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Cayman Islands

$126+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — GCM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$284
(JetBlue)

One-way from

$126
(Air Canada)

Popular in

March

Cheapest in

August

Average price

$539
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. 5% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 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 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 September 15, 2025.

This Priceline deal was found by Cheapflights users on 9/14. 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.
Thu 10/309:40 amDCA - GCM
1 stop26h 45mAir Canada
Thu 11/61:30 pmGCM - DCA
1 stop19h 25mAir Canada
Deal found 9/14$360
This Priceline deal was found by Cheapflights users on 9/14. 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.
Thu 10/304:30 pmIAD - GCM
1 stop19h 55mAir Canada
Thu 11/61:30 pmGCM - IAD
1 stop26h 21mAir Canada
Deal found 9/14$360
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/304:40 pmDCA - GCM
2 stops19h 45mAir Canada
Sun 11/21:30 pmGCM - DCA
1 stop19h 25mAir Canada
Deal found 9/15$370
This JetBlue deal was found by Cheapflights users on 9/14. 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.
Sun 10/266:15 amDCA - GCM
1 stop8h 16mJetBlue
Sat 11/12:44 pmGCM - DCA
1 stop7h 14mJetBlue
Deal found 9/14$414
This Air Canada deal was found by Cheapflights users on 9/14. 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.
Sat 11/16:50 pmDCA - GCM
1 stop18h 35mAir Canada
Fri 11/71:30 pmGCM - DCA
1 stop9h 05mAir Canada
Deal found 9/14$423
This Priceline deal was found by Cheapflights users on 9/14. 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.
Sun 11/166:24 amDCA - GCM
1 stop8h 07mJetBlue
Fri 11/213:43 pmGCM - DCA
1 stop23h 39mJetBlue
Deal found 9/14$427
This Air Canada deal was found by Cheapflights users on 9/13. 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 11/2612:55 pmDCA - GCM
2 stops23h 30mAir Canada
Tue 12/21:30 pmGCM - DCA
1 stop9h 05mAir Canada
Deal found 9/13$430
This Air Canada deal was found by Cheapflights users on 9/14. 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.
Thu 11/2710:11 pmIAD - GCM
1 stop14h 14mAir Canada
Thu 12/41:30 pmGCM - IAD
1 stop7h 50mAir Canada
Deal found 9/14$430
This Priceline deal was found by Cheapflights users on 9/14. 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.
Sat 10/2511:11 amRDU - GCM
1 stop27h 20mJetBlue
Sat 11/12:44 pmGCM - RDU
1 stop7h 07mJetBlue
Deal found 9/14$432
This FlightHub deal was found by Cheapflights users on 9/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:30 pmIAD - GCM
1 stop19h 55mAir Canada
Tue 12/91:30 pmGCM - IAD
1 stop22h 15mAir Canada
Deal found 9/13$439
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 11/16:04 amRDU - GCM
1 stop9h 56mUnited Airlines
Sat 11/85:30 pmGCM - RDU
1 stop16h 03mUnited Airlines
Deal found 9/13$444
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Wed 10/298:15 amDCA - GCM
1 stop8h 15mUnited Airlines
Wed 11/55:45 pmGCM - DCA
1 stop17h 44mUnited Airlines
Deal found 9/13$446

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 September 15, 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

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Tue 1/20

6:40 am-2:55 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 1/27

3:55 pm-10:07 pm

1 stop6h 12m

$284

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Thu 1/22

6:40 am-2:55 pm

1 stop8h 15m

George Town Owen Roberts Intl

Thu 1/29

3:55 pm-10:07 pm

1 stop6h 12m

$284

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Wed 1/7

6:58 am-12:00 pm

1 stop5h 02m

George Town Owen Roberts Intl

Wed 1/14

4:15 pm-12:03 am

1 stop7h 48m

$286

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Wed 1/7

7:10 am-12:55 pm

1 stop5h 45m

George Town Owen Roberts Intl

Wed 1/14

1:50 pm-8:55 pm

1 stop7h 05m

$286

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Mon 2/2

7:10 am-12:55 pm

1 stop5h 45m

George Town Owen Roberts Intl

Thu 2/12

1:50 pm-10:40 pm

1 stop8h 50m

$286

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Sat 1/24

6:40 am-2:55 pm

1 stop8h 15m

George Town Owen Roberts Intl

Thu 1/29

3:55 pm-10:07 pm

1 stop6h 12m

$310

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Sat 1/24

6:40 am-2:55 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 1/27

3:55 pm-10:07 pm

1 stop6h 12m

$310

NorfolkGeorge Town

ORF - GCM

ORFGCM

Norfolk

Mon 1/12

6:41 am-11:41 am

1 stop5h 00m

George Town Owen Roberts Intl

Mon 1/19

2:00 pm-10:26 pm

1 stop8h 26m

$325

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Thu 10/30

4:40 pm-11:25 am

2 stops19h 45m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-12:19 pm

2 stops22h 49m

$360

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Thu 3/5

7:00 am-2:55 pm

1 stop7h 55m

George Town Owen Roberts Intl

Thu 3/12

2:55 pm-11:15 pm

1 stop7h 20m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 49 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, January is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $467). Flying from Virginia to Cayman Islands in March is currently the most expensive (average of $594). 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 September 15, 2025.

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

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 JetBlue, American Airlines, and Southwest fly from Virginia to Cayman Islands in about 5h 02m. The time it takes to get you to your destination can typically vary by up to 3h 13m. 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 Air Canada, which is currently one of the cheapest options available, starting at $131. JetBlue flights start at $150 while deals on United Airlines start at $171 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, January is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $467). Flying from Virginia to Cayman Islands in March is currently the most expensive (average of $594). 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

Browse thousands of different options on Cheapflights for your next trip

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$586FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$474Average$634FlexibilityNo cancel feeOn-time71%

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