandoah County. Once you've spotted a bargain, snap it up — cheap flights tend to come and go in the click of a mouse.
What day of the week is the cheapest to book a flight to Shenandoah County?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap tickets to Shenandoah County.
What is the cheapest day of the week to fly to Shenandoah County?
According to Orbitz data from 2020, you should jump on a plane on a Monday to nab cheap flights to Shenandoah County. Next cheapest day? Tuesday. Saturday costs the most. So, leave early in the week if you'd like to score a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Shenandoah County?
To score cheap flights to Shenandoah County, pack your bags and jet off in August. Orbitz data has found that this is generally an excellent month to save a bundle on your ticket. If you're thinking of flying to Shenandoah County in June, it's worth keeping in mind that this is the most expensive time to travel.
Which airlines allow free cancellation?
Plans change, and your flight should be able to as well. That's why Orbitz makes it a cinch to search for airlines with free cancellation and no change fees. Just enter your departure and arrival points and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Shenandoah County?
Whether you're a frequent flyer or you're new to the skies, it's always good to be organized on your trip. Here are several tips and things to take into account:

  • Travel documentation such as visas and some identification are a must. To avoid any unwanted delays when checking in, ensure that your booking is under the same name, birth date and gender as your current ID.
  • A well-packed carry-on bag is a must for any medium-haul flight. With a few hours or more to kill, you'll need something to keep you amused while in the air. We recommend a good book (or trashy magazine), and something to nibble on.
  • Airplane cabins are frequently quite cold. If you decide to fly during the height of the Shenandoah County summer, make sure you bring some extra layers of clothing with you.

How do I get cheap first-class/business deals to Shenandoah County?
If you think a business or first-class ticket is beyond your grasp, you may want to think again. Here are some tips to help you find a premium flight to Shenandoah County for less:

  • Be flexible with your travel dates and wait for exclusive offers or sales on business or first-class airfares.
  • Plenty of budget carriers nowadays have outstanding business-class seating that doesn't cost an arm and a leg.
  • Make the most of your airline's rewards program and use points to upgrade your seat. You can also bid for an upgrade in an online auction.

What is the best time to go to Shenandoah County?
There's no right or wrong time to head to Shenandoah County, though April, May and August are the liveliest months. Like most places in the Northern Hemisphere, summertime commences June 20. If you'd sooner hang out in a T-shirt than a winter coat, this time of the year would suit you perfectly. Expect average daily highs of 85 ºF and nighttime lows around 60 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.