HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$369+ Cheap flights from Charlottesville to Madison (CHO - MSN)

CHO — MSN
Nov 26 — Dec 31
Thu 11/26
Thu 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charlottesville to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Charlottesville to Madison

Cheapest flights from Charlottesville to Madison

Tue 11/108:13 am -
1 stop4h 26m
Sat 11/148:10 am -
1 stop6h 00m
Deal found 10/25$369
Thu 11/52:03 pm -
1 stop4h 51m
Mon 11/96:10 am -
1 stop7h 06m
Deal found 10/26$399
Fri 11/65:01 am -
1 stop7h 42m
Mon 11/95:00 am -
2 stops7h 33m
Deal found 10/25$404
Fri 11/62:03 pm -
1 stop4h 51m
Mon 11/96:10 am -
1 stop7h 06m
Deal found 10/26$443
Mon 11/167:23 am -
1 stop4h 23m
Wed 11/188:00 am -
1 stop6h 10m
Deal found 10/25$567
Thu 11/56:30 am -
2 stops9h 11m
Mon 11/95:00 am -
2 stops9h 10m
Deal found 10/26$918

Find flight deals from Charlottesville to Madison

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(American Airlines)

Popular in

August

Cheapest in

November

Average price

$485
Provider with most accurate pricing for Charlottesville Albemarle-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-Madison Truax Field flights.
Search Deals
From Charlottesville Albemarle to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($138 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Charlottesville to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Tue 11/10

6:42 pm-11:43 pm

1 stop6h 01m

Madison Truax Field

Sat 11/14

11:16 am-6:52 pm

2 stops6h 36m

$374

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Fri 11/6

2:03 pm-5:54 pm

1 stop4h 51m

Madison Truax Field

Mon 11/9

6:10 am-2:16 pm

1 stop7h 06m

$443

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Tue 1/5

3:25 pm-9:38 pm

1 stop7h 13m

Madison Truax Field

Sat 1/9

8:15 am-1:36 pm

1 stop4h 21m

$538
Quickest round-trip

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Mon 11/16

7:23 am-10:46 am

1 stop4h 23m

Madison Truax Field

Wed 11/18

8:00 am-3:10 pm

1 stop6h 10m

$567

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Sorted by cheapest first

Compare providers for flights from Charlottesville to Madison

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charlottesville to Madison in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charlottesville-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charlottesville-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlottesville-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charlottesville-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Charlottesville to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Charlottesville with our price prediction graph.
Estimated round-trip price

Reviews of airlines servicing Madison

Read through reviews of airlines operating flights from Charlottesville to Madison, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.3
Good
10,441 reviews

Entertainment

7.1

Food

6.7

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Asha,Sep 2026

LGA - IAH

The flight was on time and boardi g was very organized and timely. Snacks are awful and having one little glass of juice was terrible. Fortunately, I had my water to keep me hydrated.
United Airlines
7.3
Good
10,441 reviews
United Airlines
7.3
Good
10,441 reviews

Entertainment

7.1

Food

6.7

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Asha,Sep 2026

LGA - IAH

The flight was on time and boardi g was very organized and timely. Snacks are awful and having one little glass of juice was terrible. Fortunately, I had my water to keep me hydrated.
American Airlines
7.0
Good
12,189 reviews
United Airlines
7.3
Good
10,441 reviews

Entertainment

7.1

Food

6.7

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Asha,Sep 2026

LGA - IAH

The flight was on time and boardi g was very organized and timely. Snacks are awful and having one little glass of juice was terrible. Fortunately, I had my water to keep me hydrated.

Related info for your journey

  • How long is the flight from Charlottesville to Madison?

    Airlines like American Airlines and United Airlines fly from Charlottesville to Madison in about 4h 51m. The time it takes to get you to your destination can typically vary by up to 1h 10m. Airlines will cover a distance of 665 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Charlottesville to Madison round-trip?

    Currently priced at $274, United Airlines will fly you from Charlottesville to Madison and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $308. United Airlines is priced at 39% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Charlottesville to Madison that include hotel bookings?

    Yes. In addition to deals on Charlottesville to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charlottesville to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlottesville to Madison.

  • Can I find deals for business class flights from Charlottesville to Madison?

    Yes. Cheapflights offers flight deals from Charlottesville to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Sun Prairie
Middleton
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Charlottesville to Madison

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$274Average$393FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$308Average$441FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.