$339+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Charlottesville to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charlottesville to Madison
Cheapest
Best
Last-minute
One-way
Cheapest flights from Charlottesville to MadisonExplore 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 September 29, 2026.
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 September 29, 2026.
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:59 am -
1 stop5h 28m
Mon 11/21:37 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/308:05 pm -
1 stop4h 52m
Mon 11/25:00 am -
2 stops7h 33m
Deal found 9/27![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/298:05 pm -
1 stop4h 52m
Mon 11/25:00 am -
2 stops9h 10m
Deal found 9/28![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop7h 23m
Wed 10/77:00 am -
1 stop5h 55m
Deal found 9/28![Delta logo]()
$444
This American Airlines deal was found by Cheapflights users on 9/24. 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 10/312:16 pm -
2 stops10h 54m
Wed 10/75:00 am -
2 stops9h 08m
Deal found 9/24![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/25. 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 10/36:23 pm -
1 stop5h 12m
Wed 10/72:49 pm -
1 stop5h 10m
Deal found 9/25![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 9/24. 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 10/32:33 pm -
2 stops10h 44m
Mon 10/57:00 am -
1 stop6h 07m
Deal found 9/24![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Sat 12/198:00 pm -
1 stop4h 52m
Sun 12/274:33 pm -
1 stop6h 23m
Deal found 9/28![American Airlines logo]()
$590
Best flights from Charlottesville to MadisonDiscover carefully curated flight deals from Charlottesville to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
Discover carefully curated flight deals from Charlottesville to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/308:05 pm -
1 stop4h 52m
Mon 11/212:23 pm -
1 stop5h 29m
Deal found 9/27![American Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:59 am -
1 stop5h 28m
Mon 11/21:37 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 1/52:48 pm -
1 stop6h 08m
Sat 1/93:40 pm -
1 stop4h 37m
Deal found 9/24![United Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 9/25. 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 10/298:05 pm -
1 stop4h 52m
Mon 11/25:00 am -
2 stops9h 10m
Deal found 9/25![American Airlines logo]()
$344
Last-minute flights from Charlottesville to MadisonDiscover last-minute flight deals from Charlottesville to Madison. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Madison. Data last updated September 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop7h 23m
Wed 10/77:00 am -
1 stop5h 55m
Deal found 9/28![Delta logo]()
$444
This American Airlines deal was found by Cheapflights users on 9/24. 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 10/312:16 pm -
2 stops10h 54m
Wed 10/75:00 am -
2 stops9h 08m
Deal found 9/24![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/25. 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 10/36:23 pm -
1 stop5h 12m
Wed 10/72:49 pm -
1 stop5h 10m
Deal found 9/25![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 9/24. 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 10/32:33 pm -
2 stops10h 44m
Mon 10/57:00 am -
1 stop6h 07m
Deal found 9/24![American Airlines logo]()
$545
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/37:59 pm -
3 stops27h 36m
Mon 10/55:00 am -
1 stop5h 57m
Deal found 9/24![United Airlines logo]()
$738
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:59 am -
1 stop5h 28m
Mon 11/21:37 pm -
1 stop7h 23m
Deal found 9/28![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/298:05 pm -
1 stop4h 52m
Mon 11/25:00 am -
2 stops9h 10m
Deal found 9/28![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/308:05 pm -
1 stop4h 52m
Mon 11/25:00 am -
2 stops7h 33m
Deal found 9/27![American Airlines logo]()
$344
One-way flights from Charlottesville to MadisonSearch for one-way flight options from Charlottesville to Madison. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Charlottesville to Madison. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This American Airlines deal was found by Cheapflights users on 9/25. 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 11/36:42 pm -
1 stop6h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Tue 11/33:20 pm -
2 stops8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![United Airlines logo]()
$742
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 September 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $339 (Delta) |
Popular in | August |
Cheapest in | November |
Average price | $455 |
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 7,457,451 searches. Data last updated September 29, 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
Cheapest round-trip
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Fri 10/30
8:05 pm-11:57 pm
1 stop4h 52m
Madison Truax Field
Mon 11/2
12:23 pm-6:52 pm
1 stop5h 29m
$339
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Thu 10/29
11:59 am-4:27 pm
1 stop5h 28m
Madison Truax Field
Mon 11/2
1:37 pm-10:00 pm
1 stop7h 23m
$339
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Thu 10/29
8:05 pm-11:57 pm
1 stop4h 52m
Madison Truax Field
Mon 11/2
5:00 am-3:10 pm
2 stops9h 10m
$344
Quickest round-trip
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Tue 11/3
6:42 pm-12:13 am
1 stop6h 31m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$406
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Tue 1/5
2:48 pm-7:56 pm
1 stop6h 08m
Madison Truax Field
Sat 1/9
3:40 pm-9:17 pm
1 stop4h 37m
$467
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Tue 11/3
3:20 pm-11:07 pm
2 stops8h 47m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$742
Sorted by cheapest first
Compare providers for flights from Charlottesville to Madison
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charlottesville to Madison in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Charlottesville-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-Madison flight deals on Cheapflights vs. FlightHub >95% 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 FlightHub the most. FlightHub 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.
CHO-MSN
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 September 29, 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.
Crew
8.1
Comfort
7.3
Food
6.7
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Crew
8.1
Comfort
7.3
Food
6.7
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Crew
8.1
Comfort
7.3
Food
6.7
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 29, 2026.
Charlottesville and Madison flights
Browse other Charlottesville and Madison flight options. Last updated on September 29, 2026.
Other flights from Charlottesville
Browse through other flights departing from Charlottesville. Flights are based on user searches made on Cheapflights and were last updated on September 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$422 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$441 | FlexibilityNo cancel fee | On-time71% |