HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$243+ Cheap flights from Charlottesville to Key West (CHO - EYW)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — EYW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charlottesville to Key West 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 Key West

Cheapest flights from Charlottesville to Key West
Explore the most affordable flight options available from Charlottesville to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:10 amCHO - EYW
1 stop5h 31mUnited Airlines
Thu 12/255:10 pmEYW - CHO
1 stop6h 34mUnited Airlines
Deal found 12/11$354
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/256:10 amCHO - EYW
1 stop5h 31mUnited Airlines
Mon 12/291:25 pmEYW - CHO
1 stop6h 14mUnited Airlines
Deal found 12/10$379
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:50 amCHO - EYW
1 stop24h 51mUnited Airlines
Wed 12/311:25 pmEYW - CHO
1 stop6h 14mUnited Airlines
Deal found 12/11$714
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:26 pmCHO - EYW
2 stops7h 18mAmerican Airlines
Thu 12/2511:47 amEYW - CHO
2 stops7h 45mAmerican Airlines
Deal found 12/11$777
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/314:01 pmCHO - EYW
1 stop6h 43mAmerican Airlines
Sun 1/42:50 pmEYW - CHO
1 stop4h 42mAmerican Airlines
Deal found 12/10$843
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:00 amCHO - EYW
2 stops10h 44mAmerican Airlines
Wed 12/318:00 amEYW - CHO
2 stops10h 30mAmerican Airlines
Deal found 12/11$939
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/251:41 pmCHO - EYW
2 stops21h 25mAmerican Airlines
Mon 12/291:46 pmEYW - CHO
2 stops8h 06mAmerican Airlines
Deal found 12/10$1,289

Find flight deals from Charlottesville to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to Key West (EYW). 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$243
(American Airlines)

Popular in

March

Cheapest in

November

Average price

$453
Provider with most accurate pricing for Charlottesville Albemarle-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-Key West flights.
Search Deals
From Charlottesville Albemarle to Key West
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville to Key West 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 December 12, 2025.
Use the filters below to find and compare flights from Charlottesville to Key West that are best for you.

Fly from

Charlottesville

Fly to

Key West

Route

Depart

Return

Price

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/17

3:13 pm-11:56 pm

2 stops8h 43m

Key West

Fri 1/23

4:04 pm-11:19 pm

1 stop7h 15m

$243

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/10

3:13 pm-11:56 pm

2 stops8h 43m

Key West

Fri 1/16

7:08 am-11:58 am

1 stop4h 50m

$264

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/17

2:05 pm-7:40 pm

1 stop5h 35m

Key West

Fri 1/23

7:10 am-2:12 pm

1 stop7h 02m

$271

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Thu 12/25

6:10 am-11:41 am

1 stop5h 31m

Key West

Mon 12/29

1:25 pm-7:39 pm

1 stop6h 14m

$379

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/17

2:05 pm-7:40 pm

1 stop5h 35m

Key West

Tue 1/20

7:10 am-2:12 pm

1 stop7h 02m

$391

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Wed 1/14

5:20 pm-9:47 pm

1 stop4h 27m

Key West

Sun 1/18

6:06 am-4:15 pm

2 stops10h 09m

$396

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/17

3:13 pm-11:56 pm

2 stops8h 43m

Key West

Tue 1/20

6:06 am-4:07 pm

2 stops10h 01m

$434

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 1/10

10:35 am-4:22 pm

1 stop5h 47m

Key West

Wed 1/14

6:05 pm-1:54 pm

1 stop19h 49m

$448

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Mon 1/12

7:10 am-12:42 pm

1 stop5h 32m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Compare providers for flights from Charlottesville to Key West

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 Key West in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charlottesville-Key West flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Charlottesville-Key West flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Charlottesville-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlottesville-Key West flights, Cheapflights users trust eDreams the most. eDreams 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-Key West 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 Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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 Key West

What is the cheapest month to book a flight from Charlottesville to Key West?

Currently, July is the cheapest month in which you can book a flight from Charlottesville to Key West (average of $166). Flying from Charlottesville to Key West in October is currently the most expensive (average of $261). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated December 12, 2025.
See what other customers who have flown with Delta and American Airlines from Charlottesville to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to Key West. 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 Key West?

    A quick flight from Charlottesville to Key West can take about 5h 31m. American Airlines provides one of the quickest options available for as low as $379. The distance between Charlottesville and Key West is about 958 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Charlottesville to Key West round-trip?

    Our cheapest airline available from Charlottesville to Key West is Delta. Our recent data shows that you can find tickets from as low as $144 on this airline. An additional option worth looking into is American Airlines, starting at $258. Delta is currently priced 66% below the average price you’ll pay for this route.

  • Can I find deals for flights from Charlottesville to Key West that include hotel bookings?

    Yes. In addition to deals on Charlottesville to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charlottesville to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlottesville to Key West.

  • Can I find deals for business class flights from Charlottesville to Key West?

    Yes. Cheapflights offers flight deals from Charlottesville to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charlottesville to Key West?

    Currently, July is the cheapest month in which you can book a flight from Charlottesville to Key West (average of $166). Flying from Charlottesville to Key West in October is currently the most expensive (average of $261). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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 for Charlottesville to Key West

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Reagan-National to Miami flights
Dulles Intl to Orlando flights
Dulles Intl to Fort Lauderdale flights
Reagan-National to Fort Lauderdale flights
Reagan-National to Orlando flights
Dulles Intl to Tampa flights
Raleigh to Miami flights
Reagan-National to Tampa flights
Raleigh to Orlando flights
Raleigh to Fort Lauderdale flights
Reagan-National to West Palm Beach flights
Dulles Intl to West Palm Beach flights
Raleigh to Tampa flights
Dulles Intl to Fort Myers flights
Dulles Intl to Key West flights
Reagan-National to Fort Myers flights
Reagan-National to Jacksonville flights
Richmond to Fort Lauderdale flights
Dulles Intl to Jacksonville flights
Richmond to Orlando flights
Reagan-National to Key West flights
Richmond to Miami flights
Reagan-National to Sarasota flights
Norfolk to Fort Lauderdale flights
Norfolk to Orlando flights
Raleigh to West Palm Beach flights
Norfolk to Miami flights
Richmond to Tampa flights
Greensboro to Miami flights
Dulles Intl to Orlando Sanford Intl flights
Dulles Intl to Pensacola flights
Reagan-National to Pensacola flights
Richmond to Jacksonville flights
Norfolk to Tampa flights
Roanoke to Orlando flights
Dulles Intl to Daytona Beach flights
Raleigh to Key West flights
Dulles Intl to Panama City flights
Reagan-National to Panama City flights
Dulles Intl to Sarasota flights
Reagan-National to Daytona Beach flights
Raleigh to Fort Myers flights
Richmond to Key West flights
Greensboro to Orlando flights
Greensboro to Fort Lauderdale flights
Greensboro to Tampa flights
Norfolk to Jacksonville flights
Dulles Intl to Valparaiso flights
Richmond to Fort Myers flights

Top 2 airlines flying from Charlottesville to Key West

Discover the top 2 airlines that operate flights from Charlottesville to Key West. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$534FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.