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$396+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — EYW
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$396
(American Airlines)

Popular in

January

Cheapest in

November

Average price

$534
Provider with most accurate pricing for Charlottesville Albemarle-Key West flight deals.
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Provider most trusted by Cheapflights users for Charlottesville Albemarle-Key West flights.
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From Charlottesville Albemarle to Key West
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Highest demand for flights based on searches. 15% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/115:17 pmCHO - EYW
1 stop4h 31mAmerican Airlines
Sat 11/152:36 pmEYW - CHO
1 stop7h 28mAmerican Airlines
Deal found 10/27$415
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:10 amCHO - EYW
3 stops31h 54mUnited Airlines
Sat 11/153:00 pmEYW - CHO
2 stops28h 31mUnited Airlines
Deal found 10/27$792
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:01 amCHO - EYW
1 stop8h 18mUnited Airlines
Sun 11/24:00 pmEYW - CHO
1 stop21h 35mUnited Airlines
Deal found 10/27$957
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/261:41 pmCHO - EYW
1 stop9h 03mAmerican Airlines
Fri 1/24:40 pmEYW - CHO
1 stop15h 55mAmerican Airlines
Deal found 10/28$1,501

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 October 28, 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 4/25

2:15 pm-6:23 pm

1 stop4h 08m

Key West

Wed 4/29

5:22 pm-11:49 pm

1 stop6h 27m

$396

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Tue 11/11

5:17 pm-9:48 pm

1 stop4h 31m

Key West

Sat 11/15

2:36 pm-10:04 pm

1 stop7h 28m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

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 October.
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 June is currently the most expensive (average of $266). 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 October 28, 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
7,994 reviews

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

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
7,994 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

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
11,032 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

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 4h 08m. American Airlines provides one of the quickest options available for as low as $396. The distance between Charlottesville and Key West is about 958 mi.

  • 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 $246 on this airline. An additional option worth looking into is American Airlines, starting at $258. Delta is currently priced 46% 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 June is currently the most expensive (average of $266). 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

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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$328FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$534FlexibilityNo cancel feeOn-time71%

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