$269 Cheap Flights from Charlottesville (CHO) to Key West (EYW)

View $269 flight on Sun, Nov 23, 2025Opens in a new window

Popular airlines from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)

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Cheap Flights from Charlottesville to Key West (CHO-EYW)

Prices were available within the past 7 days and start at $269 for one-way flights and $259 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jan 13 - Thu, Jan 22
CHO
Charlottesville
EYW
Key West
$259 Roundtrip, found 20 hours ago
$259
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Jan 13 from Charlottesville to Key West, returning Thu, Jan 22, priced at $259 found 20 hours ago
American Airlines
Sat, Nov 15 - Wed, Nov 19
CHO
Charlottesville
EYW
Key West
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 15 from Charlottesville to Key West, returning Wed, Nov 19, priced at $271 found 2 days ago
American Airlines
Fri, Dec 12 - Mon, Dec 15
CHO
Charlottesville
EYW
Key West
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Dec 12 from Charlottesville to Key West, returning Mon, Dec 15, priced at $274 found 2 days ago
Delta
Wed, Dec 17 - Sat, Dec 20
CHO
Charlottesville
EYW
Key West
$283 Roundtrip, found 5 days ago
$283
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 17 from Charlottesville to Key West, returning Sat, Dec 20, priced at $283 found 5 days ago
Delta
Mon, Feb 16 - Tue, Mar 3
CHO
Charlottesville
EYW
Key West
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Feb 16 from Charlottesville to Key West, returning Tue, Mar 3, priced at $291 found 3 days ago
Delta
Thu, Oct 30 - Thu, Nov 13
CHO
Charlottesville
EYW
Key West
$294 Roundtrip, found 4 days ago
$294
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Oct 30 from Charlottesville to Key West, returning Thu, Nov 13, priced at $294 found 4 days ago
Delta
Sat, Nov 15 - Wed, Nov 19
CHO
Charlottesville
EYW
Key West
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 15 from Charlottesville to Key West, returning Wed, Nov 19, priced at $299 found 2 days ago
Delta
Tue, Oct 21 - Thu, Oct 30
CHO
Charlottesville
EYW
Key West
$304 Roundtrip, found 18 hours ago
$304
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Oct 21 from Charlottesville to Key West, returning Thu, Oct 30, priced at $304 found 18 hours ago
Delta
Thu, Oct 30 - Tue, Nov 18
CHO
Charlottesville
EYW
Key West
$306 Roundtrip, found 4 days ago
$306
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Oct 30 from Charlottesville to Key West, returning Tue, Nov 18, priced at $306 found 4 days ago
United
Tue, Jan 13 - Fri, Jan 16
CHO
Charlottesville
EYW
Key West
$498 Roundtrip, found 20 hours ago
$498
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Jan 13 from Charlottesville to Key West, returning Fri, Jan 16, priced at $498 found 20 hours ago

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $359
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $359

Frequently asked questions

How much does a flight from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW) cost?
Snag a cheap one-way flight from $269 or cheap return flight from $259 from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)?
January is the most affordable month to fly from CHO to EYW. Traveling outside of peak seasons is often the key to finding better deals on flights.
What is the cheapest airline that flies from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from CHO to EYW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)?
There aren't any daily nonstop flights from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW). But you can choose flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from CHO to EYW?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change based on a range of factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)?
To arrive at Key West Intl. Airport (EYW) on schedule, book a flight that leaves Charlottesville-Albemarle Airport (CHO) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW) last-minute?
Last-minute fares from CHO to EYW are generally more expensive. For the cheapest rates, start looking for flights ahead of time. That said, if your travel plans are flexible, it's possible to score a cheap fare right before your trip.
Is it cheaper to book a CHO to EYW flight and hotel package?
Opting for a CHO to EYW flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Pick from our extensive range of stays and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Charlottesville-Albemarle Airport (CHO) to Key West Intl. Airport (EYW)?
In most cases, you can cancel or reschedule your CHO to EYW flight. However, there may be additional fees, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you want more details, go to our Customer Service portal.

Travel information

Origin airport
Charlottesville-Albemarle
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$258
Distance
958 mi

Book with confidence

Charlottesville to Key West Flights

The cheapest times to fly from Charlottesville to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charlottesville to Key West are during the month of January. You can find some of the cheapest flights from Charlottesville to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Charlottesville to Key West

Sunday is one of the best days to book for cheap flights from Charlottesville to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Charlottesville to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charlottesville to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $269 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charlottesville to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charlottesville to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Charlottesville to Key West Flights

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*Available to One Key members.