$369+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MSN
Nov 11 — Nov 181
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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 October 12, 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 October 12, 2026.
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/238:05 pm -
1 stop4h 52m
Mon 10/264:21 pm -
1 stop6h 37m
Deal found 10/9![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/7. 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 10/165:53 pm -
1 stop5h 42m
Tue 10/205:00 am -
1 stop5h 57m
Deal found 10/7![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/7. 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 10/166:08 pm -
1 stop6h 49m
Tue 10/205:00 am -
2 stops7h 58m
Deal found 10/7![American Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/165:49 pm -
1 stop6h 18m
Wed 11/188:15 am -
1 stop4h 13m
Deal found 10/10![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/166:42 pm -
1 stop6h 01m
Wed 11/1811:16 am -
2 stops6h 36m
Deal found 10/10![American Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 10/11. 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 11/252:36 pm -
1 stop7h 09m
Sat 11/285:30 am -
1 stop4h 50m
Deal found 10/11![Delta logo]()
$648
This United Airlines deal was found by Cheapflights users on 10/9. 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 10/237:59 pm -
2 stops22h 15m
Mon 10/266:10 am -
1 stop7h 03m
Deal found 10/9![United Airlines logo]()
$668
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/258:02 pm -
1 stop4h 57m
Sat 11/286:29 pm -
1 stop4h 30m
Deal found 10/8![American Airlines logo]()
$726
This Delta deal was found by Cheapflights users on 10/9. 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 -
1 stop6h 32m
Sun 10/255:51 am -
1 stop4h 23m
Deal found 10/9![Delta logo]()
$809
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 October 12, 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 October 12, 2026.
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/238:05 pm -
1 stop4h 52m
Mon 10/264:21 pm -
1 stop6h 37m
Deal found 10/9![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/7. 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 1/52:15 pm -
1 stop6h 33m
Sat 1/93:47 pm -
1 stop4h 16m
Deal found 10/7![United Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/165:49 pm -
1 stop6h 18m
Wed 11/188:15 am -
1 stop4h 13m
Deal found 10/10![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/162:00 pm -
2 stops7h 07m
Wed 11/185:00 am -
2 stops7h 33m
Deal found 10/10![American Airlines logo]()
$577
Last-minute flights from Charlottesville to MadisonDiscover last-minute flight deals from Charlottesville to Madison. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Madison. Data last updated October 12, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/7. 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 10/165:53 pm -
1 stop5h 42m
Tue 10/205:00 am -
1 stop5h 57m
Deal found 10/7![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/7. 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 10/166:08 pm -
1 stop6h 49m
Tue 10/205:00 am -
2 stops7h 58m
Deal found 10/7![American Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/238:05 pm -
1 stop4h 52m
Mon 10/264:21 pm -
1 stop6h 37m
Deal found 10/9![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/9. 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 10/237:59 pm -
2 stops22h 15m
Mon 10/266:10 am -
1 stop7h 03m
Deal found 10/9![United Airlines logo]()
$668
This Delta deal was found by Cheapflights users on 10/9. 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 -
1 stop6h 32m
Sun 10/255:51 am -
1 stop4h 23m
Deal found 10/9![Delta logo]()
$809
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/165:49 pm -
1 stop6h 18m
Wed 11/188:15 am -
1 stop4h 13m
Deal found 10/10![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/166:42 pm -
1 stop6h 01m
Wed 11/1811:16 am -
2 stops6h 36m
Deal found 10/10![American Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 10/11. 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 11/252:36 pm -
1 stop7h 09m
Sat 11/285:30 am -
1 stop4h 50m
Deal found 10/11![Delta logo]()
$648
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/258:02 pm -
1 stop4h 57m
Sat 11/286:29 pm -
1 stop4h 30m
Deal found 10/8![American Airlines logo]()
$726
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 October 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $369 (American Airlines) |
Popular in | August |
Cheapest in | November |
Average price | $485 |
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 October 12, 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 10/23
8:05 pm-11:57 pm
1 stop4h 52m
Madison Truax Field
Mon 10/26
4:21 pm-11:58 pm
1 stop6h 37m
$369
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Tue 1/5
2:15 pm-7:48 pm
1 stop6h 33m
Madison Truax Field
Sat 1/9
3:47 pm-9:03 pm
1 stop4h 16m
$549
Quickest round-trip
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Mon 11/16
5:49 pm-11:07 pm
1 stop6h 18m
Madison Truax Field
Wed 11/18
8:15 am-1:28 pm
1 stop4h 13m
$567
CharlottesvilleMadison
CHO Charlottesville Albemarle - MSN Madison Truax Field
CHOMSN
Charlottesville Albemarle
Mon 11/16
2:00 pm-8:07 pm
2 stops7h 07m
Madison Truax Field
Wed 11/18
5:00 am-1:33 pm
2 stops7h 33m
$577
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 October.
| 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.
Cheapflights Insights
Everything you need to know about your flight 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 October 12, 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.
Comfort
7.3
Overall
7.4
Entertainment
7.1
Crew
8.1
Food
6.7
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Comfort
7.3
Overall
7.4
Entertainment
7.1
Crew
8.1
Food
6.7
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Comfort
7.3
Overall
7.4
Entertainment
7.1
Crew
8.1
Food
6.7
Boarding
7.7
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Madison flight routes
Other flight options
Other flights from Charlottesville
Popular flights
Alternative routes for Charlottesville to Madison
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charlottesville to Madison by cabin class
Find flights from Charlottesville to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 October 12, 2026.
Charlottesville and Madison flights
Browse other Charlottesville and Madison flight options. Last updated on October 12, 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 October 12, 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 October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$393 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$308 | Average$441 | FlexibilityNo cancel fee | On-time71% |