$180 Cheap flights to Madison County

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Top places to visit in Madison County

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Syria

Syria

Cheap flights to Madison County from $180 One Way, $409 Round Trip

$409 return flights and $180 one-way flights to Madison 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, Dec 18 - Sun, Dec 20
PNS
Pensacola
SHD
Weyers Cave
$561 Roundtrip, found 1 day ago
$561
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 18 from Pensacola to Weyers Cave, returning Sun, Dec 20, priced at $561 found 1 day ago
Tue, Nov 17 - Thu, Nov 19
PNS
Pensacola
CHO
Charlottesville
$567 Roundtrip, found 6 days ago
$567
Roundtrip
found 6 days ago
Select United flight, departing Tue, Nov 17 from Pensacola to Charlottesville, returning Thu, Nov 19, priced at $567 found 6 days ago
Tue, Nov 17 - Thu, Nov 19
PNS
Pensacola
CHO
Charlottesville
$572 Roundtrip, found 6 days ago
$572
Roundtrip
found 6 days ago
Select United flight, departing Tue, Nov 17 from Pensacola to Charlottesville, returning Thu, Nov 19, priced at $572 found 6 days ago
Tue, Nov 17 - Thu, Nov 19
PNS
Pensacola
CHO
Charlottesville
$577 Roundtrip, found 6 days ago
$577
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Nov 17 from Pensacola to Charlottesville, returning Thu, Nov 19, priced at $577 found 6 days ago
Tue, Nov 24 - Sat, Nov 28
PNS
Pensacola
CHO
Charlottesville
$586 Roundtrip, found 8 hours ago
$586
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Nov 24 from Pensacola to Charlottesville, returning Sat, Nov 28, priced at $586 found 8 hours ago
Sun, Mar 21 - Wed, Mar 24
PNS
Pensacola
CHO
Charlottesville
$597 Roundtrip, found 1 day ago
$597
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Mar 21 from Pensacola to Charlottesville, returning Wed, Mar 24, priced at $597 found 1 day ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSCharlottesvilleOctober 31 to November 1$409
MCOCharlottesvilleNovember 1 to November 2$472
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Madison County Accommodation Deals

Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
$137 nightly
The price is $152 total per night from Nov 18 to Nov 19
$152 total
Nov 18 - Nov 19
Total with taxes and fees
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 ...
7.8/10 Good! (974 reviews)
"Wifi in rooms was not good."

Reviewed on Oct 29, 2026

Opens in a new windowBig Meadows Lodge
Graves Mountain Farm & Lodges

Graves Mountain Farm & Lodges

3.5 out of 5
Virginia 670 Syria VA
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $211 total per night from Nov 8 to Nov 9
$211 total
Nov 8 - Nov 9
Total with taxes and fees
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 ...
Opens in a new windowGraves Mountain Farm & Lodges
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
$109 nightly
The price is $120 total per night from Nov 1 to Nov 2
$120 total
Nov 1 - Nov 2
Total with taxes and fees
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 ...
Opens in a new windowMassanutten Resort
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English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Nov 15 to Nov 16
$100 total
Nov 15 - Nov 16
Total with taxes and fees
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 ...
9.2/10 Wonderful! (3,186 reviews)
"I found the English Inn to be a little gem-like place to stay after finding the Hilton and such groups rather expensive and below par on service. This place was economical, clean as a whistle, quiet at night and the coffee was really good. If we ever head back, that will be my go-to place."

Reviewed on Oct 29, 2026

Opens in a new windowEnglish Inn of Charlottesville
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

Madison County

Finding cheap flights to Madison County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Madison 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 Madison 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 Madison County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Madison 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 Madison 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 Madison County?
With 12 airlines venturing to Charlottesville-Albemarle Airport (CHO), you'll be making your way around Madison County before long. Selecting a flight that suits your travel itinerary is simple. Compare the available fares from these leading air carriers and get ready to touch down at Charlottesville-Albemarle Airport (CHO):

  • American Airlines - 94 flights to Madison County per month
  • Delta - 83 flights to Madison County per month
  • United Airlines - 35 flights to Madison County per month

