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$299+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
oct. 17 — oct. 241
ven. 10/17
ven. 10/24
1 adult, Economy
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Cheap 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 septembre 17, 2025.

Round-trip from

$299
(American Airlines)

Popular in

August

Cheapest in

September

Average price

$248
From Charlottesville Albemarle to Madison Truax Field
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High demand for flights, 9% potential price rise
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septembre 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
mer. 10/12:42 pmCHO - MSN
1 stop5h 03mAmerican Airlines
dim. 10/57:10 amMSN - CHO
1 stop6h 52mAmerican Airlines
Deal found 9/14$299
This American Airlines deal was found by Cheapflights users on 9/14. 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.
ven. 11/217:58 pmCHO - MSN
1 stop4h 53mAmerican Airlines
dim. 11/238:15 amMSN - CHO
1 stop6h 53mAmerican Airlines
Deal found 9/14$324
This United Airlines deal was found by Cheapflights users on 9/14. 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.
mer. 10/17:00 amCHO - MSN
1 stop5h 45mUnited Airlines
dim. 10/56:30 amMSN - CHO
2 stops6h 23mUnited Airlines
Deal found 9/14$329
This United Airlines deal was found by Cheapflights users on 9/14. 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.
mer. 9/245:41 pmCHO - MSN
1 stop5h 42mUnited Airlines
dim. 9/285:20 amMSN - CHO
1 stop4h 28mUnited Airlines
Deal found 9/14$354
This United Airlines deal was found by Cheapflights users on 9/14. 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.
jeu. 10/22:50 pmCHO - MSN
2 stops8h 38mUnited Airlines
dim. 10/56:30 amMSN - CHO
2 stops6h 23mUnited Airlines
Deal found 9/14$400

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 septembre 17, 2025.
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

mer. 10/1

2:42 pm-6:45 pm

1 stop5h 03m

Madison Truax Field

dim. 10/5

7:10 am-3:02 pm

1 stop6h 52m

$299

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

jeu. 10/2

2:42 pm-6:45 pm

1 stop5h 03m

Madison Truax Field

dim. 10/5

7:10 am-3:02 pm

1 stop6h 52m

$299

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

ven. 11/21

7:58 pm-11:51 pm

1 stop4h 53m

Madison Truax Field

dim. 11/23

8:15 am-4:08 pm

1 stop6h 53m

$324

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

mer. 10/1

7:00 am-11:45 am

1 stop5h 45m

Madison Truax Field

dim. 10/5

6:30 am-1:53 pm

2 stops6h 23m

$329

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

jeu. 10/2

7:00 am-9:55 am

1 stop3h 55m

Madison Truax Field

dim. 10/5

6:30 am-1:53 pm

2 stops6h 23m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, January is the cheapest month in which you can book a flight from Charlottesville to Madison (average of $338). Flying from Charlottesville to Madison in March is currently the most expensive (average of $422). 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 septembre 17, 2025.
Read through reviews of airlines operating flights from Charlottesville to Madison, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 5h 03m. The time it takes to get you to your destination can typically vary by up to 42m. 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. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $248 and $321, respectively. American Airlines is priced at 44% 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, January is the cheapest month in which you can book a flight from Charlottesville to Madison (average of $338). Flying from Charlottesville to Madison in March is currently the most expensive (average of $422). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Charlottesville to Madison

Discover the top 3 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 septembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$490FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$297FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$321Average$470FlexibilityNo cancel feeOn-time69%

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