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$279+ Cheap flights from Charlottesville to Madison (CHO - MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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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 February 4, 2026.

This United Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 2/1712:49 pm
CHO
-
MSN
1 stop5h 14m
United Airlines
Sat 2/216:30 am
MSN
-
CHO
1 stop4h 44m
United Airlines
Deal found 2/2$279
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/164:42 pm
CHO
-
MSN
1 stop5h 43m
American Airlines
Sun 4/198:00 am
MSN
-
CHO
1 stop7h 12m
American Airlines
Deal found 2/2$304
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/195:00 pm
CHO
-
MSN
1 stop6h 42m
American Airlines
Sun 2/228:09 am
MSN
-
CHO
1 stop7h 21m
American Airlines
Deal found 2/3$309
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/25:01 pm
CHO
-
MSN
1 stop6h 48m
American Airlines
Sun 4/58:00 am
MSN
-
CHO
1 stop7h 31m
American Airlines
Deal found 2/2$339
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/94:42 pm
CHO
-
MSN
1 stop5h 43m
American Airlines
Sun 4/128:00 am
MSN
-
CHO
1 stop7h 12m
American Airlines
Deal found 2/2$407
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/125:00 pm
CHO
-
MSN
1 stop6h 42m
American Airlines
Sun 2/1510:54 am
MSN
-
CHO
1 stop7h 38m
American Airlines
Deal found 2/2$442
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/196:45 am
CHO
-
MSN
1 stop4h 29m
United Airlines
Sun 2/228:15 am
MSN
-
CHO
2 stops28h 44m
United Airlines
Deal found 2/2$443
This United Airlines deal was found by Cheapflights users on 2/3. 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 4/26:20 am
CHO
-
MSN
2 stops18h 29m
United Airlines
Sun 4/55:00 am
MSN
-
CHO
1 stop4h 10m
United Airlines
Deal found 2/3$458

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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(United Airlines)

Popular in

August

Cheapest in

July

Average price

$304
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. 4% potential increase in price ($19 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 February 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 February 4, 2026.
Use the filters below to find and compare flights from Charlottesville to Madison that are best for you.

Fly from

Charlottesville

Fly to

Madison

Route

Depart

Return

Price

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Tue 2/17

12:49 pm-5:03 pm

1 stop5h 14m

Madison Truax Field

Sat 2/21

6:30 am-12:14 pm

1 stop4h 44m

$279

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 2/19

5:00 pm-10:42 pm

1 stop6h 42m

Madison Truax Field

Sun 2/22

8:09 am-4:30 pm

1 stop7h 21m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/9

4:42 pm-9:25 pm

1 stop5h 43m

Madison Truax Field

Sun 4/12

8:00 am-4:12 pm

1 stop7h 12m

$407

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/2

5:01 pm-10:49 pm

1 stop6h 48m

Madison Truax Field

Sun 4/5

8:00 am-4:31 pm

1 stop7h 31m

$442

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 2/19

6:45 am-10:14 am

1 stop4h 29m

Madison Truax Field

Sun 2/22

8:15 am-1:59 pm

2 stops28h 44m

$443

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/2

6:20 am-11:49 pm

2 stops18h 29m

Madison Truax Field

Sun 4/5

5:00 am-10:10 am

1 stop4h 10m

$458

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 4/16

5:05 am-1:48 pm

2 stops9h 43m

Madison Truax Field

Sun 4/19

8:00 am-4:12 pm

1 stop7h 12m

$491

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

  • 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
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 $70). Flying from Charlottesville to Madison in January is currently the most expensive (average of $231). 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 February 4, 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
9,236 reviews

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Boarding

7.7

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
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Boarding

7.7

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
7.2
Good
11,222 reviews
United Airlines
7.4
Good
9,236 reviews

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Boarding

7.7

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 United Airlines and American Airlines fly from Charlottesville to Madison in about 5h 14m. The time it takes to get you to your destination can typically vary by up to 1h 28m. 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 40% 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 $70). Flying from Charlottesville to Madison in January is currently the most expensive (average of $231). 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

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Alternative routes for Charlottesville to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$453FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$393FlexibilityNo cancel feeOn-time69%

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