HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$255+ Cheap flights from Charlottesville to Madison (CHO - MSN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
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
Explore the most affordable flight options available from Charlottesville to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.

This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:30 pm
CHO
-
MSN
1 stop6h 43m
Delta
Sun 8/305:45 am
MSN
-
CHO
1 stop4h 31m
Delta
Deal found 3/19$329
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:15 am
CHO
-
MSN
1 stop4h 53m
American Airlines
Sun 4/510:54 am
MSN
-
CHO
1 stop5h 47m
American Airlines
Deal found 3/21$369
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:40 am
CHO
-
MSN
1 stop4h 27m
United Airlines
Sun 4/55:00 am
MSN
-
CHO
1 stop4h 00m
United Airlines
Deal found 3/17$409
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/208:30 am
CHO
-
MSN
1 stop6h 32m
United Airlines
Sat 3/2110:49 am
MSN
-
CHO
1 stop5h 18m
United Airlines
Deal found 3/19$429
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:09 pm
CHO
-
MSN
1 stop6h 50m
American Airlines
Wed 6/107:00 am
MSN
-
CHO
1 stop7h 31m
American Airlines
Deal found 3/17$437
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:08 am
CHO
-
MSN
1 stop6h 47m
American Airlines
Sun 4/196:45 am
MSN
-
CHO
1 stop7h 27m
American Airlines
Deal found 3/17$438

Find flight deals from Charlottesville to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 22, 2026.

Round-trip from

$329
(Delta)

One-way from

$255
(United Airlines)

Popular in

August

Cheapest in

July

Average price

$353
From Charlottesville Albemarle to Madison Truax Field
Search Deals
One-way flight from Charlottesville Albemarle to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 22, 2026.
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 - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/2

6:15 am-10:08 am

1 stop4h 53m

Madison Truax Field

Sun 4/5

10:54 am-5:41 pm

1 stop5h 47m

$369
Quickest round-trip

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/9

6:40 am-11:38 am

1 stop5h 58m

Madison Truax Field

Sun 4/12

5:00 am-10:00 am

1 stop4h 00m

$414

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/2

6:40 am-10:07 am

1 stop4h 27m

Madison Truax Field

Sun 4/5

8:30 am-7:39 pm

2 stops10h 09m

$414

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sat 8/22

6:30 am-2:53 pm

2 stops9h 23m

Madison Truax Field

Wed 8/26

5:00 am-10:11 am

1 stop4h 11m

$438
Cheapest one-way
Quickest one-way

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sat 5/30

6:30 am-9:54 am

1 stop4h 24m

$255

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sun 7/26

3:04 pm-7:53 pm

1 stop5h 49m

$275

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sun 7/26

6:25 am-3:05 pm

2 stops9h 40m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Sorted by cheapest first

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charlottesville to Madison

What is the cheapest month to book a flight from Charlottesville to Madison?

Currently, June is the cheapest month in which you can book a flight from Charlottesville to Madison (average of $64). Flying from Charlottesville to Madison in October is currently the most expensive (average of $218). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated March 22, 2026.
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
7.4
Good
9,455 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,455 reviews
United Airlines
7.4
Good
9,455 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.1
Good
11,489 reviews
United Airlines
7.4
Good
9,455 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Charlottesville to Madison?

    Airlines like American Airlines and United Airlines fly from Charlottesville to Madison in about 4h 53m. The time it takes to get you to your destination can typically vary by up to 1h 05m. 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 $248, American Airlines will fly you from Charlottesville to Madison and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as $274. American 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.

  • What is the cheapest month to book a flight from Charlottesville to Madison?

    Currently, June is the cheapest month in which you can book a flight from Charlottesville to Madison (average of $64). Flying from Charlottesville to Madison in October is currently the most expensive (average of $218). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Charlottesville to Madison

Discover the top 2 airlines that operate flights from Charlottesville to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$368FlexibilityNo cancel feeOn-time69%

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.