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Key West

$146+ Cheap flights from Virginia Beach, VA to Key West (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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Key West are usually found in May or November, booked 65 days in advance, depart on a Tuesday or Saturday and return on a Thursday

Cheap flight deals from Virginia Beach to Key West

Keep the following information in mind while searching for Virginia Beach to Key West flight deals. Data was last updated September 17, 2025.

Round-trip from

$146
(Kiwi.com)

Popular in

June

Cheapest in

May

Average price

$447
From Virginia Beach to Key West
Search Deals
High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Virginia Beach to Key West

Cheapest flights from Virginia Beach to Key West
Explore the most affordable flight options available from Virginia Beach to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:00 amORF - EYW
1 stop4h 05mBreeze Airways
Sat 10/2510:47 amEYW - ORF
1 stop11h 16mBreeze Airways
Deal found 9/17$173
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:00 amORF - EYW
1 stop27h 19mBreeze Airways
Wed 10/2210:47 amEYW - ORF
1 stop11h 16mBreeze Airways
Deal found 9/15$203
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:00 amORF - EYW
1 stop4h 05mBreeze Airways
Sat 12/610:47 amEYW - ORF
1 stop11h 16mBreeze Airways
Deal found 9/15$213
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:00 amORF - EYW
1 stop26h 17mBreeze Airways
Thu 11/610:59 amEYW - ORF
1 stop11h 59mBreeze Airways
Deal found 9/16$238
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:00 amORF - EYW
1 stop4h 05mMultiple Airlines
Sat 10/2510:47 amEYW - ORF
2 stops11h 59mMultiple Airlines
Deal found 9/17$243
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/45:38 pmORF - EYW
1 stop21h 02mMultiple Airlines
Sat 10/119:52 amEYW - ORF
1 stop12h 11mMultiple Airlines
Deal found 9/16$246
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:00 amORF - EYW
1 stop27h 19mBreeze Airways
Sat 10/1110:47 amEYW - ORF
1 stop11h 16mBreeze Airways
Deal found 9/16$252
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/159:54 amORF - EYW
2 stops9h 28mAmerican Airlines
Wed 10/222:14 pmEYW - ORF
1 stop6h 36mAmerican Airlines
Deal found 9/15$264
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:32 pmORF - EYW
1 stop11h 43mMultiple Airlines
Mon 12/221:10 pmEYW - ORF
1 stop6h 27mMultiple Airlines
Deal found 9/16$267

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 17, 2025.
Use the filters below to find and compare flights from Virginia Beach to Key West that are best for you.

Fly from

Virginia Beach

Fly to

Key West

Route

Depart

Return

Price

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 1/9

8:20 am-12:26 pm

1 stop4h 06m

Key West

Mon 1/12

1:06 pm-5:06 pm

1 stop4h 00m

$178

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Thu 1/8

7:00 am-9:09 am

1 stop26h 09m

Key West

Sun 1/11

9:46 am-7:37 pm

1 stop9h 51m

$236

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Sat 10/4

5:38 pm-2:40 pm

1 stop21h 02m

Key West

Sat 10/11

9:52 am-10:03 pm

1 stop12h 11m

$246

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Mon 10/27

12:22 pm-8:06 pm

1 stop7h 44m

Key West

Mon 11/3

6:17 pm-12:20 am

1 stop6h 03m

$259

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Sat 10/4

9:39 pm-10:19 am

2 stops12h 40m

Key West

Sat 10/11

10:47 am-10:03 pm

1 stop11h 16m

$259

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Wed 10/15

12:22 pm-8:06 pm

1 stop7h 44m

Key West

Wed 10/22

12:22 pm-5:12 pm

1 stop4h 50m

$259

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 1/9

8:35 am-3:18 pm

2 stops6h 43m

Key West

Mon 1/12

7:57 pm-11:51 pm

1 stop3h 54m

$264

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Wed 12/3

3:14 pm-11:07 pm

2 stops7h 53m

Key West

Sat 12/6

8:05 pm-12:28 am

1 stop4h 23m

$264

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Wed 10/15

9:54 am-7:22 pm

2 stops9h 28m

Key West

Wed 10/22

11:22 am-6:34 pm

2 stops7h 12m

$269

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Wed 12/17

7:00 am-10:19 am

1 stop27h 19m

Key West

Sun 12/21

10:59 am-10:58 pm

1 stop11h 59m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 14 results
1
2

Best time to book a flight from Virginia Beach to Key West

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

How far ahead should I book a flight from Virginia Beach to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Virginia Beach to Key West. Price data was last updated on September 12, 2025.

The best time to book flights from Virginia Beach to Key West is 65 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Virginia Beach to Key West (average of $328). Flying from Virginia Beach 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.

What is the cheapest time of day to fly from V1B to EYW?

Find hourly flight availability from Virginia Beach to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia Beach to Key West as you normally would.

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 17, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Virginia Beach 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
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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.
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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 Virginia Beach 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 airport do you fly into for flights to Key West from Virginia Beach?

    Key West (EYW) is the airport you will fly into if you book a flight from Virginia Beach to Key West. You should not have trouble finding flights to Key West from Virginia Beach; the airport handles an average of 0 inbound flights from Virginia Beach per day. You should also have plenty of airline options to choose from since 3 airlines have flights to the Key West airport from Virginia Beach. It is only a 2.6 mi journey from Key West (EYW) to Key West’s city center.

  • How long is the flight from Virginia Beach to Key West?

    Departing from Virginia Beach to Key West will take you 4h 06m. Airlines will cover a distance of 913 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Virginia Beach to Key West one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $230. American Airlines flights start at $235 while deals on United Airlines start at $702 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach 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 Virginia Beach to Key West?

    Currently, August is the cheapest month in which you can book a flight from Virginia Beach to Key West (average of $328). Flying from Virginia Beach 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 3 airlines flying from Virginia Beach to Key West

Discover the top 3 airlines that operate flights from Virginia Beach 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$243Average$461FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$490FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$443Average$554FlexibilityNo cancel feeOn-time69%

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