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$269+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
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 May 21, 2026.

This American Airlines deal was found by Cheapflights users on 5/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:00 pm
CHO
-
MSN
1 stop4h 59m
American Airlines
Tue 6/235:22 pm
MSN
-
CHO
1 stop5h 32m
American Airlines
Deal found 5/17$309
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:25 am
CHO
-
MSN
2 stops6h 24m
United Airlines
Wed 7/1510:48 am
MSN
-
CHO
2 stops11h 55m
United Airlines
Deal found 5/19$319
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 6/152:32 pm
CHO
-
MSN
1 stop6h 11m
Delta
Sun 6/215:52 am
MSN
-
CHO
1 stop4h 35m
Delta
Deal found 5/18$354
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/93:01 pm
CHO
-
MSN
1 stop5h 38m
American Airlines
Sun 7/127:00 am
MSN
-
CHO
1 stop7h 14m
American Airlines
Deal found 5/20$419
This Delta deal was found by Cheapflights users on 5/17. 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 8/66:00 am
CHO
-
MSN
1 stop5h 25m
Delta
Mon 8/101:35 pm
MSN
-
CHO
2 stops8h 36m
Delta
Deal found 5/17$507
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Sun 7/196:10 pm
CHO
-
MSN
1 stop6h 32m
American Airlines
Fri 7/247:00 am
MSN
-
CHO
1 stop7h 14m
American Airlines
Deal found 5/20$528
This Delta deal was found by Cheapflights users on 5/17. 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.
Fri 6/192:32 pm
CHO
-
MSN
2 stops7h 30m
Delta
Tue 6/234:40 pm
MSN
-
CHO
1 stop5h 35m
Delta
Deal found 5/17$563
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Sat 7/188:00 pm
CHO
-
MSN
1 stop4h 59m
American Airlines
Fri 7/244:11 pm
MSN
-
CHO
1 stop5h 00m
American Airlines
Deal found 5/20$626
This United Airlines deal was found by Cheapflights users on 5/17. 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
Mon 8/106:29 am
MSN
-
CHO
2 stops16h 14m
United Airlines
Deal found 5/17$688

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 May 21, 2026.

Round-trip from

$309
(Delta)

One-way from

$269
(American Airlines)

Popular in

August

Cheapest in

February

Average price

$419
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. 17% potential increase in price ($87 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 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

Thu 8/6

5:38 pm-10:32 pm

1 stop5h 54m

Madison Truax Field

Mon 8/10

5:43 am-1:52 pm

1 stop7h 09m

$309

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 7/8

1:20 pm-6:18 pm

1 stop5h 58m

Madison Truax Field

Wed 7/15

8:00 am-2:31 pm

1 stop5h 31m

$309
Quickest round-trip

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Mon 6/15

2:32 pm-7:43 pm

1 stop6h 11m

Madison Truax Field

Sun 6/21

5:52 am-11:27 am

1 stop4h 35m

$354

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Wed 7/8

10:45 am-6:57 pm

2 stops9h 12m

Madison Truax Field

Wed 7/15

10:48 am-5:06 pm

1 stop5h 18m

$417

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sun 7/19

6:10 pm-11:42 pm

1 stop6h 32m

Madison Truax Field

Fri 7/24

7:00 am-3:14 pm

1 stop7h 14m

$528

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Fri 6/19

2:32 pm-9:02 pm

2 stops7h 30m

Madison Truax Field

Tue 6/23

4:40 pm-11:15 pm

1 stop5h 35m

$563

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sat 7/18

8:00 pm-11:59 pm

1 stop4h 59m

Madison Truax Field

Fri 7/24

6:43 pm-2:48 pm

2 stops19h 05m

$680

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Fri 6/19

2:56 pm-11:05 pm

2 stops9h 09m

Madison Truax Field

Tue 6/23

6:25 am-1:53 pm

2 stops6h 28m

$702

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Sat 7/18

2:56 pm-11:12 pm

2 stops9h 16m

Madison Truax Field

Fri 7/24

8:00 am-11:43 pm

2 stops14h 43m

$716

CharlottesvilleMadison

CHO - MSN

CHOMSN

Charlottesville Albemarle

Thu 7/9

6:25 am-11:49 am

2 stops6h 24m

Madison Truax Field

Sun 7/12

10:40 am-9:56 am

1 stop22h 16m

$721

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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

How much does it cost to fly round-trip from Charlottesville to Madison?

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 May 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
9,748 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,748 reviews
United Airlines
7.4
Good
9,748 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
American Airlines
7.1
Good
11,641 reviews
United Airlines
7.4
Good
9,748 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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, American Airlines, and United Airlines fly from Charlottesville to Madison in about 5h 54m. The time it takes to get you to your destination can typically vary by up to 3h 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 $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 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
Portage
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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$441FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$393FlexibilityNo cancel feeOn-time69%

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