$171 Cheap flights to Madison County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Madison County

FlightsFlights
FlightsFlights

Syria

Syria

Cheap flights to Madison County from $171 One Way, $201 Round Trip

$201 return flights and $171 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.

Sat, Sep 19 - Sat, Sep 26
BOS
Boston
CHO
Charlottesville
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 19 from Boston to Charlottesville, returning Sat, Sep 26, priced at $201 found 1 day ago
Sat, Sep 19 - Sat, Sep 26
BOS
Boston
CHO
Charlottesville
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 19 from Boston to Charlottesville, returning Sat, Sep 26, priced at $236 found 1 day ago
Sat, Sep 19 - Sat, Sep 26
BOS
Boston
CHO
Charlottesville
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 19 from Boston to Charlottesville, returning Sat, Sep 26, priced at $271 found 1 day ago
Sat, Sep 19 - Sat, Sep 26
BOS
Boston
CHO
Charlottesville
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 19 from Boston to Charlottesville, returning Sat, Sep 26, priced at $275 found 1 day ago
Wed, Jul 15 - Sun, Jul 19
TPA
Tampa
CHO
Charlottesville
$302 Roundtrip, found 14 hours ago
$302
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jul 15 from Tampa to Charlottesville, returning Sun, Jul 19, priced at $302 found 14 hours ago
Tue, Aug 11 - Tue, Aug 18
AUS
Austin
CHO
Charlottesville
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 11 from Austin to Charlottesville, returning Tue, Aug 18, priced at $326 found 3 days ago
Loading

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSCharlottesvilleJune 21 to June 27$417
MCOCharlottesvilleJune 20 to June 21$444
LAXCharlottesvilleJune 20 to June 27$507
ATLCharlottesvilleJune 19 to June 21$611
SFOMount SidneyJune 19 to June 20$724
ATLMount SidneyJune 21 to June 22$912
*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
The price is $141 total per night from Jun 29 to Jun 30
$141 total
per night
Jun 29 - Jun 30
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! (846 reviews)
"When we arrived we were upgraded to a larger room, with a lovely view, so it was a good start. I liked the reception area, with the cosy seating area, board games, rocking chairs, and seats out on the veranda. We ate in the restaurant in the evening and the meal was quite good, especially the blueberry ..."

Reviewed on Jun 16, 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
The price is $164 total per night from Jun 24 to Jun 25
$164 total
per night
Jun 24 - Jun 25
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 ...
9/10 Wonderful! (389 reviews)
"Beautiful location, would stay again"

Reviewed on Jun 9, 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
Fully refundableReserve now, pay when you stay
The price is $101 total per night from Jul 1 to Jul 2
$101 total
per night
Jul 1 - Jul 2
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! (2,889 reviews)
"The room was clean and the breakfast was good. However, the pictures of the property lead you to feel there's a nice garden to sit outside. It's in a different unit than we had but is accessible. It's very small and no sitting area. Felt trapped in our room."

Reviewed on Jun 15, 2026

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
The price is $139 total per night from Jun 18 to Jun 19
$139 total
per night
Jun 18 - Jun 19
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 ...
8/10 Very Good! (1,376 reviews)
"Lots of things to do. Friendly staff."

Reviewed on Jun 16, 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.

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

Orbitz is your one stop for guaranteed low prices on Madison County flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Madison County and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Madison County Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Madison County from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

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 $201 and $912. But it was travelers departing from Boston (BOS) who nabbed the top bargains. One-way tickets to Madison County started from a low $171.
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.