Cheap Flights to Orange County from $197 (2026/2027)

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A sunset over a calm lake with a silhouette of trees and a cloudy sky.

Gordonsville

Flights
Gordonsville
A cannon on a wooden platform in a forested area.

Locust Grove

Flights
Locust Grove

How Much Does it Cost To Fly To Orange County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Nov 5 - Mon, Nov 9
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Nov 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Mon, Nov 9, priced at $237 found 2 days ago
Sat, Nov 7 - Mon, Nov 9
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 7 from Logan Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $270 found 1 day ago
Sat, Nov 7 - Mon, Nov 9
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 7 from Logan Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $270 found 1 day ago
Sat, Nov 7 - Mon, Nov 9
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 7 from Logan Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $279 found 1 day ago
Thu, Nov 5 - Mon, Nov 9
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Nov 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Mon, Nov 9, priced at $288 found 2 days ago
Mon, Oct 19 - Sat, Oct 24
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Oct 19 from Logan Intl. to Charlottesville-Albemarle, returning Sat, Oct 24, priced at $289 found 6 days ago
Fri, Dec 11 - Sat, Dec 12
EWR
Newark Liberty Intl. Airport
CHO
Charlottesville-Albemarle
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
Select United flight, departing Fri, Dec 11 from Newark Liberty Intl. Airport to Charlottesville-Albemarle, returning Sat, Dec 12, priced at $289 found 3 days ago
Wed, Feb 10 - Wed, Feb 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Select United flight, departing Wed, Feb 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Wed, Feb 17, priced at $319 found 5 days ago
Wed, Oct 21 - Sat, Oct 24
BDL
Bradley Intl.
CHO
Charlottesville-Albemarle
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 21 from Bradley Intl. to Charlottesville-Albemarle, returning Sat, Oct 24, priced at $323 found 6 days ago
Wed, Oct 21 - Mon, Oct 26
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$354 Roundtrip, found 1 day ago
$354
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 21 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Mon, Oct 26, priced at $354 found 1 day ago
OriginDestinationTravel DatesFlights From*
ORDMount SidneyNovember 5 to November 9$237
BOSCharlottesvilleNovember 7 to November 9$270
TPACharlottesvilleOctober 31 to November 7$271
EWRCharlottesvilleDecember 11 to December 12$289
ORDCharlottesvilleOctober 29 to November 4$324
ATLCharlottesvilleOctober 29 to November 2$344
DFWCharlottesvilleOctober 21 to October 26$354
DENCharlottesvilleNovember 5 to November 8$359
HOUCharlottesvilleNovember 7 to November 8$409
BOSMount SidneyOctober 23 to October 24$484
TPAMount SidneyNovember 21 to November 30$552
JFKMount SidneyOctober 21 to October 26$557
MKEMount SidneyNovember 26 to November 28$696
IAHMount SidneyOctober 14 to October 16$888
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRCharlottesvilleOctober 3 to October 6$339
BOSCharlottesvilleOctober 3 to October 6$383
ORDCharlottesvilleOctober 3 to October 6$399
BOSMount SidneyOctober 2 to October 3$618
EWRMount SidneyOctober 4 to October 5$931
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Massanuttens Shenandoah Villas by Tripforth
4.0-star property

Massanuttens Shenandoah Villas by Tripforth

Nov 26 - Nov 29

3 night stay

New York (NYC) to Weyers Cave (SHD)

Delta • Non-stop • Coach

Weyers Cave (SHD) to New York (NYC)

Southwest Airlines • Non-stop • Coach
Price was $1,107, price is now $928 per person
$928
per person
found 9 hours ago
Massanutten's Regal Vistas by Tripforth
3.5-star property

Massanutten's Regal Vistas by Tripforth

Nov 26 - Nov 29

3 night stay

New York (NYC) to Weyers Cave (SHD)

Delta • Non-stop • Coach

Weyers Cave (SHD) to New York (NYC)

Southwest Airlines • Non-stop • Coach
Price was $1,488, price is now $1,225 per person
$1,225
per person
found 9 hours ago
The Summit at Massanutten Resort by Tripforth
3.5-star property

The Summit at Massanutten Resort by Tripforth

Nov 26 - Nov 29

3 night stay

New York (NYC) to Weyers Cave (SHD)

Delta • Non-stop • Coach

Weyers Cave (SHD) to New York (NYC)

Southwest Airlines • Non-stop • Coach
Price was $1,205, price is now $1,049 per person
$1,049
per person
found 9 hours ago
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Travelers ❤️ These Orange County 🏨

Round Hill Inn

Round Hill Inn

2.5 out of 5
750 Round Hill Dr. Orange VA
Book a stay at this business-friendly hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Arts Center in Orange and James Madison Museum are located nearby.
9.6/10 Exceptional! (790 reviews)
"Solid and reliable. Clean and convenient. Very dependable hotel whenever I'm working in Somerset or Orange."

