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Key West

$112+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — EYW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap 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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/317:05 amORF - EYW
1 stop25h 10mBreeze Airways
Fri 1/29:57 amEYW - ORF
1 stop12h 21mBreeze Airways
Deal found 12/27$474
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/3111:44 amORF - EYW
2 stops20h 31mMultiple Airlines
Fri 1/29:57 amEYW - ORF
1 stop12h 21mMultiple Airlines
Deal found 12/27$574
This Expedia deal was found by Cheapflights users on 12/26. 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.
Mon 12/298:20 amORF - EYW
1 stop4h 10mBreeze Airways
Fri 1/29:57 amEYW - ORF
1 stop12h 21mBreeze Airways
Deal found 12/26$619
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/303:11 pmORF - EYW
2 stops22h 19mMultiple Airlines
Fri 1/29:57 amEYW - ORF
1 stop12h 21mMultiple Airlines
Deal found 12/27$626
This Breeze Airways deal was found by Cheapflights users on 12/27. 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.
Tue 12/307:00 amORF - EYW
1 stop24h 07mBreeze Airways
Fri 1/29:57 amEYW - ORF
1 stop12h 21mBreeze Airways
Deal found 12/27$664
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
Mon 12/293:01 pmORF - EYW
1 stop20h 19mMultiple Airlines
Fri 1/22:30 pmEYW - ORF
2 stops25h 57mMultiple Airlines
Deal found 12/26$673
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/307:40 pmORF - EYW
2 stops17h 50mMultiple Airlines
Sat 1/37:47 amEYW - ORF
1 stop14h 16mMultiple Airlines
Deal found 12/27$801
This Breeze Airways deal was found by Cheapflights users on 12/27. 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.
Tue 12/307:00 amORF - EYW
1 stop24h 07mBreeze Airways
Sat 1/37:47 amEYW - ORF
1 stop14h 16mBreeze Airways
Deal found 12/27$804
This Mytrip deal was found by Cheapflights users on 12/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:40 pmORF - EYW
2 stops17h 50mSpirit Airlines
Fri 1/22:30 pmEYW - ORF
3 stops28h 15mSpirit Airlines
Deal found 12/27$894
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Mon 12/2910:46 amORF - EYW
1 stop5h 43mUnited Airlines
Fri 1/24:29 pmEYW - ORF
2 stops21h 41mUnited Airlines
Deal found 12/27$1,002

Find 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$112
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$498
Provider with most accurate pricing for Norfolk-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Key West flights.
Search Deals
From Virginia Beach to Key West
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 28, 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 1/23

8:20 am-12:26 pm

1 stop4h 06m

Key West

Fri 1/30

1:06 pm-5:06 pm

1 stop4h 00m

$112

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Tue 1/6

8:05 am-10:09 am

1 stop26h 04m

Key West

Fri 1/9

1:06 pm-5:06 pm

1 stop4h 00m

$139

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Tue 1/6

3:01 pm-3:16 pm

2 stops24h 15m

Key West

Fri 1/9

1:06 pm-5:06 pm

1 stop4h 00m

$164

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Thu 1/8

7:00 am-9:09 am

1 stop26h 09m

Key West

Mon 1/12

1:06 pm-5:06 pm

1 stop4h 00m

$175

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 1/23

7:00 am-10:09 am

1 stop27h 09m

Key West

Mon 1/26

2:25 pm-6:38 pm

1 stop4h 13m

$178

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 1/23

7:33 pm-10:09 am

2 stops14h 36m

Key West

Fri 1/30

1:06 pm-5:06 pm

1 stop4h 00m

$190

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 2/6

7:33 pm-10:09 am

2 stops14h 36m

Key West

Fri 2/13

1:06 pm-11:35 am

1 stop22h 29m

$215

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Thu 1/22

7:33 pm-1:30 pm

1 stop17h 57m

Key West

Sun 1/25

10:06 am-8:52 pm

1 stop10h 46m

$216

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Fri 1/2

8:20 am-12:30 pm

1 stop4h 10m

Key West

Mon 1/5

1:10 pm-5:10 pm

1 stop4h 00m

$218

NorfolkKey West

ORF - EYW

ORFEYW

Norfolk

Thu 1/15

7:33 pm-1:30 pm

1 stop17h 57m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 12 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 December 26, 2025.

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 $312). 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 December 28, 2025.
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
250 reviews

Entertainment

6.7

Comfort

8.2

Food

6.7

Crew

8.8

Boarding

8.4

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
250 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Comfort

8.2

Food

6.7

Crew

8.8

Boarding

8.4

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
8,021 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Comfort

8.2

Food

6.7

Crew

8.8

Boarding

8.4

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
11,069 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Comfort

8.2

Food

6.7

Crew

8.8

Boarding

8.4

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 4h 06m. 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 $312). 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$127Average$232FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$243Average$465FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$502FlexibilityNo cancel feeOn-time71%

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