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Cayman Islands

$110+ Cheap flights from Virginia to the Cayman Islands

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — GCM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Virginia to Cayman Islands

Keep the following information in mind while searching for Virginia to Cayman Islands flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$285
(Trip.com)

One-way from

$110
(Trip.com)

Popular in

March

Cheapest in

August

Average price

$544
Provider with most accurate pricing for Norfolk-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-George Town Owen Roberts Intl flights.
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From Virginia to Cayman Islands
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One-way flight from Virginia to Cayman Islands
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Highest demand for flights based on searches. 9% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Virginia to Cayman Islands

Cheapest flights from Virginia to Cayman Islands
Explore the most affordable flight options available from Virginia to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 12/36:00 amRDU - GCM
1 stop6h 05mAmerican Airlines
Wed 12/103:45 pmGCM - RDU
1 stop8h 14mAmerican Airlines
Deal found 10/28$286
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amRIC - GCM
2 stops14h 15mAmerican Airlines
Fri 12/128:45 amGCM - RIC
1 stop15h 14mAmerican Airlines
Deal found 10/30$291
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:25 amRIC - GCM
1 stop7h 20mUnited Airlines
Tue 12/305:10 pmGCM - RIC
1 stop16h 33mUnited Airlines
Deal found 10/29$326
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:10 amDCA - GCM
1 stop7h 45mJetBlue
Sat 12/132:55 pmGCM - DCA
1 stop7h 44mJetBlue
Deal found 10/29$328
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:00 amROA - GCM
1 stop8h 10mAmerican Airlines
Tue 11/113:36 pmGCM - ROA
2 stops18h 09mAmerican Airlines
Deal found 10/30$333
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:27 pmRIC - GCM
1 stop17h 46mAmerican Airlines
Tue 12/21:25 pmGCM - RIC
1 stop10h 24mAmerican Airlines
Deal found 10/30$344
This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:15 amDCA - GCM
1 stop8h 20mJetBlue
Tue 1/63:30 pmGCM - DCA
1 stop7h 01mJetBlue
Deal found 10/30$357
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:10 amDCA - GCM
1 stop7h 45mJetBlue
Thu 12/183:25 pmGCM - DCA
1 stop7h 21mJetBlue
Deal found 10/30$360
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:30 amORF - GCM
1 stop6h 05mDelta
Fri 12/191:50 pmGCM - ORF
1 stop10h 42mDelta
Deal found 10/29$360
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amDCA - GCM
2 stops30h 25mAir Canada
Fri 11/71:30 pmGCM - DCA
1 stop19h 25mAir Canada
Deal found 10/28$370
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/299:45 amIAD - GCM
2 stops26h 40mAir Canada
Fri 11/71:30 pmGCM - IAD
2 stops31h 52mAir Canada
Deal found 10/28$370
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/18:15 pmRDU - GCM
1 stop15h 42mAmerican Airlines
Fri 12/53:45 pmGCM - RDU
1 stop6h 15mAmerican Airlines
Deal found 10/29$378

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia to Cayman Islands 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 October 30, 2025.
Use the filters below to find and compare flights from Virginia to the Cayman Islands that are best for you.

Fly from

Virginia

Fly to

Cayman Islands

Route

Depart

Return

Price

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sat 1/24

7:54 pm-1:45 pm

2 stops17h 51m

George Town Owen Roberts Intl

Wed 1/28

2:25 pm-9:42 pm

1 stop7h 17m

$286

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sat 1/24

7:06 am-2:26 pm

1 stop7h 20m

George Town Owen Roberts Intl

Wed 1/28

8:45 am-11:59 pm

1 stop15h 14m

$286

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sun 1/25

5:45 am-11:26 am

1 stop5h 41m

George Town Owen Roberts Intl

Wed 1/28

8:45 am-11:59 pm

1 stop15h 14m

$286

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Sat 1/3

6:00 am-4:35 pm

1 stop10h 35m

George Town Owen Roberts Intl

Sat 1/10

5:30 pm-11:44 pm

1 stop6h 14m

$286

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Wed 12/3

6:00 am-12:05 pm

1 stop6h 05m

George Town Owen Roberts Intl

Wed 12/10

3:45 pm-11:59 pm

1 stop8h 14m

$286

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Fri 12/5

6:00 am-8:15 pm

2 stops14h 15m

George Town Owen Roberts Intl

Fri 12/12

8:45 am-11:59 pm

1 stop15h 14m

$291

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Fri 1/23

7:35 pm-11:26 am

1 stop15h 51m

George Town Owen Roberts Intl

Wed 1/28

8:45 am-8:41 pm

2 stops11h 56m

$291

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Wed 1/7

7:06 pm-11:50 am

2 stops16h 44m

George Town Owen Roberts Intl

Wed 1/14

3:30 pm-11:38 am

1 stop20h 08m

$297

RoanokeGeorge Town

ROA - GCM

ROAGCM

Roanoke

Wed 1/28

2:55 pm-1:45 pm

2 stops22h 50m

George Town Owen Roberts Intl

Sat 1/31

5:45 pm-12:09 pm

2 stops18h 24m

$315

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 1/7

7:09 pm-11:26 am

1 stop16h 17m

George Town Owen Roberts Intl

Wed 1/14

1:05 pm-11:58 am

2 stops22h 53m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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Best time to book a flight from Virginia to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Virginia 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 to the Cayman Islands

What is the cheapest month to book a flight from Virginia to Cayman Islands?

Currently, May is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $193). Flying from Virginia to Cayman Islands in April is currently the most expensive (average of $589). 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 VA to KY?

Find hourly flight availability from Virginia to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

One of the essential ways to save on airfare from Virginia to Cayman Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 40% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Virginia to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Virginia to Cayman Islands?

    Airlines like United Airlines, American Airlines, and JetBlue fly from Virginia to Cayman Islands in about 7h 20m. The time it takes to get you to your destination can typically vary by up to 10h 31m. There are 1281 mi between Virginia and Cayman Islands. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Virginia to Cayman Islands one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $110. Air Canada flights start at $167 while deals on Southwest start at $172 one-way.

  • Can I find deals for flights from Virginia to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Virginia to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Virginia to Cayman Islands?

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

  • Can I find deals for business class flights from Virginia to Cayman Islands?

    Yes. Cheapflights offers flight deals from Virginia to Cayman Islands 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 to Cayman Islands?

    Currently, May is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $193). Flying from Virginia to Cayman Islands in April is currently the most expensive (average of $589). 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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Alternative routes for Virginia to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Virginia to Cayman Islands

Discover the top 2 airlines that operate flights from Virginia to Cayman Islands. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$576FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$474Average$631FlexibilityNo cancel feeOn-time71%

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