$111+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — EYW
Oct 2 — Oct 91
Round-trip
1 adult, Economy
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Find cheap flights from Virginia Beach to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Virginia Beach to Key West
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Best
Last-minute
One-way
Cheapest flights from Virginia Beach to Key WestExplore 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 2, 2026.
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 2, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 9/228:00 am -
1 stop25h 24m
Thu 9/2410:59 am -
1 stop4h 05m
Deal found 9/1![Breeze Airways logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/228:00 am -
1 stop25h 24m
Fri 9/2512:59 pm -
1 stop9h 44m
Deal found 8/30![Breeze Airways logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/221:18 pm -
2 stops20h 06m
Thu 9/2412:01 pm -
1 stop10h 55m
Deal found 8/30![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/136:00 am -
1 stop4h 19m
Thu 9/1712:01 pm -
1 stop10h 55m
Deal found 8/30![Breeze Airways logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/221:18 pm -
2 stops20h 06m
Fri 9/2512:59 pm -
1 stop9h 44m
Deal found 8/30![Multiple Airlines logo]()
$203
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 9/88:20 am -
1 stop4h 14m
Thu 9/1010:59 am -
1 stop4h 05m
Deal found 9/1![Breeze Airways logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Fri 11/66:00 am -
1 stop4h 19m
Wed 11/1110:04 am -
1 stop12h 25m
Deal found 9/1![Breeze Airways logo]()
$214
This Breeze Airways deal was found by Cheapflights users on 9/2. 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 11/108:00 am -
1 stop4h 36m
Tue 11/171:16 pm -
1 stop4h 27m
Deal found 9/2![Breeze Airways logo]()
$215
Best flights from Virginia Beach to Key WestDiscover carefully curated flight deals from Virginia Beach to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
Discover carefully curated flight deals from Virginia Beach to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 11/108:00 am -
1 stop4h 36m
Tue 11/171:16 pm -
1 stop4h 27m
Deal found 9/1![Breeze Airways logo]()
$233
This Breeze Airways deal was found by Cheapflights users on 9/2. 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.
Sat 1/307:00 am -
1 stop4h 39m
Thu 2/410:59 am -
1 stop4h 05m
Deal found 9/2![Breeze Airways logo]()
$304
This Breeze Airways deal was found by Cheapflights users on 9/2. 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.
Thu 1/216:00 am -
1 stop4h 19m
Mon 1/2512:59 pm -
1 stop9h 44m
Deal found 9/2![Breeze Airways logo]()
$311
This Breeze Airways deal was found by Cheapflights users on 8/30. 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.
Fri 1/227:00 am -
1 stop5h 19m
Mon 1/2512:59 pm -
1 stop9h 44m
Deal found 8/30![Breeze Airways logo]()
$315
This Breeze Airways deal was found by Cheapflights users on 8/29. 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.
Thu 2/256:00 am -
1 stop4h 19m
Mon 3/112:59 pm -
1 stop9h 44m
Deal found 8/29![Breeze Airways logo]()
$370
This Breeze Airways deal was found by Cheapflights users on 8/29. 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.
Fri 9/187:00 am -
1 stop26h 24m
Sun 9/2010:59 am -
1 stop4h 05m
Deal found 8/29![Breeze Airways logo]()
$391
Last-minute flights from Virginia Beach to Key WestDiscover last-minute flight deals from Virginia Beach to Key West. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Key West. Data last updated September 2, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 9/88:20 am -
1 stop4h 14m
Thu 9/1010:59 am -
1 stop4h 05m
Deal found 9/1![Breeze Airways logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/124:45 pm -
2 stops18h 36m
Wed 9/1610:04 am -
1 stop12h 25m
Deal found 8/30![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/136:00 am -
1 stop4h 19m
Thu 9/1712:01 pm -
1 stop10h 55m
Deal found 8/30![Breeze Airways logo]()
$200
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 9/228:00 am -
1 stop25h 24m
Thu 9/2410:59 am -
1 stop4h 05m
Deal found 9/1![Breeze Airways logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/228:00 am -
1 stop25h 24m
Fri 9/2512:59 pm -
1 stop9h 44m
Deal found 8/30![Breeze Airways logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/221:18 pm -
2 stops20h 06m
Thu 9/2412:01 pm -
1 stop10h 55m
Deal found 8/30![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/221:18 pm -
2 stops20h 06m
Fri 9/2512:59 pm -
1 stop9h 44m
Deal found 8/30![Multiple Airlines logo]()
$203
This Breeze Airways deal was found by Cheapflights users on 9/1. 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.
