$350 Cheap flights to Highland County

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Cheap flights to Highland County from $350 One Way, $544 Round Trip

$544 return flights and $350 one-way flights to Highland 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.

Sat, Nov 21 - Wed, Nov 25
DAB
Daytona Beach
SHD
Weyers Cave
$544 Roundtrip, found 22 hours ago
$544
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Nov 21 from Daytona Beach to Weyers Cave, returning Wed, Nov 25, priced at $544 found 22 hours ago
Sat, Nov 21 - Wed, Nov 25
DAB
Daytona Beach
SHD
Weyers Cave
$571 Roundtrip, found 22 hours ago
$571
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Nov 21 from Daytona Beach to Weyers Cave, returning Wed, Nov 25, priced at $571 found 22 hours ago
Sat, Dec 26 - Sat, Jan 2
MCO
Orlando
SHD
Weyers Cave
$598 Roundtrip, found 21 hours ago
$598
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sat, Dec 26 from Orlando to Weyers Cave, returning Sat, Jan 2, priced at $598 found 21 hours ago
Tue, Nov 24 - Sat, Nov 28
DAB
Daytona Beach
SHD
Weyers Cave
$631 Roundtrip, found 23 hours ago
$631
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Nov 24 from Daytona Beach to Weyers Cave, returning Sat, Nov 28, priced at $631 found 23 hours ago
Sat, Nov 21 - Wed, Nov 25
DAB
Daytona Beach
SHD
Weyers Cave
$639 Roundtrip, found 22 hours ago
$639
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Nov 21 from Daytona Beach to Weyers Cave, returning Wed, Nov 25, priced at $639 found 22 hours ago
Mon, Nov 23 - Fri, Nov 27
DAB
Daytona Beach
SHD
Weyers Cave
$648 Roundtrip, found 22 hours ago
$648
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Daytona Beach to Weyers Cave, returning Fri, Nov 27, priced at $648 found 22 hours ago

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Highland County Accommodation Deals

Secluded 3 bedroom home with creek in the back yard

Secluded 3 bedroom home with creek in the back yard

Monterey VA
Stay at this vacation home in Monterey. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Maple Museum is located nearby.
10/10 Exceptional! (68 reviews)
"thankyou"

Reviewed on Sep 28, 2026

Get rates
Opens in a new windowSecluded 3 bedroom home with creek in the back yard
Simple. Rustic. Luxury.

Simple. Rustic. Luxury.

Monterey VA
Book a stay at this family-friendly cabin in Monterey. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Maple Museum is located nearby.
Get rates
Opens in a new windowSimple. Rustic. Luxury.
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $336 total per night from Oct 25 to Oct 26
$336 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this spa resort in Hot Springs. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"I very much appreciated the way the staff treated us, they were first-class. Wifi outages on Sept. 30 and October 1 we are seniors and don’t do the nightlife. We watch tv and go to bed. The paperwork at the spa can be transitioned to tablets. When using multiple days the info would self populate. ..."

Reviewed on Oct 2, 2026

Opens in a new windowThe Omni Homestead Resort & Spa
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Corduroy Inn and Lodge, Trademark Collection by Wyndham

Corduroy Inn and Lodge, Trademark Collection by Wyndham

2.5 out of 5
5811 Snowshoe Drive Snowshoe WV
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Oct 12 to Oct 13
$106 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this ski hotel in Snowshoe. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowCorduroy Inn and Lodge, Trademark Collection by Wyndham
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

Highland County

Finding cheap flights to Highland County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Highland County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Highland County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Highland County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Highland County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Highland County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Highland County?
With 12 airlines waiting to spirit you away to Highland County, finding a suitable flight will be a cinch. Reserve your ticket with one of these top international carriers that operate at Washington Dulles Intl. Airport (IAD):

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

How much is a flight to Highland County?
This past week, prices hovered between $544 and $648 for a return flight to Highland County. One-way tickets departing from Orlando (MCO) dipped to $350 over the same period.
How to book the cheapest flight to Highland County?
With Orbitz, you'll uncover some of the most incredible flight deals around from a terrific range of airlines. But if you want to boost your prospects of booking cheap flights to Highland County, here are a few pointers to try out:

  • Taking off from or landing at other airports can help you save on airfares. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to explore your options.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days before and after your chosen departure. Airfares often vary depending on the day of the week.
  • Hit 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you've figured out your travel dates. While it does happen occasionally, tickets rarely fall in price as your date of departure nears.
  • Bundle your hotels, flights and car rentals into a cost-effective package deal. Save your hard-earned cash for things that really excite you, like exploring every corner of Highland County.
  • Flying during peak season can mean steep airfares. Try to plan your trip outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Highland County?
Purchase your flights to Highland County in January. This is the ideal time of the year for low prices, closely followed by February and August. Pick up cheap flights and make your dream journey a reality with Orbitz.
What day of the week is the cheapest to book a flight to Highland County?
If you're after cheap airfares to Highland County, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Highland County?
You can nab cheap flights to Highland County by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or start your trip whenever is convenient, you'll always get a wonderful deal with Orbitz.
What is the cheapest month to fly to Highland County?
According to Orbitz data, you'll want to fly out in August. This is generally an excellent month to land cheap flights to Highland County. It's worth keeping in mind that the most expensive time to fly is in the month of June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. Breathe easy knowing that if things change, your reservation can too.
What do I need for the flight to Highland County?
From onboard entertainment to travel essentials like earplugs, there are a number of things a regular flyer won't take off without. To make sure you're ready for your trip, have a read through this helpful list:

  • For starters, you'll need to take all relevant travel documents and some identification. How much depends on your place of departure. At the time of booking, always use the correct name, gender and birth date as indicated on your government-issued ID.
  • A well-stocked carry-on bag is a must for any medium-haul flight. With at least a few hours to kill, you'll probably long for something to keep you entertained on your trip to Highland County. We recommend a good book (or trashy magazine), and something to snack on.
  • Aeroplane cabins can get quite cool. If you decide to fly during the height of the Highland County summer, make sure you carry some warm clothes with you.

How do I get cheap first-class/business deals to Highland County?
There are ways of booking first or business-class tickets to Highland County that won't burn a hole through your budget. Find a seat in the pointy end of the plane for less with these practical tips:

  • Flexibility is essential. By being open to various travel dates, you'll have more chances of landing a great deal on your airfares.
  • Plenty of low-cost airlines nowadays have superb business or premium-class seating that doesn't cost the earth.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat up the front. You can also try upgrading with points earned through a loyalty scheme.

What is the best time to go to Highland County?
Tourists come from near and far to go to Highland County in January, May and October. So if you'd love to experience this exciting destination in the tourist season, this is the best time to go. Like many places in the Northern Hemisphere, summer kicks off June 20 in Highland County, with average daily temperatures fluctuating between 60 ºF and 80 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.