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Key West

$349+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — EYW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$484
(Delta)

Popular in

March

Cheapest in

August

Average price

$313
From Charlottesville Albemarle to Key West
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 9/105:48 amCHO - EYW
1 stop5h 08mDelta
Sat 9/136:10 pmEYW - CHO
1 stop5h 25mDelta
Deal found 9/9$349
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 11/243:09 pmCHO - EYW
1 stop4h 44mDelta
Fri 11/286:18 pmEYW - CHO
1 stop4h 29mDelta
Deal found 9/11$484
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 9/1011:21 amCHO - EYW
1 stop6h 25mAmerican Airlines
Sat 9/1311:25 amEYW - CHO
2 stops9h 25mAmerican Airlines
Deal found 9/9$488
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 11/2410:21 amCHO - EYW
1 stop7h 30mAmerican Airlines
Fri 11/288:06 amEYW - CHO
1 stop5h 09mAmerican Airlines
Deal found 9/11$657
This Delta deal was found by Cheapflights users on 9/11. 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 10/82:30 pmCHO - EYW
1 stop5h 36mDelta
Sun 10/127:40 amEYW - CHO
1 stop6h 10mDelta
Deal found 9/11$798
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/252:28 pmCHO - EYW
1 stop5h 39mDelta
Sun 9/287:00 amEYW - CHO
1 stop4h 24mDelta
Deal found 9/10$848
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/256:49 amCHO - EYW
1 stop8h 25mUnited Airlines
Tue 12/305:00 pmEYW - CHO
2 stops16h 51mUnited Airlines
Deal found 9/11$888
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/106:36 amCHO - EYW
2 stops10h 40mAmerican Airlines
Tue 10/147:52 pmEYW - CHO
2 stops14h 05mAmerican Airlines
Deal found 9/10$900
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/27:16 amCHO - EYW
1 stop4h 49mAmerican Airlines
Sun 10/511:25 amEYW - CHO
2 stops10h 34mAmerican Airlines
Deal found 9/11$966

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 September 11, 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

Mon 11/24

3:09 pm-7:53 pm

1 stop4h 44m

Key West

Fri 11/28

6:18 pm-10:47 pm

1 stop4h 29m

$484

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Fri 2/13

7:00 am-3:06 pm

1 stop8h 06m

Key West

Sat 2/21

4:05 pm-9:26 am

2 stops17h 21m

$503

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Mon 11/24

10:21 am-5:51 pm

1 stop7h 30m

Key West

Fri 11/28

8:06 am-1:15 pm

1 stop5h 09m

$657

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Wed 10/8

2:30 pm-8:06 pm

1 stop5h 36m

Key West

Sun 10/12

7:40 am-1:50 pm

1 stop6h 10m

$798

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Thu 9/25

2:28 pm-8:07 pm

1 stop5h 39m

Key West

Sun 9/28

7:00 am-11:24 am

1 stop4h 24m

$798

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Thu 12/25

10:50 am-4:23 pm

1 stop5h 33m

Key West

Tue 12/30

4:10 pm-9:51 am

2 stops17h 41m

$888

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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, August is the cheapest month in which you can book a flight from Charlottesville to Key West (average of $328). Flying from Charlottesville to Key West in March is currently the most expensive (average of $491). 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 September 11, 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
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

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
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

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
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

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 44m. Delta provides one of the quickest options available for as low as $484. 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 $246 on this airline. An additional option worth looking into is American Airlines, starting at $258. Delta is currently priced 45% 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, August is the cheapest month in which you can book a flight from Charlottesville to Key West (average of $328). Flying from Charlottesville to Key West in March is currently the most expensive (average of $491). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$523FlexibilityNo cancel feeOn-time71%

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