Cheap Flights to Madison County from $179 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Madison County's top cities

A forest stream with rocks and trees.

Syria

Flights
Syria

How Much Does it Cost To Fly To Madison County?

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

Thu, Jan 14 - Mon, Jan 18
EWR
Newark Liberty Intl. Airport
CHO
Charlottesville-Albemarle
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select United flight, departing Thu, Jan 14 from Newark Liberty Intl. Airport to Charlottesville-Albemarle, returning Mon, Jan 18, priced at $249 found 6 days ago
Tue, Oct 6 - Tue, Oct 13
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 6 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Tue, Oct 13, priced at $275 found 5 days ago
Thu, Nov 12 - Mon, Nov 16
PHL
Philadelphia Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 12 from Philadelphia Intl. to Charlottesville-Albemarle, returning Mon, Nov 16, priced at $289 found 1 day ago
Thu, Sep 10 - Sun, Sep 13
GRR
Gerald R. Ford Intl.
CHO
Charlottesville-Albemarle
$294 Roundtrip, found 3 days ago
$294
Roundtrip
found 3 days ago
Select United flight, departing Thu, Sep 10 from Gerald R. Ford Intl. to Charlottesville-Albemarle, returning Sun, Sep 13, priced at $294 found 3 days ago
Fri, Sep 11 - Mon, Sep 14
CHS
Charleston Intl.
CHO
Charlottesville-Albemarle
$294 Roundtrip, found 6 days ago
$294
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Sep 11 from Charleston Intl. to Charlottesville-Albemarle, returning Mon, Sep 14, priced at $294 found 6 days ago
Sat, Nov 7 - Sun, Nov 8
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 7 from Orlando Intl. to Charlottesville-Albemarle, returning Sun, Nov 8, priced at $314 found 5 days ago
Tue, Oct 6 - Tue, Oct 13
MCO
Orlando Intl.
SHD
Shenandoah Valley Regional
$459 Roundtrip, found 1 day ago
$459
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 6 from Orlando Intl. to Shenandoah Valley Regional, returning Tue, Oct 13, priced at $459 found 1 day ago
Fri, Sep 25 - Mon, Sep 28
DTW
Detroit Metropolitan Wayne County
SHD
Shenandoah Valley Regional
$462 Roundtrip, found 2 days ago
$462
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Sep 25 from Detroit Metropolitan Wayne County to Shenandoah Valley Regional, returning Mon, Sep 28, priced at $462 found 2 days ago
OriginDestinationTravel DatesFlights From*
BOSCharlottesvilleOctober 14 to October 28$234
TPACharlottesvilleOctober 31 to November 7$267
ATLCharlottesvilleOctober 29 to November 2$299
MCOCharlottesvilleNovember 3 to November 17$309
DFWCharlottesvilleOctober 7 to October 10$329
LAXCharlottesvilleOctober 5 to October 14$379
MCOMount SidneyOctober 6 to October 13$459
TPAMount SidneyOctober 27 to October 31$488
SFOCharlottesvilleNovember 23 to November 30$818
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOCharlottesvilleAugust 28 to August 30$426
TPACharlottesvilleAugust 28 to September 4$439
ATLCharlottesvilleAugust 28 to August 30$566
MCOMount SidneyAugust 28 to September 5$647
*Prices include taxes and fees

Best Madison County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Massanutten Resort
2.5-star property

Massanutten Resort

Nov 13 - Nov 15

2 night stay

Chicago (ORD) to Weyers Cave (SHD)

American Airlines • Roundtrip • Coach
Price was $439, price is now $380 per person
$380
per person
found 1 day ago
The Buckhorn - Lodging & Event Venue
3.5-star property

The Buckhorn - Lodging & Event Venue

Oct 15 - Oct 18

3 night stay

Chicago (ORD) to Weyers Cave (SHD)

American Airlines • Roundtrip • Coach
Price was $691, price is now $561 per person
$561
per person
found 1 day ago
The Blackburn Inn and Conference Center
3.5-star property

The Blackburn Inn and Conference Center

Nov 13 - Nov 15

2 night stay

Chicago (ORD) to Weyers Cave (SHD)

American Airlines • Roundtrip • Coach
Price was $551, price is now $453 per person
$453
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Madison County
View all trips

Travelers ❤️ These Madison County 🏨

Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Shenandoah National Park and Harry F. Byrd Sr. Visitor Center are located nearby.
Opens in a new windowBig Meadows Lodge
Graves Mountain Farm & Lodges

Graves Mountain Farm & Lodges

3.5 out of 5
Virginia 670 Syria VA
Book a stay at this family-friendly lodge in Syria. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shenandoah National Park and DuCard Vineyards are located nearby.
9/10 Wonderful! (398 reviews)
"Beautiful"

Reviewed on Aug 25, 2026

Opens in a new windowGraves Mountain Farm & Lodges
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.
Opens in a new windowEnglish Inn of Charlottesville
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.
8/10 Very Good! (1,520 reviews)
"The room was great very relaxing the nearby town had great food. But except thing we tried to do was closed. We were there Monday-Friday and everything beside the pools and water parks were closed and the pools were so crowded moving was hard. I won’t be spending another vacation there"

Reviewed on Aug 25, 2026

Opens in a new windowMassanutten Resort
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 Madison County?
To help you budget, the cheapest roundtrip flight to Madison County was $234 within the last seven days. An easy way to snap up a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Madison County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Madison County?
With 15 airline companies flying into Madison County, finding your ideal flight should be a cinch. If your vacation starts in Syria, go for the highly rated carrier, American Airlines. It has roughly 229 flights to this major city a month.
What is the cheapest month to fly to Madison County?
According to Travelocity's direct return flight demand from January to December last year, January is the cheapest period to fly to Madison County. Keep your eyes peeled for flights throughout this month and snare a great deal today.
How can I check my flight status to Madison County?
Whether you'd like to confirm the status of your flight to Madison County or make changes to your itinerary, you'll find all the necessary info on our customer portal, Trips. Click on "Trips" at the top of our homepage, then log in or open a new account. Another convenient way to view and manage your booking is with the Travelocity app. Get useful travel alerts right when you need them and easily share details with any family flying with you.
How do I find the best deals on flights to Madison County?
A great way to find a bargain is to be flexible with your dates. First, search for your flight to Madison County, then tap on the "Flexible dates" box at the top of the page. You'll see the prices for nearby days. Another tip? Book early. To give you an idea of fares, $234 was the lowest price for a return flight to Madison County in the last seven days. 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 Madison County with Travelocity?
Start packing and get ready for an unforgettable adventure with Travelocity. We'll help you find some top deals on cheap flights to Madison County. Whether you want flexible airfares or cheap family flights with budget airlines, we'll have what you're after.
What are the most popular flight routes to Madison County?
As a sought-after place to visit, it's easy to find flights to Madison County. Browse this list of top routes:

  • 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 Madison County on average?
In the last seven days, roundtrip flights to Madison County were priced between $234 and $818. No matter what kind of ticket you're after, we have some fantastic deals to help you keep to 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 Madison County?
Here you'll find a number of preferred direct flights to Madison County plus their average journey times:

  • 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 Madison County?
If you're about to hop on a long-haul flight to Madison County, you can typically expect drinks, food and entertainment to be included. Airlines aim to make longer flights as pleasant as possible for passengers. Brief trips — as well as flights offered by low-cost airlines — may not have as many inclusions. If you're seeking cheap flights for family vacations with a low-priced carrier, it's possible you'll pay extra for things like snacks and drinks.