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$271+ Cheap flights from Charlottesville to Key West (CHO - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — EYW
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Round-trip from

$354
(Delta)

One-way from

$271
(Delta)

Popular in

March

Cheapest in

August

Average price

$303
From Charlottesville Albemarle to Key West
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One-way flight from Charlottesville Albemarle to Key West
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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).
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Average for round-trip flights in August 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 August 18, 2025.

This Delta deal was found by Cheapflights users on 8/16. 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.
Sat 9/65:48 amCHO - EYW
1 stop5h 08mDelta
Fri 9/127:00 amEYW - CHO
1 stop4h 24mDelta
Deal found 8/16$354
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/611:21 amCHO - EYW
2 stops7h 38mAmerican Airlines
Fri 9/1212:09 pmEYW - CHO
1 stop5h 37mAmerican Airlines
Deal found 8/16$376
This Delta deal was found by Cheapflights users on 8/15. 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.
Tue 8/265:48 amCHO - EYW
1 stop7h 17mDelta
Sat 8/306:20 pmEYW - CHO
1 stop4h 58mDelta
Deal found 8/15$394
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/269:32 amCHO - EYW
2 stops9h 35mAmerican Airlines
Sat 8/301:58 pmEYW - CHO
1 stop5h 36mAmerican Airlines
Deal found 8/16$414
This Delta deal was found by Cheapflights users on 8/17. 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 9/245:40 amCHO - EYW
1 stop5h 15mDelta
Wed 9/246:10 pmEYW - CHO
1 stop5h 25mDelta
Deal found 8/17$629
This United Airlines deal was found by Cheapflights users on 8/16. 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 10/118:29 pmCHO - EYW
2 stops18h 00mUnited Airlines
Tue 10/143:12 pmEYW - CHO
2 stops18h 41mUnited Airlines
Deal found 8/16$663
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Sun 10/195:00 amCHO - EYW
1 stop7h 10mAmerican Airlines
Fri 10/247:52 pmEYW - CHO
2 stops14h 39mAmerican Airlines
Deal found 8/17$705
This Delta deal was found by Cheapflights users on 8/17. 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 8/17$748

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 August 18, 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 9/6

5:48 am-10:56 am

1 stop5h 08m

Key West

Fri 9/12

7:00 am-11:24 am

1 stop4h 24m

$354

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 9/6

11:21 am-6:59 pm

2 stops7h 38m

Key West

Fri 9/12

12:09 pm-5:46 pm

1 stop5h 37m

$376

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Wed 9/24

5:40 am-10:55 am

1 stop5h 15m

Key West

Wed 9/24

6:10 pm-11:35 pm

1 stop5h 25m

$629

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sat 10/11

8:29 pm-2:29 pm

2 stops18h 00m

Key West

Tue 10/14

3:12 pm-9:53 am

2 stops18h 41m

$663

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sun 10/19

5:00 am-12:10 pm

1 stop7h 10m

Key West

Fri 10/24

7:52 pm-10:31 am

2 stops14h 39m

$705

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

$748

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Sun 10/19

6:10 am-2:29 pm

2 stops32h 19m

Key West

Fri 10/24

3:12 pm-9:53 am

2 stops18h 41m

$797

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Thu 9/25

11:13 am-6:59 pm

2 stops7h 46m

Key West

Sun 9/28

1:59 pm-12:17 am

2 stops10h 18m

$813

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Mon 1/26

8:54 am-3:18 pm

1 stop6h 24m

$271

CharlottesvilleKey West

CHO - EYW

CHOEYW

Charlottesville Albemarle

Wed 9/24

10:59 am-5:15 pm

1 stop6h 16m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 11 results
1
2

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 $492). 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 August 18, 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
7,981 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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
7,981 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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.

  • 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 $492). 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$512FlexibilityNo cancel feeOn-time71%

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