What is the best airport to fly to in Madison County?
Charlottesville-Albemarle Airport (CHO) is the main entry point for this unique destination. Once you've walked out of the arrivals area, the possibilities are endless when it comes to discovering Madison County.
How much is a flight to Madison County?
Loads of sensational deals were there for the taking this week, with round-trip flights to Madison County fluctuating between $409 and $597. But it was travelers departing from Philadelphia (PHL) who nabbed the top bargains. One-way tickets to Madison County started from a low $180.
How to book the cheapest flight to Madison County?
With some of the biggest and best flight deals around, you can jet for less with Orbitz. The following suggestions will help you find cheap flights to Madison County — and leave you with cash to spare:

  • Taking off from or landing at other airports can sometimes work out cheaper. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to see what your options are.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' option to browse flight deals for a selection of departure dates. If you find a better fare, book it.
  • Select 'Show options' to narrow down your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the most impressive deals, so purchase your seats once you've settled on your travel dates. The cheapest fares sell fast and prices generally climb as the departure date gets closer.
  • Consider combining your flights, hotels and car rentals into a package deal to save cash.
  • If practical, don't fly during the busy season. Airfares are usually at their most expensive during summer, school breaks and around other vacation times like Easter and Christmas.

How long is a flight to Madison County?
The destination you're jetting out of and whether you have a stopover will determine the time you spend in the air. However, these leading routes to Madison County will give you a clearer idea:

  • New York, NY (LGA-LaGuardia) to Charlottesville-Albemarle Airport (CHO) - 1 hour and 32 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Charlottesville-Albemarle Airport (CHO) - 1 hour and 17 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Charlottesville-Albemarle Airport (CHO) - 1 hour and 34 minutes

What is the best time to book a flight to Madison County?
Purchase your tickets to Madison County in January. This is the best month for bargain fares, followed by February and August. Find cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Madison County?
When it comes to cheap fares to Madison County, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Madison County?
According to Orbitz data from 2020, you should start your trip on a Monday to score cheap flights to Madison County. Next cheapest day? Tuesday. Saturday costs the most. So, think about departing early in the week if you'd love to book a wallet-friendly fare without paying premium prices.
What is the cheapest month to fly to Madison County?
You can jet for less in August. This is generally an excellent month to get on a plane if you're looking for cheap flights to Madison County, based on Orbitz data. The least affordable time to take off is June, so avoid this month if you can.
Which airlines allow free cancellation?
If you suspect your travel plans could change, Orbitz can help you find a flexible fare. All you have to do is select "Filter by flexible change policies" when searching for your flights. We'll show you all the airlines that offer free cancellation and no change fees — along with awesome low prices.
What do I need for the flight to Madison County?
Whether you're accustomed to flying or it's your first time in the air, it's always great to be organized on your trip. Here are a few tips and things to take into consideration:

  • Firstly, you'll need to take all applicable travel documents and your identification. How much will depend on where you're departing from. At the time of booking, you should always use the correct name, birth date and gender as listed on your current ID.
  • A well-packed carry-on bag is just the ticket for a great flight experience. Given this journey to Madison County is no short hop, take enough snacks and activities to keep you entertained. A book, magazine or e-reader will help pass the time.
  • Regardless what the season is at your destination, plane cabins (and airports) are often quite cool. Carry an extra layer on the flight with you to stay warm and cozy.

How many direct flights are there to Madison County?
With 37 flights going directly to Madison County per month, it won't take long to find one that fits in with your schedule. Various airlines fly nonstop to this location, including American Airlines, Delta Air Lines and United Airlines.
How do I get cheap first-class/business deals to Madison County?
Experienced travelers have a talent for finding business or first-class airfares to Madison County without the eye-watering price tag. Take their lead with these useful tips:

  • Be more flexible with your travel dates and hold out for early bird or last-minute sales on first or business-class airfares.
  • Many budget airlines these days offer comfortable business-class seating that doesn't cost an arm and a leg.
  • Bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a rewards program.

What is the best time to go to Madison County?
Madison County is a fun year-round vacation destination, but the most popular months are March, April and August. If you're into warmer weather, visit in the summer months. Like most destinations in the Northern Hemisphere, the summer season begins June 20. Temperatures usually float between 65 ºF and 85 ºF during the daytime.

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.