$189 Cheap flights to Madison County

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Top places to visit in Madison County

A forest stream with rocks and trees.
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Syria

Syria

Cheap flights to Madison County from $189 One Way, $254 Round Trip

$254 return flights and $189 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.

Tue, Oct 13 - Sat, Oct 17
BOS
Boston
CHO
Charlottesville
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 13 from Boston to Charlottesville, returning Sat, Oct 17, priced at $254 found 4 days ago
Wed, Oct 28 - Wed, Nov 4
MSP
Minneapolis
CHO
Charlottesville
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 28 from Minneapolis to Charlottesville, returning Wed, Nov 4, priced at $305 found 1 day ago
Fri, Feb 5 - Sun, Feb 7
ORD
Chicago
CHO
Charlottesville
$319 Roundtrip, found 1 hour ago
$319
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Feb 5 from Chicago to Charlottesville, returning Sun, Feb 7, priced at $319 found 1 hour ago
Fri, Sep 25 - Mon, Sep 28
ORD
Chicago
SHD
Weyers Cave
$334 Roundtrip, found 4 days ago
$334
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Sep 25 from Chicago to Weyers Cave, returning Mon, Sep 28, priced at $334 found 4 days ago
Tue, Oct 13 - Tue, Oct 27
MCO
Orlando
CHO
Charlottesville
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 13 from Orlando to Charlottesville, returning Tue, Oct 27, priced at $339 found 1 day ago
Tue, Oct 27 - Sat, Oct 31
OKC
Oklahoma City
CHO
Charlottesville
$346 Roundtrip, found 2 hours ago
$346
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Oct 27 from Oklahoma City to Charlottesville, returning Sat, Oct 31, priced at $346 found 2 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
TPACharlottesvilleSeptember 25 to September 26$332
ATLCharlottesvilleSeptember 26 to September 27$516
SFOCharlottesvilleSeptember 26 to October 3$527
BOSCharlottesvilleSeptember 27 to October 4$733
*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
$139 nightly
The price is $154 total per night from Sep 28 to Sep 29
$154 total
Sep 28 - Sep 29
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! (927 reviews)
"Clean, quiet, friendly staff, good location, didn’t use restaurant"

Reviewed on Sep 17, 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
$150 nightly
The price is $167 total per night from Sep 24 to Sep 25
$167 total
Sep 24 - Sep 25
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 ...
9/10 Wonderful! (404 reviews)
"Fridge door didn’t want to stay closed. A spider was dropping down on its web in front of our door. Place was dated and room was dark. The horseshoe-style toilet seat was uncomfortable."

Reviewed on Sep 13, 2026

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 Sep 20 to Sep 21
$120 total
Sep 20 - Sep 21
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 ...
8/10 Very Good! (1,550 reviews)
"Nice room layout with the bathroom accessible from the bedroom and the kitchen."

Reviewed on Sep 14, 2026

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
$79 nightly
The price is $90 total per night from Oct 18 to Oct 19
$90 total
Oct 18 - Oct 19
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 ...
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

Snag some “suite” deals when you add cheap hotel rooms to Madison County flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Madison County.

Fun for All

While shopping Orbitz sales on Madison County flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Madison County flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Madison County. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

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 $254 and $733. But it was travelers departing from Orlando (MCO) who nabbed the top bargains. One-way tickets to Madison County started from a low $189.
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.