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Key West

$55+ Cheap flights from Virginia Beach, VA to Key West (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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — EYW
feb. 6 — feb. 131
vie. 2/6
vie. 2/13
1 adult, Economy
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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 enero 7, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$176
(Breeze Airways)

One-way from

$55
(Breeze Airways)

Popular in

June

Cheapest in

January

Average price

$377
Provider with most accurate pricing for Norfolk-Key West flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Key West flights.
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From Virginia Beach to Key West
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One-way flight from Virginia Beach to Key West
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Highest demand for flights based on searches. 2% potential increase in price ($14 potential increase over avg. RT price).
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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 January 2026
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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 enero 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
dom. 2/17:00 amORF - EYW
1 stop26h 09mBreeze Airways
vie. 2/61:06 pmEYW - ORF
1 stop4h 00mBreeze Airways
Deal found 1/5$133
This Breeze Airways deal was found by Cheapflights users on 1/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/157:00 amORF - EYW
1 stop26h 09mBreeze Airways
vie. 2/209:49 amEYW - ORF
1 stop13h 02mBreeze Airways
Deal found 1/6$176
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
dom. 2/157:00 amORF - EYW
1 stop26h 09mMultiple Airlines
jue. 2/199:46 amEYW - ORF
1 stop8h 42mMultiple Airlines
Deal found 1/7$186
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
vie. 2/66:45 amORF - EYW
1 stop5h 41mMultiple Airlines
vie. 2/131:06 pmEYW - ORF
1 stop22h 29mMultiple Airlines
Deal found 1/5$189
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
dom. 2/17:33 pmORF - EYW
2 stops19h 29mMultiple Airlines
vie. 2/61:06 pmEYW - ORF
1 stop4h 00mMultiple Airlines
Deal found 1/5$193
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
sáb. 3/213:26 pmORF - EYW
1 stop17h 40mMultiple Airlines
mié. 3/2511:51 amEYW - ORF
1 stop4h 00mMultiple Airlines
Deal found 1/7$194
This Breeze Airways deal was found by Cheapflights users on 1/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 1/237:00 amORF - EYW
1 stop27h 09mBreeze Airways
lun. 1/269:49 amEYW - ORF
1 stop12h 53mBreeze Airways
Deal found 1/6$198
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
dom. 3/227:00 amORF - EYW
1 stop26h 09mBreeze Airways
mié. 3/2511:51 amEYW - ORF
1 stop4h 00mBreeze Airways
Deal found 1/6$204
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
lun. 5/187:00 amORF - EYW
1 stop5h 31mBreeze Airways
mié. 5/2011:46 amEYW - ORF
1 stop9h 36mBreeze Airways
Deal found 1/7$207
This Expedia deal was found by Cheapflights users on 1/6. 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.
mié. 1/218:00 amORF - EYW
1 stop26h 21mMultiple Airlines
dom. 1/2512:51 pmEYW - ORF
1 stop5h 47mMultiple Airlines
Deal found 1/6$208

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 enero 7, 2026.
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

vie. 1/23

7:00 am-10:09 am

1 stop27h 09m

Key West

lun. 1/26

9:49 am-10:42 pm

1 stop12h 53m

$198

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

vie. 5/15

7:00 am-12:31 pm

1 stop5h 31m

Key West

lun. 5/18

1:11 pm-1:30 pm

1 stop24h 19m

$228

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

jue. 1/29

7:00 am-9:09 am

1 stop26h 09m

Key West

lun. 2/2

9:49 am-10:42 pm

1 stop12h 53m

$231

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

dom. 3/22

7:00 am-9:09 am

1 stop26h 09m

Key West

mar. 3/24

12:25 pm-7:31 pm

1 stop7h 06m

$262

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

jue. 5/14

6:05 am-11:25 am

1 stop5h 20m

Key West

lun. 5/18

1:11 pm-1:30 pm

1 stop24h 19m

$262

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

sáb. 4/25

7:00 am-10:21 am

1 stop27h 21m

Key West

mié. 4/29

11:51 am-3:51 pm

1 stop4h 00m

$275

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

vie. 1/30

10:24 am-6:01 pm

1 stop7h 37m

Key West

mar. 2/3

1:22 pm-6:41 pm

1 stop5h 19m

$279

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

mié. 2/4

7:06 pm-11:56 pm

1 stop4h 50m

Key West

sáb. 2/7

4:37 pm-10:59 pm

1 stop6h 22m

$279

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

sáb. 3/14

7:25 am-9:06 am

1 stop25h 41m

Key West

mar. 3/17

12:25 pm-7:31 pm

1 stop7h 06m

$298

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

vie. 5/8

7:00 am-12:31 pm

1 stop5h 31m

Key West

dom. 5/10

11:04 am-10:46 pm

1 stop11h 42m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 17 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 January 2, 2026.

The best time to book flights from Virginia Beach to Key West is 23 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, October is the cheapest month in which you can book a flight from Virginia Beach to Key West (average of $176). Flying from Virginia Beach to Key West in June is currently the most expensive (average of $303). 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 enero 7, 2026.
See what other customers who have flown with Breeze Airways, Delta, 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.
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,022 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,091 reviews
Breeze Airways
8.2
Very good
255 reviews

Crew

8.8

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 27h 09m. Airlines will cover a distance of 913 mi.

  • 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, October is the cheapest month in which you can book a flight from Virginia Beach to Key West (average of $176). Flying from Virginia Beach to Key West in June is currently the most expensive (average of $303). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 enero 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$127Average$216FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$243Average$467FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$503FlexibilityNo cancel feeOn-time71%

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