Thu 10/156:00 am -
1 stop4h 19m
Tue 10/201:16 pm -
1 stop4h 27m
Deal found 9/1![Breeze Airways logo]()
$234
One-way flights from Virginia Beach to Key WestSearch for one-way flight options from Virginia Beach to Key West. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
Search for one-way flight options from Virginia Beach to Key West. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/148:00 am -
1 stop26h 19m
Deal found 8/30![Breeze Airways logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/148:00 am -
3 stops27h 21m
Deal found 8/30![Multiple Airlines logo]()
$213
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 September 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $141 (Breeze Airways) |
One-way from | $111 (Kiwi.com) |
Popular in | May |
Cheapest in | August |
Average price | $498 |
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 7,457,451 searches. Data last updated September 2, 2026.
Use the filters below to find and compare flights from Virginia Beach to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Tue 11/10
8:00 am-12:36 pm
1 stop4h 36m
Key West
Tue 11/17
1:16 pm-5:43 pm
1 stop4h 27m
$233
Quickest round-trip
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Sat 1/30
7:00 am-11:39 am
1 stop4h 39m
Key West
Thu 2/4
10:59 am-3:04 pm
1 stop4h 05m
$304
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Thu 1/21
6:00 am-10:19 am
1 stop4h 19m
Key West
Mon 1/25
12:59 pm-10:43 pm
1 stop9h 44m
$311
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Fri 1/22
7:00 am-12:19 pm
1 stop5h 19m
Key West
Mon 1/25
12:59 pm-10:43 pm
1 stop9h 44m
$315
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Thu 2/25
6:00 am-10:19 am
1 stop4h 19m
Key West
Mon 3/1
12:59 pm-10:43 pm
1 stop9h 44m
$370
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Fri 9/18
7:00 am-9:24 am
1 stop26h 24m
Key West
Sun 9/20
10:59 am-3:04 pm
1 stop4h 05m
$391
Cheapest one-way
Quickest one-way
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Wed 10/14
8:00 am-10:19 am
1 stop26h 19m
$111
NorfolkKey West
ORF Norfolk - EYW Key West
ORFEYW
Norfolk
Wed 10/14
8:00 am-11:21 am
3 stops27h 21m
$213
Sorted by cheapest first
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.
ORF-EYW
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
V1B-EYW
ORF-EYW
How much does it cost to fly round-trip from Virginia Beach to Key West?
Airfare is below average for this route at the moment.
Virginia Beach to Key West flights typically cost between $401 and $533 in September.The cheapest round-trip price found within the last 5 days was $141 on Breeze Airways (Sep 22-Sep 24).
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 2, 2026.
See what other customers who have flown with Breeze Airways,Delta, andAmerican 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.
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
6.7
Food
6.7
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
6.7
Food
6.7
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
6.7
Food
6.7
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
6.7
Food
6.7
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
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Alternative routes for Virginia Beach to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Virginia Beach to Key West by cabin class
Find flights from Virginia Beach to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 2, 2026.
Virginia Beach and Key West flights
Browse other Virginia Beach and Key West flight options. Last updated on September 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Virginia Beach to Key West flights
Consider these flights traveling from Virginia Beach to Key West.
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 7,457,451 searches. Data last updated September 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$273 | Average$571 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$278 | Average$491 | FlexibilityNo cancel fee | On-timeN/A |