Reviewed on Sep 27, 2026

Opens in a new windowRound Hill Inn
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
9.2/10 Wonderful! (3,142 reviews)
"Breakfast was healthy"

Reviewed on Sep 28, 2026

Opens in a new windowEnglish Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and John Paul Jones Arena are located nearby.
Opens in a new windowOmni Charlottesville Hotel
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Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
2010 Madison Rd Stanardsville VA
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are located nearby.
Opens in a new windowPostcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
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.

Frequently asked questions

How much is the cheapest flight to Orange County?
Some thrifty travelers were able to book a roundtrip flight to Orange County for as little as $237 within the last seven days. If you see a fare you like, get in quick. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Orange County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Orange County?
Pack your luggage and jet away with one of the 18 airlines that operate flights to Orange County. Book a seat with the well-established carrier, American Airlines. It offers around 229 flights a month to Orange, Orange County's major city, so finding your ideal fare should be a breeze.
What is the cheapest month to fly to Orange County?
Spend more money on great adventures and less on airfares by going away to Orange County in November. This is the most affordable month to jet off to this destination based on Travelocity's direct return flight demand between January and December last year. Scroll through our list of flights and enjoy a change of scenery without breaking your budget.
How can I check my flight status to Orange County?
Get useful updates about your flight status, gate numbers and more with Trips. Travelocity's handy customer portal is located at the top of our homepage and is where you can view and manage your bookings. Sign in to your account or create a new one in a matter of seconds and everything will be at your fingertips. The Travelocity app is another way to check the details of your flight to Orange County while you're on the move — and even when offline. Travelocity's app can help with all your booking needs. Whether you'd like to add transportation from your airport or share itineraries with any members of your family flying with you, you can do it through the app.
How do I find the best deals on flights to Orange County?
Being flexible with your dates is a great way to grab a fantastic deal. Travelocity makes it super simple to find your ideal fare through the "Flexible dates" feature. First, search for your Orange County flight, then compare the cheapest prices for surrounding dates by clicking the "Flexible dates" dropdown box above. Booking well ahead and avoiding peak season are other tips. In the last seven days, the cheapest price for a return flight to Orange County was $237 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Orange County with Travelocity?
A memorable vacation is only a click or two away when you book with Travelocity. With a wide range of choices and competitive deals on cheap family flights, rental cars and more, we make it easy to find awesome prices to suit your needs. You can also take advantage of our 24/7 social media assistance and free cancellations on most hotels throughout every stage of the process. Wander wisely with us and snag your cheap flights to Orange County today.
What are the most popular flight routes to Orange County?
Check out these leading flight routes to Orange County and start planning your dream escape:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Charlottesville-Albemarle Airport (CHO) - 910 flights a month.
  • Washington, DC (IAD-Washington Dulles Intl.) to Charlottesville-Albemarle Airport (CHO) - 637 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Charlottesville-Albemarle Airport (CHO) - 580 flights a month.

How much is a flight to Orange County on average?
Get your next break off to the best start by snapping up an incredible deal with Travelocity. In the last seven days, roundtrip flights to Orange County cost between $237 and $931. Look through our site and lock in a fare that matches your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Orange County?
Check out these favorite routes to get a sense of the duration of a direct flight to Orange County:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Charlottesville-Albemarle Airport (CHO) - 1 hour and 14 minutes
  • Washington, DC (IAD-Washington Dulles Intl.) to Charlottesville-Albemarle Airport (CHO) - 50 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Charlottesville-Albemarle Airport (CHO) - 1 hour and 33 minutes

What can I expect on a flight to Orange County?
Factors like who you're flying with and where your plane leaves from will largely determine your experience on board. You'll likely find all kinds of flights to Orange County, from cheap flights for family vacations to business class fares. Warm meals, drinks and entertainment are a sample of what most airlines provide on long-haul trips.