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$309+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Aug 20 — Aug 271
Thu 8/20
Thu 8/27
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 July 21, 2026.

This Delta deal was found by Cheapflights users on 7/16. 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
CHO
-
MSN
1 stop6h 22m
Delta
Sun 11/15:50 am
MSN
-
CHO
1 stop4h 24m
Delta
Deal found 7/16$309
This United Airlines deal was found by Cheapflights users on 7/16. 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 10/296:15 am
CHO
-
MSN
2 stops8h 35m
United Airlines
Sat 10/315:00 am
MSN
-
CHO
1 stop3h 58m
United Airlines
Deal found 7/16$314
This American Airlines deal was found by Cheapflights users on 7/16. 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
CHO
-
MSN
2 stops7h 54m
American Airlines
Mon 8/245:00 am
MSN
-
CHO
2 stops7h 38m
American Airlines
Deal found 7/16$335
This Delta deal was found by Cheapflights users on 7/16. 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 10/235:31 pm
CHO
-
MSN
1 stop6h 22m
Delta
Mon 10/265:27 pm
MSN
-
CHO
1 stop5h 10m
Delta
Deal found 7/16$354
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/212:57 pm
CHO
-
MSN
2 stops6h 59m
United Airlines
Tue 8/253:55 pm
MSN
-
CHO
1 stop4h 13m
United Airlines
Deal found 7/20$394
This American Airlines deal was found by Cheapflights users on 7/20. 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 8/202:03 pm
CHO
-
MSN
2 stops9h 15m
American Airlines
Wed 8/267:47 am
MSN
-
CHO
2 stops10h 03m
American Airlines
Deal found 7/20$399
This United Airlines deal was found by Cheapflights users on 7/17. 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.
Fri 8/72:56 pm
CHO
-
MSN
2 stops9h 16m
United Airlines
Thu 8/136:30 am
MSN
-
CHO
2 stops6h 23m
United Airlines
Deal found 7/17$400
This American Airlines deal was found by Cheapflights users on 7/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:02 am
CHO
-
MSN
2 stops9h 03m
American Airlines
Sun 8/165:00 am
MSN
-
CHO
2 stops6h 35m
American Airlines
Deal found 7/19$405
This United Airlines deal was found by Cheapflights users on 7/17. 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 10/156:25 am
CHO
-
MSN
2 stops8h 12m
United Airlines
Sun 10/255:00 am
MSN
-
CHO
1 stop3h 58m
United Airlines
Deal found 7/17$416
This United Airlines deal was found by Cheapflights users on 7/20. 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 12/125:45 pm
CHO
-
MSN
1 stop6h 08m
United Airlines
Tue 12/158:20 am
MSN
-
CHO
1 stop4h 13m
United Airlines
Deal found 7/20$434

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 July 21, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$309
(Delta)

Popular in

June

Cheapest in

February

Average price

$441
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. 10% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 21, 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

Fri 10/16

5:31 pm-10:53 pm

1 stop6h 22m

Madison Truax Field

Mon 10/19

5:27 pm-11:37 pm

1 stop5h 10m

$309
Quickest round-trip

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 8/12

6:45 am-11:58 am

1 stop6h 13m

Madison Truax Field

Sun 8/16

5:00 am-10:05 am

1 stop4h 05m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 8/20

7:21 pm-11:09 pm

1 stop4h 48m

Madison Truax Field

Wed 8/26

11:33 am-6:50 pm

1 stop6h 17m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 10/29

5:31 pm-10:53 pm

1 stop6h 22m

Madison Truax Field

Sun 11/1

5:50 am-11:14 am

1 stop4h 24m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Fri 8/7

5:38 pm-10:38 pm

1 stop6h 00m

Madison Truax Field

Thu 8/13

5:15 pm-11:35 pm

1 stop5h 20m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 10/29

6:15 am-1:50 pm

2 stops8h 35m

Madison Truax Field

Sat 10/31

5:00 am-9:58 am

1 stop3h 58m

$314

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Fri 8/7

2:56 pm-11:12 pm

2 stops9h 16m

Madison Truax Field

Thu 8/13

6:30 am-1:53 pm

2 stops6h 23m

$400

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

$434
Cheapest one-way
Quickest one-way

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sun 7/26

8:00 pm-11:42 pm

1 stop4h 42m

$419

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sun 7/26

5:52 pm-11:12 pm

1 stop6h 20m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

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 July 21, 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
10,011 reviews

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
10,011 reviews
United Airlines
7.4
Good
10,011 reviews

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
American Airlines
7.1
Good
11,832 reviews
United Airlines
7.4
Good
10,011 reviews

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

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, United Airlines, and American Airlines fly from Charlottesville to Madison in about 4h 48m. The time it takes to get you to your destination can typically vary by up to 1h 34m. 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 34% 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

Browse thousands of different options on Cheapflights for your next trip

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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 July 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$274Average$393FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$304Average$441FlexibilityNo cancel feeOn-time71%

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