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$304+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
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 1, 2026.

This Delta deal was found by Cheapflights users on 7/31. 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 8/262:32 pm
CHO
-
MSN
1 stop6h 13m
Delta
Sat 8/295:43 am
MSN
-
CHO
1 stop4h 49m
Delta
Deal found 7/31$319
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 8/266:02 am
CHO
-
MSN
1 stop5h 21m
American Airlines
Sat 8/296:09 am
MSN
-
CHO
2 stops9h 42m
American Airlines
Deal found 7/28$324
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 8/185:16 pm
CHO
-
MSN
1 stop6h 53m
American Airlines
Tue 8/2511:33 am
MSN
-
CHO
1 stop4h 18m
American Airlines
Deal found 7/30$334
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 8/116:02 am
CHO
-
MSN
1 stop5h 21m
American Airlines
Sat 8/156:40 am
MSN
-
CHO
1 stop5h 58m
American Airlines
Deal found 7/26$349
This Delta deal was found by Cheapflights users on 7/27. 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.
Fri 8/75:38 pm
CHO
-
MSN
1 stop6h 00m
Delta
Tue 8/117:00 am
MSN
-
CHO
1 stop6h 00m
Delta
Deal found 7/27$379
This American Airlines deal was found by Cheapflights users on 7/27. 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 8/77:21 pm
CHO
-
MSN
1 stop4h 48m
American Airlines
Tue 8/115:00 am
MSN
-
CHO
2 stops6h 11m
American Airlines
Deal found 7/27$384
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/37:21 pm
CHO
-
MSN
1 stop4h 48m
American Airlines
Tue 9/85:00 am
MSN
-
CHO
2 stops7h 38m
American Airlines
Deal found 7/29$385

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 1, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$319
(Delta)

One-way from

$304

Popular in

August

Cheapest in

February

Average price

$985
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
One-way flight from Charlottesville Albemarle to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($165 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 August 1, 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

Tue 8/25

6:02 am-10:23 am

1 stop5h 21m

Madison Truax Field

Sat 8/29

6:40 am-12:40 pm

1 stop5h 00m

$319

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 9/2

12:17 pm-4:20 pm

1 stop5h 03m

Madison Truax Field

Tue 9/8

5:50 am-11:18 am

1 stop4h 28m

$319

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Tue 8/18

5:16 pm-11:09 pm

1 stop6h 53m

Madison Truax Field

Tue 8/25

11:33 am-4:51 pm

1 stop4h 18m

$334

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Tue 8/11

6:02 am-10:23 am

1 stop5h 21m

Madison Truax Field

Sat 8/15

6:40 am-1:38 pm

1 stop5h 58m

$349

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 8/26

2:03 pm-10:18 pm

2 stops9h 15m

Madison Truax Field

Sat 8/29

5:00 am-1:38 pm

2 stops7h 38m

$349

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 8/13

5:16 pm-11:09 pm

1 stop6h 53m

Madison Truax Field

Mon 8/17

2:45 pm-11:01 pm

2 stops7h 16m

$354
Quickest round-trip

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Tue 8/11

10:50 am-1:42 pm

1 stop3h 52m

Madison Truax Field

Sat 8/15

5:00 am-10:05 am

1 stop4h 05m

$429

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sat 12/12

5:45 pm-10:53 pm

1 stop6h 08m

Madison Truax Field

Tue 12/15

8:20 am-1:33 pm

1 stop4h 13m

$468
Cheapest one-way
Quickest one-way

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 8/26

10:50 am-1:42 pm

1 stop3h 52m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 1, 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
10,062 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Reviews

1 / 20
6.0
Good

Dawn,Jul 2026

ORD - GRR

The crew aboard the plane were not very friendly. They definitely acted like it was a chore to be there.
United Airlines
7.4
Good
10,062 reviews
United Airlines
7.4
Good
10,062 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Reviews

1 / 20
6.0
Good

Dawn,Jul 2026

ORD - GRR

The crew aboard the plane were not very friendly. They definitely acted like it was a chore to be there.
American Airlines
7.1
Good
11,845 reviews
United Airlines
7.4
Good
10,062 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Reviews

1 / 20
6.0
Good

Dawn,Jul 2026

ORD - GRR

The crew aboard the plane were not very friendly. They definitely acted like it was a chore to be there.

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 Delta 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 18m. 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 41% 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
Baraboo
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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$274Average$419FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$304Average$438FlexibilityNo cancel feeOn-time71%

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