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$274+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Sep 17 — Sep 241
Thu 9/17
Thu 9/24
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 August 18, 2026.

This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:31 pm -
1 stop6h 32m
Sat 10/311:37 pm -
1 stop7h 31m
Deal found 8/17$319
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/2910:57 am -
1 stop5h 44m
Sat 10/315:00 am -
2 stops8h 48m
Deal found 8/13$324
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 12/258:16 am -
1 stop6h 33m
Wed 12/309:32 am -
1 stop7h 30m
Deal found 8/14$347
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 10/316:42 am -
1 stop6h 12m
Tue 11/33:49 pm -
1 stop4h 12m
Deal found 8/17$399
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 8/215:16 pm -
1 stop6h 53m
Sun 8/236:00 am -
1 stop5h 35m
Deal found 8/13$409

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 August 18, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$319
(Delta)

One-way from

$274
(American Airlines)

Popular in

August

Cheapest in

February

Average price

$875
Provider with most accurate pricing for Charlottesville Albemarle-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Charlottesville Albemarle-Madison Truax Field flights.
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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. 23% potential increase in price ($139 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
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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 August 18, 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 Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Thu 10/29

5:31 pm-11:03 pm

1 stop6h 32m

Madison Truax Field

Sat 10/31

1:37 pm-10:08 pm

1 stop7h 31m

$319

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Thu 10/29

10:57 am-3:41 pm

1 stop5h 44m

Madison Truax Field

Sat 10/31

5:00 am-2:48 pm

2 stops8h 48m

$324

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Fri 12/25

8:16 am-1:49 pm

1 stop6h 33m

Madison Truax Field

Wed 12/30

9:32 am-6:02 pm

1 stop7h 30m

$347
Quickest round-trip

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Sat 10/31

6:42 am-11:54 am

1 stop6h 12m

Madison Truax Field

Tue 11/3

3:49 pm-9:01 pm

1 stop4h 12m

$399

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Fri 9/18

3:35 pm-12:17 am

2 stops9h 42m

Madison Truax Field

Sun 9/20

7:19 am-2:44 pm

1 stop6h 25m

$503
Cheapest one-way
Quickest one-way

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Mon 8/31

10:50 am-2:59 pm

1 stop5h 09m

$369

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Mon 8/31

12:36 pm-8:27 pm

2 stops8h 51m

$374

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Sun 8/23

6:49 am-1:15 pm

1 stop7h 26m

$424

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Sun 10/4

6:25 am-1:37 pm

2 stops8h 12m

$497

CharlottesvilleMadison

CHO Charlottesville Albemarle - MSN Madison Truax Field

CHOMSN

Charlottesville Albemarle

Sun 8/23

8:22 pm-10:13 am

2 stops14h 51m

$715

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Charlottesville-Madison flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Charlottesville-Madison flight deals on Cheapflights vs. Expedia <90% 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 Expedia the most. Expedia 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.

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 August 18, 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
10,100 reviews

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
United Airlines
7.4
Good
10,100 reviews
United Airlines
7.4
Good
10,100 reviews

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
American Airlines
7.1
Good
11,951 reviews
United Airlines
7.4
Good
10,100 reviews

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

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 Delta and American Airlines fly from Charlottesville to Madison in about 6h 13m. The time it takes to get you to your destination can typically vary by up to 40m. 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 $304. United 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.

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

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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 August 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$274Average$419FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$304Average$441FlexibilityNo cancel feeOn-time71%

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